Co-reporter:Xuling Xue, Chengcheng Zhu, Huachao Chen, Yang Bai, Xiangchao Shi, Yang Jiao, Zhongyan Chen, Yupeng Miao, Weijiang He, and Zijian Guo
Inorganic Chemistry April 3, 2017 Volume 56(Issue 7) pp:3754-3754
Publication Date(Web):December 6, 2016
DOI:10.1021/acs.inorgchem.6b02148
Sensitizing the antitumor activity of monofunctional PtII complexes is a reliable approach to developing antitumor agents different from the classic Pt-based drugs. Considering the poor intracellular accumulation of monofunctional PtII complexes, in this study, the photosensitizing monofunctional PtII complex Pt-BA was derived from a weak BODIPY (boron-dipyrromethene)-derived photosensitizer BA, with the purpose to improve its antitumor cytotoxicity via enhancing its intracellular accumulation with a short time photo-irradiation. Photoinduced reactive oxygen species (ROS) determination indicated that the PtII center in Pt-BA is able to improve the photoinduced ROS production ability of BA, which makes Pt-BA a mild photosensitizer. Fluorescence imaging disclosed that dark incubation makes Pt-BA accumulate mainly on the surface of cell membrane, and the later short time photo-irradiation (5 min) promotes distinctly the intracellular accumulation of Pt-BA, which has been confirmed by inductively coupled plasma–mass spectrometry determination. Flow cytometric Annexin V-FITC assay indicated that the short time irradiation of Pt-BA induces in situ the cell membrane damage, which might finally enhance the intracellular accumulation of this monofunctional complex. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay confirmed that the short time photo-irradiation promotes distinctly the antitumor cytotoxicity of Pt-BA against MCF-7, SGC-7901, A549, and HeLa cell lines. The photopromoted antitumor activity of Pt-BA implies that modifying monofunctional PtII complex as a mild photosensitizer to promote its cell accumulation is a useful approach to sensitizing the antitumor activity of monofunctional PtII complex and renders the possibility of monofunctional PtII prodrugs for precise chemotherapy via only short time photoactivation.
Co-reporter:Yang Jiao;Jianping Zhu;Yan Guo;Zijian Guo
Journal of Materials Chemistry C 2017 vol. 5(Issue 21) pp:5214-5222
Publication Date(Web):2017/06/01
DOI:10.1039/C7TC00507E
A simple spin crossover (SCO) complex, [Fe(bpp)2][BF4]2 (bpp = 2,6-bis(pyrazol-1-yl)pyridine), was found to exhibit luminesce with a broad band from 425 to 565 nm in the solid state at ambient temperature, although it was non-luminescent at <250 K. In addition, an abrupt enhancement in luminescence was found at ∼260 K, which is exactly the temperature for a transition from the low spin (LS) to the high spin (HS) state of the complex. This implied that the luminescence was triggered by the thermal spin transition from the LS to HS state, which was different from the emission quenching effect of a normal paramagnetic metal center. A theoretical study via DFT calculations suggested that the excitation efficiency of the complex from the ground state to the lowest excited state for the HS state was higher than that for the LS state, which was proposed to be the reason for the HS-triggered luminescence. A hole/electron excitation analysis and orbital component analysis demonstrated that metal to ligand charge transfer (MLCT) upon excitation was responsible for the luminescence of this complex. This is the first report about the MLCT luminescence of SCO Fe(II) complex tuned by the thermal spin transition. Although the HS-triggered luminescence of solid [Fe(bpp)2][BF4]2 was very weak and not suitable for practical applications, molecular materials for both the multiple readout application and magnetism-regulated optical signaling could be anticipated by improving the luminescence efficiency of this type of SCO complexes in the future.
Co-reporter:Shuai Wang;Jia-Hai Ye;Zhong Han;Zheng Fan;Caijiang Wang;Cancan Mu;Wenchao Zhang
RSC Advances (2011-Present) 2017 vol. 7(Issue 57) pp:36021-36025
Publication Date(Web):2017/07/17
DOI:10.1039/C7RA05925F
A novel fluorescence resonance energy transfer (FRET) system based on the interaction of an AIE luminogen (tetraphenylethene, TPE) and BODIPY derivative as the host and guest, respectively, was disclosed. This FRET system worked well for mimicking a light harvesting system with highly energy transfer efficiency up to 93% from aggregation-induced emission to BODIPY emission and shows excellent tolerance to acidic and basic environments.
Co-reporter:Tian-Yi Li, Hua-Chao Chen, Yi-Ming Jing, Hua-Bo Han, Xiao Liang, You-Xuan Zheng, Wei-Jiang He
Chinese Chemical Letters 2016 Volume 27(Issue 10) pp:1582-1585
Publication Date(Web):October 2016
DOI:10.1016/j.cclet.2016.04.004
Two new iridium complexes, (dfppy)2Ir(l-alanine) (dfppy = 2-(2,4-difluorophenyl)pyridine) and (piq)2Ir(l-alanine) (piq = 1-phenylisoquinoline) were prepared with l-alanine as ancillary ligand. The two complexes show bright greenish-blue and red emission respectively. Theoretic study demonstrated that the emission nature of these complexes is mainly determined by the main ligand. And their improved aqueous solubility and the retained quantum yield favor their application in cell imaging. Intracellular imaging suggested that these two complexes have fine cell membrane permeability and is mainly distributed in cytoplasm. This study displayed a new strategy to design aqueous soluble phosphorescent cyclometallated Ir(III) complex via introducing amino acid as ancillary ligand.Two neutral iridium(III) complexes with l-alanine as ancillary ligand were applied practically in cell imaging as the phosphorescent agent due to the fine biocompatibility and water solubility. The imaging experiments in human gastric cancer SGC-7901 cells demonstrate that these Ir(III) complexes can be utilized in aqueous cell culture media and intracellular microenvironment.
Co-reporter:Zheng Fan, Jia-Hai Ye, Yang Bai, Song Bian, Xiaolong Wang, Wenchao Zhang, Weijiang He
Tetrahedron Letters 2016 Volume 57(Issue 47) pp:5281-5285
Publication Date(Web):23 November 2016
DOI:10.1016/j.tetlet.2016.10.050
•A new ratiometric chemodosimeter 1 was developed for recognizing Cu2+ efficiently.•Chemodosimeter 1 works well within a wide range pH and physiological conditions.•1 shows high selectivity and low detection limitation (0.2 μM) in aqueous medium.•1 can be successfully utilized in fluorescent imaging in living cells for Cu2+ detection.A new BODIPY derivative bearing hydrazone and hydrazide moieties was developed as an efficient dual-channel ratiometric fluorescence chemodosimeter 1 for Cu2+ in neutral aqueous medium via Cu2+-mediated hydrolysis of CN bond in hydrazone unit. Confocal microscopy experiments have demonstrated that chemodosimeter 1 could also be used in live cells for the fast detection of Cu2+.
Co-reporter:Yuncong Chen, Yang Bai, Zhong Han, Weijiang He and Zijian Guo
Chemical Society Reviews 2015 vol. 44(Issue 14) pp:4517-4546
Publication Date(Web):09 Mar 2015
DOI:10.1039/C5CS00005J
Zn2+ plays essential roles in various physiological processes in living systems, and the investigation of Zn2+ related physiology and pathology has attracted considerable interest. Because photoluminescence (PL) imaging possesses distinct advantages, such as high sensitivity and non-invasiveness, and excellent temporal and spatial resolution, it has become a powerful tool for the real time monitoring of Zn2+ distribution, uptake, and trafficking. Over the last two decades, great efforts have been devoted to PL Zn2+ imaging in living systems, which proved the Zn2+ fluctuations in physiological processes and the temporal-spatial distribution of labile Zn2+ as well as the localization of labile Zn2+ pools. Advances in PL techniques, such as fluorescence microscopy, confocal fluorescence microscopy, two photon fluorescence microscopy, lifetime based techniques and luminescence optical imaging systems, have made remarkable contributions in tackling major challenges in Zn2+ PL imaging. With the rational design and proper use of fluorescent sensors, Zn2+ imaging in various cell lines, organelles, tissues, organs and living animals has been realized, which was shown to be crucial in elucidating the biological and physiological roles of labile Zn2+.
Co-reporter:Huachao Chen; Jiangwei Tian; Weijiang He;Zijian Guo
Journal of the American Chemical Society 2015 Volume 137(Issue 4) pp:1539-1547
Publication Date(Web):January 9, 2015
DOI:10.1021/ja511420n
The low selectivity of currently available photosensitizers, which causes the treatment-related toxicity and side effects on adjacent normal tissues, is a major limitation for clinical photodynamic therapy (PDT) against cancer. Moreover, since PDT process is strongly oxygen dependent, its therapeutic effect is seriously hindered in hypoxic tumor cells. To overcome these problems, a cell-specific, H2O2-activatable, and O2-evolving PDT nanoparticle (HAOP NP) is developed for highly selective and efficient cancer treatment. The nanoparticle is composed of photosensitizer and catalase in the aqueous core, black hole quencher in the polymeric shell, and functionalized with a tumor targeting ligand c(RGDfK). Once HAOP NP is selectively taken up by αvβ3 integrin-rich tumor cells, the intracellular H2O2 penetrates the shell into the core and is catalyzed by catalase to generate O2, leading to the shell rupture and release of photosensitizer. Under irradiation, the released photosensitizer induces the formation of cytotoxic singlet oxygen (1O2) in the presence of O2 to kill cancer cells. The cell-specific and H2O2-activatable generation of 1O2 selectively destroys cancer cells and prevents the damage to normal cells. More significantly, HAOP NP continuously generates O2 in PDT process, which greatly improves the PDT efficacy in hypoxic tumor. Therefore, this work presents a new paradigm for H2O2-triggered PDT against cancer cells and provides a new avenue for overcoming hypoxia to achieve effective treatment of solid tumors.
Co-reporter:Yuncong Chen, Chengcheng Zhu, Jiajie Cen, Yang Bai, Weijiang He and Zijian Guo
Chemical Science 2015 vol. 6(Issue 5) pp:3187-3194
Publication Date(Web):16 Mar 2015
DOI:10.1039/C4SC04021J
The homeostasis of mitochondrial pH (pHm) is crucial in cell physiology. Developing small-molecular fluorescent sensors for the ratiometric detection of pHm fluctuation is highly demanded yet challenging. A ratiometric pH sensor, Mito-pH, was constructed by integrating a pH-sensitive FITC fluorophore with a pH-insensitive hemicyanine group. The hemicyanine group also acts as the mitochondria targeting group due to its lipophilic cationic nature. Besides its ability to target mitochondria, this sensor provides two ratiometric pH sensing modes, the dual excitation/dual emission mode (Dex/Dem) and dual excitation (Dex) mode, and its linear and reversible ratiometric response range from pH 6.15 to 8.38 makes this sensor suitable for the practical tracking of pHm fluctuation in live cells. With this sensor, stimulated pHm fluctuation has been successfully tracked in a ratiometric manner via both fluorescence imaging and flow cytometry.
Co-reporter:Xiaoqing Wang, Qingsong Liu, Hui Yan, Zhipeng Liu, Mingguang Yao, Qingfu Zhang, Shuwen Gong and Weijiang He
Chemical Communications 2015 vol. 51(Issue 35) pp:7497-7500
Publication Date(Web):24 Mar 2015
DOI:10.1039/C5CC01902H
Two new propeller-shaped benzothiazole–enamide boron difluoride complexes exhibiting piezochromic luminescence upon mechanical grinding or hydrostatic compression were prepared. The two analogues displayed the red shift in luminescence under high pressure, while compound 2 with ICT effects showed a more sensitive piezochromic response at low pressure (<1.5 GPa). The different piezochromic luminescence behaviors of these compounds were investigated.
Co-reporter:Shuwen Gong, Qingsong Liu, Xiaoqing Wang, Bo Xia, Zhipeng Liu and Weijiang He
Dalton Transactions 2015 vol. 44(Issue 31) pp:14063-14070
Publication Date(Web):26 Jun 2015
DOI:10.1039/C5DT01525A
Complexation of a boron atom with two of benzothiazole–enolate-based bidentate ligands successfully gave rise to the corresponding BF2-/BPh2-chelated complexes (3–6), which could be considered as novel AIE-active organoboron luminophores. These new luminophores exhibited aggregation-induced emission, and a large Stokes shift in solution. In the solid-state, compounds 3–6 exhibited intense emission with high quantum yields of 0.14–0.43. The photophysical properties and AIE characteristics of these compounds were rationalized through X-ray crystal analysis and theoretical calculations. In addition, compounds 4 and 6 were capable of sensing acidic gas by reversible changes of emission, which may potentially serve as solid-state luminescent sensors for acidic vapors.
Co-reporter:Yanping Wu, Zhenyu Li, Qingsong Liu, Xiaoqing Wang, Hui Yan, Shuwen Gong, Zhipeng Liu and Weijiang He
Organic & Biomolecular Chemistry 2015 vol. 13(Issue 20) pp:5775-5782
Publication Date(Web):14 Apr 2015
DOI:10.1039/C5OB00607D
Two pyridine-ketoiminate-based organoboron complexes (2 and 3) were developed. 2 and 3 showed very weak emission in low-viscosity organic solvents because of the intramolecular rotation induced non-radiative process. Their emission can be dramatically enhanced by the increase in solvent viscosity or by molecular aggregation in the solid state. Moreover, 2 and 3 exhibited intense emission with high quantum yield of 0.53 and 0.46, respectively. X-ray crystallographic analysis showed that the weak intermolecular interactions such as C–H⋯F and C–H⋯π by fixing the molecular conformations of 2 and 3 were responsible for intense luminescence in the solid state. The large Stokes shifts and high efficient solid-state emission of 2 and 3 make them valuable AIE luminophores for further potential applications in the fields of fluorescence imaging and materials science.
Co-reporter:Zhenghua Wang, Jia-Hai Ye, Jing Li, Yang Bai, Wenchao Zhang and Weijiang He
RSC Advances 2015 vol. 5(Issue 12) pp:8912-8917
Publication Date(Web):17 Dec 2014
DOI:10.1039/C4RA15240A
A tetraphenylethylene (TPE)-based pH fluorescent probe was synthesised, which could selectively monitor pH variation in THF–H2O (2:8, v/v) solution in wide-range pH (1.99–11.64) values. It displayed a monomer emission under acidic condition, but exhibited ratiometric fluorescence under neutral condition and aggregation-induced emission (AIE) under basic condition subsequently.
Co-reporter:Huachao Chen, Weijiang He and Zijian Guo
Chemical Communications 2014 vol. 50(Issue 68) pp:9714-9717
Publication Date(Web):25 Jun 2014
DOI:10.1039/C4CC03385J
Synergistic release of platinum anticancer drugs and O2 can be achieved in an H2O2-responsive nanocarrier incorporated with catalase. Such a system combines the advantages of chemotherapy and oxygen therapy and demonstrated improved therapeutic efficacy against cisplatin resistant cell lines which often appear to be in hypoxia.
Co-reporter:Zhipeng Liu, Changli Zhang, Yuncong Chen, Fang Qian, Yang Bai, Weijiang He and Zijian Guo
Chemical Communications 2014 vol. 50(Issue 10) pp:1253-1255
Publication Date(Web):26 Nov 2013
DOI:10.1039/C3CC46262E
A visible light excitable ratiometric Zn2+ sensor was developed by integrating a Zn2+ chelator as the ICT donor of the fluorophore sulfamoylbenzoxadiazole, which displays the Zn2+-induced hypsochromic emission shift (40 nm) and favors the in vivo ratiometric Zn2+ imaging in zebrafish larvae.
Co-reporter:Lin Qiu, Chengcheng Zhu, Huachao Chen, Ming Hu, Weijiang He and Zijian Guo
Chemical Communications 2014 vol. 50(Issue 35) pp:4631-4634
Publication Date(Web):11 Mar 2014
DOI:10.1039/C3CC49482A
Integrating N2-hydroxyethyldiethylenetriamine with anthracene gives a [2+2] macrocycle fluorescent sensor. This sensor displays an instant/reversible turn-on response specific to Fe3+, which allows facile visualization of the Fe3+/Fe2+ transition and intracellular Fe3+ imaging.
Co-reporter:Jia-Hai Ye, Jing Xu, Huachao Chen, Yang Bai, Wenchao Zhang and Weijiang He
RSC Advances 2014 vol. 4(Issue 13) pp:6691-6695
Publication Date(Web):06 Jan 2014
DOI:10.1039/C3RA47157H
A BODIPY-based turn-on fluorescent probe 1 has been designed and synthesized for fluorescence detection of Cu2+ in aqueous media and imaging in living cells. The CN bonds are selectively hydrolyzed by the reaction with Cu2+ to generate formyl-BODIPY. The favorable features of probe 1 towards Cu2+ include significant fluorescence enhancement (over 290-fold), high selectivity and low detection limit (0.1 μM).
Co-reporter:Jia-Hai Ye, Yixin Wang, Yang Bai, Wenchao Zhang and Weijiang He
RSC Advances 2014 vol. 4(Issue 6) pp:2989-2992
Publication Date(Web):28 Nov 2013
DOI:10.1039/C3RA46543H
A BODIPY-based fluorescent probe, functionalized with an aminomaleonitrile was synthesized as a “turn-on” fluorescent chemodosimeter for Cr(VI) in aqueous solution based on the Cr(VI) promoted oxidation reaction. Moreover, it can fluorescently respond to Cr(VI) in living cells.
Co-reporter:Xiaoqing Wang, Hou-ting Liu, Jichun Cui, Yanping Wu, Hua Lu, Jing Lu, Zhipeng Liu and Weijiang He
New Journal of Chemistry 2014 vol. 38(Issue 3) pp:1277-1283
Publication Date(Web):10 Dec 2013
DOI:10.1039/C3NJ01361H
In this article, a series of isoindoline–benzazole-based boron difluoride complexes (7–12) were synthesized and characterized. Analysis of the X-ray crystal structures of compounds 7, 8 and 10–12 indicates the existence of π–π stacking and H-bond (F–H–C, O–H–N, N–H–C) interactions. These novel boron complexes exhibit large Stokes shifts (3300–8400 cm−1) and moderate quantum yields (0.15–0.64). Time-dependent DFT (TD-DFT) calculations reveal that the maximum absorption bands for 7–12 are attributed to the HOMO → LUMO transitions, and that the calculated absorption wavelengths agree well with the experimental trends.
Co-reporter:Zhipeng Liu, Weijiang He and Zijian Guo
Chemical Society Reviews 2013 vol. 42(Issue 4) pp:1568-1600
Publication Date(Web):18 Jan 2013
DOI:10.1039/C2CS35363F
Coordination chemistry plays an essential role in the design of photoluminescent probes for metal ions. Metal coordination to organic dyes induces distinct optical responses which signal the presence of metal species of interest. Luminescent lanthanide (Ln3+) and transition metal complexes of d6, d8 and d10 configurations often exhibit unique luminescence properties different from organic dyes, such as high quantum yield, large Stokes shift, long emission wavelength and emission lifetimes, low sensitivity to microenvironments, and can be explored as lumophores to construct probes for metal ions, anions and neutral species. In this review, the design principles and coordination chemistry of metal probes based on mechanisms of PeT, PCT, ESIPT, FRET, and excimer formation will be discussed in detail. Particular attention will be given to rationales for the design of turn-on and ratiometric probes. Moreover, phosphorescent probe design based on Ln3+ and d6, d8 and d10-metal complexes are also presented via discussing certain factors affecting the phosphorescence of these metal complexes. A survey of the latest progress in photoluminescent probes for identification of essential metal cations in the human body or toxic metal cations in the environment will be presented focusing on their design rationales and sensing behaviors. Metal complex-based photoluminescent probes for biorelated anions such as PPi, and neutral biomolecules ATP, NO, and H2S will be discussed also in the context of their metal coordination-related sensing behaviors and design approaches.
Co-reporter:Yuncong Chen, Chengcheng Zhu, Jiajie Cen, Jing Li, Weijiang He, Yang Jiao and Zijian Guo
Chemical Communications 2013 vol. 49(Issue 69) pp:7632-7634
Publication Date(Web):24 Jun 2013
DOI:10.1039/C3CC42959H
ICT fluorophore benzoxadiazole with its electron-donating group modified as a Cu2+ chelator was conjugated with coumarin to construct a new ratiometric sensor with reversible intracellular Cu2+ imaging ability.
Co-reporter:Changli Zhang, Zhipeng Liu, Yunling Li, Weijiang He, Xiang Gao and Zijian Guo
Chemical Communications 2013 vol. 49(Issue 97) pp:11430-11432
Publication Date(Web):15 Oct 2013
DOI:10.1039/C3CC46862C
A newly developed fluorescent sensor, Naph-BPEA, shows a specific turn-on response to Zn2+ and can be excited by visible light. The in situ nuclear Zn2+ imaging in HeLa and HepG2 cells reveals the nuclear envelope penetrability of the sensor. The specific sensor location in a zebrafish larva was also demonstrated.
Co-reporter:Yuncong Chen;Chengcheng Zhu;Zhenghao Yang;Junjie Chen;Yafeng He;Yang Jiao; Weijiang He;Lin Qiu;Jiajie Cen ; Zijian Guo
Angewandte Chemie 2013 Volume 125( Issue 6) pp:1732-1735
Publication Date(Web):
DOI:10.1002/ange.201207701
Co-reporter:Yuncong Chen;Chengcheng Zhu;Zhenghao Yang;Junjie Chen;Yafeng He;Yang Jiao; Weijiang He;Lin Qiu;Jiajie Cen ; Zijian Guo
Angewandte Chemie International Edition 2013 Volume 52( Issue 6) pp:1688-1691
Publication Date(Web):
DOI:10.1002/anie.201207701
Co-reporter:Yuncong Chen, Chengcheng Zhu, Zhenghao Yang, Jing Li, Yang Jiao, Weijiang He, Junjie Chen and Zijian Guo
Chemical Communications 2012 vol. 48(Issue 42) pp:5094-5096
Publication Date(Web):28 Mar 2012
DOI:10.1039/C2CC31217D
A novel sensitive and specific Hg2+ chemodosimeter, derived from 1′,3′-dithiane-substituted 2,1,3-benzoxadiazole, displays “turn-on” fluorescent and colorimetric responses via an Hg2+-triggered aldehyde recovery reaction. Its potential to monitor Hg2+ in living organisms has been demonstrated using zebrafish larvae.
Co-reporter:Zhipeng Liu, Changli Zhang, Xiaoqing Wang, Weijiang He, and Zijian Guo
Organic Letters 2012 Volume 14(Issue 17) pp:4378-4381
Publication Date(Web):August 10, 2012
DOI:10.1021/ol301849z
A new ratiometric fluorescent sensor for Cu2+, WLN, has been developed via integrating a 1,8-naphthalimide fluorophore with 8-aminoquinoline. WLN exhibits a highly selective ratiometric response to Cu2+ over other transition metal ions in aqueous media. Moreover, its practical ratiometric imaging ability for intracellular Cu2+ has been confirmed in human breast adenocarcinoma cells (MCF-7 cells) using a confocal microscope.
Co-reporter:Zhipeng Liu, Changli Zhang, Yuncong Chen, Weijiang He and Zijian Guo
Chemical Communications 2012 vol. 48(Issue 67) pp:8365-8367
Publication Date(Web):02 Jul 2012
DOI:10.1039/C2CC33648K
A mitochondria-targeted fluorescent sensor (Mito-ST), constructed by integrating a sulfamoylbenzoxadiazole fluorophore with a phosphonium group, displays the specific Zn2+-induced hypsochromic shifts of both excitation (69 nm) and emission (35 nm) maxima. Its ratiometric Zn2+ imaging ability via dual excitation mode has been applied in MCF-7 cells to clarify the different behaviours of mitochondrial Zn2+ release stimulated by H2O2 and SNOC.
Co-reporter:Zhenghao Yang, Zhipeng Liu, Yuncong Chen, Xiaoqing Wang, Weijiang He and Yi Lu
Organic & Biomolecular Chemistry 2012 vol. 10(Issue 26) pp:5073-5076
Publication Date(Web):14 May 2012
DOI:10.1039/C2OB25516B
A hybrid coumarin–hemicyanine dye, Cou-BT, was developed as a new ratiometric and colorimetric sensor for cyanide with a sensing mechanism via nucleophilic addition of cyanide anion to the benzothiolium group. Cou-BT shows high sensitivity and selectivity for cyanide detection over other common anion species in aqueous acetonitrile solution. The calculated pseudo-first-order rate constant for cyanide anion addition was (2.13 ± 0.08) × 10−2 s−1 at 298 K, and the detection limit was estimated to be 0.64 μM. The DFT and TDDFT calculation results suggest that the ratiometric and colorimetric sensing behavior of Cou-BT upon its reaction with cyanide was due to the interrupted π-conjugation and blocked ICT progress.
Co-reporter:Zhijun Xie, Zhen Yu, Yuncong Chen, Guoyuan Lu, Zijian Guo and Weijiang He
New Journal of Chemistry 2012 vol. 36(Issue 3) pp:644-649
Publication Date(Web):08 Dec 2011
DOI:10.1039/C1NJ20793H
The different DNA cleavage behaviors of 1,3- and 1,4-xylylene spaced bisCu(BPA)Cl2 complexes (BPA, bis(pyridyl-2-methyl)amine) display the positioning effect of xylylene spacers, implying the essential roles of spacers in the related cleavage (Y. Zhao et al., Chem.–Eur. J., 2006, 12, 6621–6629). Herein, a p-xylyl derivative (2,1,3-benzoxadiazole-4,7-dimethylene (BDDM)) was utilized as a bulky spacer to construct a new p-xylyl spaced bisCu(BPA)Cl2 complex 1 to explore the spacer's steric effect on the related DNA cleavage. Agarose gel electrophoresis demonstrated that complex 1 is able to convert the supercoiled plasmid pUC19 DNA into the nicked DNA and linear DNA in the presence of excessive reductant. This DNA cleavage behavior is different from that of simple p-xylylene spaced Cu2(pTPXA)Cl4, which mediates only the nicked DNA and random DNA fragments. The DNA binding ability of complex 1 is higher than that of Cu2(pTPXA)Cl4, while its DNA nicking ability is lower than that of Cu(BPA)Cl2, as well as the dinuclear Cu2(pTPXA)Cl4, which displays a high DNA nicking efficiency due to the internuclear synergy in activating O2 to damage DNA. The linear DNA formation induced by complex 1 is realized via a non-random double-stranded scission process. The temporal profiles of the nicked DNA and linear DNA in the presence of 8 μM complex 1 imply that the two sequential neighboring breaks in the complementary strands lead to the formation of linear DNA. With the DNA cleavage behavior in the presence of different reactive oxygen species (ROS) quenchers, the DNA-bound hydroxyl radical was proposed as the main ROS involved in the cleavage. Structural optimization of this complex disclosed its larger intramolecular Cu–Cu distance than Cu2(pTPXA)Cl4, which may disfavor the internuclear synergic O2 activation. It was also proposed that the bulky BDDM spacer favors the two spaced copper centers function solely to damage in situ the two adjacent deoxyriboses from complementary strands to form the linear DNA, and the specific DNA binding mode of complex 1 due to the BDDM spacer disfavors the DNA-bound ROS to abstract a proton from deoxyribose and results in a lower DNA cleavage efficiency than mononuclear Cu(BPA)Cl2. The non-random linear DNA mediating ability and the decreased DNA cleavage efficiency caused by the bulky internuclear spacer shown in the current study provides a new alternative to regulate the DNA cleavage behavior of polycopper artificial nucleases via spacer modification.
Co-reporter:Xiaoqing Wang, Zhipeng Liu, Fang Qian, Weijiang He
Inorganic Chemistry Communications 2012 Volume 15() pp:176-179
Publication Date(Web):January 2012
DOI:10.1016/j.inoche.2011.10.018
In this article, a new benzoimidazole based Zn2 + fluorescence sensor DABI has been prepared. The sensor displays a rapid and a linear response to Zn2 + with a red-shifted 100-fold turn-on signal from the dark background. The presence of other metal ions especially Cd2 + does not interfere with its Zn2 + response. Molecular modeling study suggests that the Zn2 +-induced red shift of emission and fluorescence turn-on of DABI could be correlated to the coplanation of two aryl planes of 2-aryl substituted benzoimidazole.A new benzoimidazole based Zn2 + fluorescence sensor DABI has been prepared and the sensor displays a rapid and a linear response to Zn2 + with a 100-fold turn-on signal from the dark background. The presence of other metal ions especially Cd2 + does not interfere with its Zn2 + response.Highlights► DABI displays a Zn2+-induced 100-fold turn-on signal from the dark background. ► DABI shows high Zn2+ selectivity in CH3CN solution. ► The Zn2+ sensing behavior of DABI was explained well via molecular modeling study.
Co-reporter:Di Liu, Jialiu Ma, Wen Zhou, Weijiang He, Zijian Guo
Inorganica Chimica Acta 2012 Volume 393() pp:198-203
Publication Date(Web):1 December 2012
DOI:10.1016/j.ica.2012.06.047
Co-reporter:Shengde Wu ; Chengcheng Zhu ; Changli Zhang ; Zhen Yu ; Weijiang He ; Yafeng He ; Yizhi Li ; Jing Wang ;Zijian Guo
Inorganic Chemistry 2011 Volume 50(Issue 23) pp:11847-11849
Publication Date(Web):October 28, 2011
DOI:10.1021/ic201506y
The biological fluorescent distribution of a model antitumor monofunctional platinum(II) complex bearing a 7-nitro-2,1,3-benzoxadiazole fluorophore can be visualized in breast carcinoma MCF-7 cells, pulmonary carcinoma A549 cells, kidney epithelial 293T cells, and zebrafish larva.
Co-reporter:Zhenghao Yang, Chongchong Yan, Yuncong Chen, Chengcheng Zhu, Changli Zhang, Xindian Dong, Weiqi Yang, Zijian Guo, Yi Lu and Weijiang He
Dalton Transactions 2011 vol. 40(Issue 10) pp:2173-2176
Publication Date(Web):18 Nov 2010
DOI:10.1039/C0DT01053G
Terpyridine/benzofurazan conjugation results in a new hybrid fluorophore of the colorimetric sensing ability for Fe2+ and fluorimetric sensing ability for XII group cations. The improved emission properties and cell imaging ability imply it is a suitable platform to construct a fluorescent sensor for metal imaging in biological systems.
Co-reporter:Zhijun Xie, Kai Wang, Changli Zhang, Zhenghao Yang, Yuncong Chen, Zijian Guo, Guo-Yuan Lu and Weijiang He
New Journal of Chemistry 2011 vol. 35(Issue 3) pp:607-613
Publication Date(Web):07 Jan 2011
DOI:10.1039/C0NJ00773K
A new visible light excitable Hg2+ sensor, NBD-TAEE, was prepared by bridging a 4-amino-7-nitro-benzoxadiazole (ANBD) fluorophore with thiaazacrown ethervia an ethylene spacer. Besides the specific Hg2+-induced absorption shift from 466 to 513 nm, this sensor exhibits the specific Hg2+-induced emission enhancement (∼29-fold) and fluorescent pH-independence from pH 6 to 13. Hg2+ addition even leads to the emission red shift from 532 to 570 nm, although NBD-TAEE is not a ratiometric fluorescent sensor due to its emission band being overlaid by the Hg2+-induced band. The instant and reversible “turn-on” Hg2+ response, fine cell permeability and cell imaging ability display its potential application in both environmental and Hg2+-polluted biological samples. Its analogue without the ethylene spacer, NBD-TAE, possesses the higher quantum yield and very poor Hg2+ binding ability. Their different emission behavior and sensing ability suggest that the spacer is quite essential for sensor construction.
Co-reporter:Changli Zhang, Yuming Zhang, Yuncong Chen, Zhijun Xie, Zhipeng Liu, Xindian Dong, Weijiang He, Chen Shen, Zijian Guo
Inorganic Chemistry Communications 2011 Volume 14(Issue 1) pp:304-307
Publication Date(Web):January 2011
DOI:10.1016/j.inoche.2010.11.021
The integration of bis(pyridin-2-ylmethyl)amine (BPA) with 8-sulfonamidoquinoline (SQ) resulted in a new fluorescent Zn2+ sensor of 1:1 binding stoichiometry. The synergic Zn2+ coordination of BPA and SQ motifs provides the sensor the advantage over TSQ and its analogues in discriminating mobile Zn2+ from the bound Zn2+ of unoccupied coordination sites in living systems. Its pH-independent Zn2+-enhanced emission in physiological condition and cell permeability make it an effective intracellular Zn2+ imaging agent. This sensor profits also from its confirmed Golgi-preferential affinity, and its pH-independent Zn2+ response in physiological pH range provides it the advantages over other xanthenone-based sensors.The BPA incorporation in 8-sulfonamidoquinoline provides a novel Zn2+ fluorescent sensor BPSQ with 1:1 Zn2+ binding stoichiometry. It possesses the pH-independent sensing behavior, cell permeability and the higher ability than TSQ in discriminating the mobile Zn2+ from those of unoccupied coordination sites in biological systems.Research Highlights► A new sulfonamidoquinoline-based Zn2+ fluorescent sensor. ► The 1:1 Zn2+ binding stoichiometry other than 2:1 of normal TSQ analogues. ► The intracellular Zn2+ imaging ability and Golgi preference. ► Reducing the interference of the partially coordinated Zn2+ with the mobile Zn2+.
Co-reporter:Zhipeng Liu, Xiaoqing Wang, Zhenghao Yang, and Weijiang He
The Journal of Organic Chemistry 2011 Volume 76(Issue 24) pp:10286-10290
Publication Date(Web):November 16, 2011
DOI:10.1021/jo201878k
A dicyanovinyl-substituted benzofurazan derivative (C1) was prepared as an efficient ratiometric chemosensor for cyanide anion detection in aqueous acetonitrile solution. Mechanism studies suggested that the nucleophilic addition of cyanide to the α-position of the dicyanovinyl group blocked the ICT progress of C1 and induced remarkable emission and absorption shift.
Co-reporter:Zhipeng Liu, Changli Zhang, Weijiang He, Zhenghao Yang, Xiang Gao and Zijian Guo
Chemical Communications 2010 vol. 46(Issue 33) pp:6138-6140
Publication Date(Web):28 Jul 2010
DOI:10.1039/C0CC00662A
A ratiometric fluorescent Cd2+ sensor DBITA which featured the Cd2+-induced red-shift of emission (53 nm) and picomolar sensitivity in both aqueous media and living cells was developed.
Co-reporter:Jin Hong, Yang Jiao, Weijiang He, Zijian Guo, Zhen Yu, Junfeng Zhang and Longgen Zhu
Inorganic Chemistry 2010 Volume 49(Issue 17) pp:8148-8154
Publication Date(Web):August 2, 2010
DOI:10.1021/ic101191m
The new specific hydrolysis of histidine-containing peptides promoted by cis-[Pt(en)(H2O)2]2+ was investigated by electrospray ionization mass spectrometry (ESI-MS) and nuclear magnetic resonance spectrometry (NMR). MS determination demonstrated that cis-[Pt(en)(H2O)2]2+ anchors to AcGHG with the stoichiometry of either 1:1 or 2:1 (Pt/peptide), but only with 1:1 stoichoimetry to AcGHL. Cis-[Pt(en)(H2O)2]2+ is able to promote the cleavage of the first downstream peptide bond from histidine at 60 °C and pH 2.65, and Pt-anchored peptides are the essential intermediates for the promoted hydrolysis. Moreover, the larger amount of Pt(II) complex results in higher fragmental yield and higher hydrolysis rate. In the presence of 1 equiv of Pt(II) complex, 1H NMR determination confirmed the apparent first-order kinetics of the Pt(II)-promoted hydrolysis and the hydrolysis rate for AcGHG and AcGHL is 0.20 day−1 and 0.14 day−1, respectively. Moreover, Pt(II) coordinating to histidine imidazole is the key step to form the Pt(II)-anchored peptides. The Pt(II)-activating the first His-downstream carbonyl group via synergic coordinating to His imidazole and carbonyl O atom has been proposed for the Pt(II)-promoted his-oriented peptide hydrolysis. The lower rate for AcGHL should be correlated to the steric hindrance of Leu side chain to the second Pt(II) coordinating to tripeptide. In addition, the newly confirmed specific His-oriented peptide cleavage site implies a new potential strategy for target cleavage of peptides or proteins.
Co-reporter:Zhipeng Liu, Changli Zhang, Weijiang He, Fang Qian, Xiaoliang Yang, Xiang Gao and Zijian Guo
New Journal of Chemistry 2010 vol. 34(Issue 4) pp:656-660
Publication Date(Web):04 Feb 2010
DOI:10.1039/B9NJ00703B
A new charge transfer pH fluorescent probe BTP has been prepared by the ethylene bridging of benzothiazole and pyridine. The probe exhibits a specific fluorescent response to pH with a large Stokes shift, and the pH-induced emission enhancement factor (EEF) is about 22-fold when the pH is increased from 3.2 to 5.2. The presence of metal cations such as Na+, K+, Ca2+, Mg2+ and other transition metal cations does not interfere with its fluorescent pH response. In addition, the intracellular pH fluorescent imaging ability of the probe has been confirmed on macrophage cells using a confocal microscope.
Co-reporter:Jin Hong, Yang Jiao, Jianbin Yan, Weijiang He, Zijian Guo, Longgen Zhu, Junfeng Zhang
Inorganica Chimica Acta 2010 Volume 363(Issue 4) pp:793-798
Publication Date(Web):1 March 2010
DOI:10.1016/j.ica.2009.12.004
Asymmetric trigonal-bipyramidal Zn(II) complex 1 formed by 2-[bis(2-aminoethyl)amino]ethanol (L) was found to be able to promote the cleavage of supercoiled plasmid DNA pBR322 to the nicked and linear DNA via a hydrolytic manner but only in neutral Tris–HCl buffer, no cleavage was observed in HEPES or NaH2PO4/Na2HPO4 buffer. However, the copper complex 2 of L, possessing the similar coordination geometry, can only promote DNA cleavage via an oxidative mechanism in the presence of ascorbic acid. ESI-MS study implies that complex 1 exist mainly as [Zn(L)]2+/[Zn(L–H)]+ in neutral Tris–HCl buffer. Moreover, there is no discriminable species for complex 1 in HEPES or NaH2PO4/Na2HPO4 buffer. A phosphate activation mechanism via phosphate coordinating to Zn(II) center of [Zn(L)]2+/[Zn(L–H)]+ to form the stable trigonal-bipyramidal structure is proposed for the hydrolytic cleavage promote by complex 1. For complex 2, the abundance of [Cu(L)Cl]+ is higher than that of [Cu(L)]2+/[Cu(L–H)]+ in Tris–HCl buffer. The lower phosphate binding/activating ability of Cu(II) in complex 2 may be the origin for its incapability to promote the hydrolytic DNA cleavage. However, the readily accessible redox potential of Cu(II) makes complex 2 promote the oxidative DNA cleavage. Although the DNA cleavage promoted by complex 1 has no specificity, trigonal-bipyramidal Zn(II) complexes formed by asymmetric tripodal polyamine with ethoxyl pendent should be a novel potential model for practical artificial nuclease.Asymmetric trigonal-bipyramidal Zn(II) complex formed by 2-[bis(2-aminoethyl)amino]ethanol is able to promote plasmid DNA cleavage to the nicked/linear DNA via a hydrolytic manner, while the isomorphic Cu(II) complex can only promote cleavage via an oxidative manner. The different phosphate binding/activating ability of Zn(II) and Cu(II) center may be the origin.
Co-reporter:Guangyu Su, Zhipeng Liu, Zhijun Xie, Fang Qian, Weijiang He and Zijian Guo
Dalton Transactions 2009 (Issue 38) pp:7888-7890
Publication Date(Web):24 Aug 2009
DOI:10.1039/B914802G
Triphosphate or pyrophosphate can be recognised by a diZn2+ complex of bis(BPEA)-appended intramolecular charge transfer fluorophore 4-amino-7-aminosulfonyl-2,1,3-benzoxadiazole, displaying a 5–6 fold fluorescent enhancement at 576 nm.
Co-reporter:Tuanjie Li, Hao Lin, Tao Li, Weijiang He, Yizhi Li, Yu Zhang, Yangguang Zhu, Zijian Guo
Inorganica Chimica Acta 2009 Volume 362(Issue 3) pp:967-974
Publication Date(Web):20 February 2009
DOI:10.1016/j.ica.2008.01.003
Two binuclear 3N-chelated monofunctional PtII complexes, [Pt2L1Cl2]Cl2 (complex III) and [Pt2L2Cl2]Cl2 (complex IV) [L1 = 3,6,9,16,19,22-hexaazatricyclo[22.2.2.211,14]-triaconta-11,13,24,26(1),27,29-hexaene, L2 = 3,6,9,17,20,23-hexaazatricyclo[23.3.1.111,15]-triaconta-1(29),11(30),12,14,25,27-hexaene] have been synthesized and structurally characterized. Structural determination revealed that each PtII center was coordinated by one chloride anion and three N atoms from each diethylenediamine motif. The Pt–Cl bonds in complex III are shorter than those found in complex IV. The rigid para- and meta-xylylene groups make the two complexes adopt a rigid boat-like conformation and a flexible twisted chair-like conformation, respectively. Moreover, complex III has higher tendency to bind with each other than complex IV. DNA binding studies demonstrated that complex IV could bind effectively with calf thymus DNA, possibly via platination of N7 of guanine residue, while no obvious DNA binding was observed for complex III. However, complex III displays a comparable cytotoxicity to cisplatin against HeLa cell line, while compound IV does not show any effective cell inhibition at low concentration. Therefore, the rigid spacers in complexes III and IV play a determining role in their anti-cancer activity and DNA binding ability.Binuclear PtII complexes formed by para- and meta-xylylene spaced cyclic bisdiens display different cytotoxicity and DNA binding behavior. The rigid spacers in the complexes play a determining role in their anti-cancer activity and DNA binding ability.
Co-reporter:Tuanjie Li;Jun Du;Tao Li;Ziyi Wu, ;Jianhui Zhu ;Zijian Guo
Chemistry & Biodiversity 2008 Volume 5( Issue 8) pp:1495-1504
Publication Date(Web):
DOI:10.1002/cbdv.200890138
Abstract
Three meta-dicopper complexes, 1–3, based on 5-substituted 1,3-xylylene spacer have been synthesized. These complexes are capable of inducing the transformation of supercoiled DNA (pUC19) to its nicked and linear DNA form in the presence of ascorbate, and their DNA nicking efficiency can be correlated to their DNA-binding ability. The cleavage mechanism is similar to that of the non-substituted meta-dicopper complex A. Amongst the three complexes, 5-(aminomethyl)-substituted complex 3 displayed a higher DNA-binding ability and nicking efficiency than unsubstituted complex A. The CD-spectroscopic study and structural analysis imply that the different Cu⋅⋅⋅Cu distances and DNA binding modes induced by different 5-substituents on benzene-1,3-bis(methylene) spacer may be responsible for the different DNA cleaving behavior of meta-dicopper complexes.
Co-reporter:Lin Qiu, Pengju Jiang, Weijiang He, Chao Tu, Jun Lin, Yizhi Li, Xiang Gao, Zijian Guo
Inorganica Chimica Acta 2007 Volume 360(Issue 2) pp:431-438
Publication Date(Web):1 February 2007
DOI:10.1016/j.ica.2006.07.055
We have shown previously that 8-(5′-N,N-dimethylamino-1′-naphthalene)-sulfonamidoquinoline (DANQUIN) demonstrated a remarkable selectivity and sensitivity for the Zn(II) ion. In this work, the crystal structures of DANQUIN, Cu(DANQUIN)2 and Cu(DANPY)2 (DANPY, N-2-picolyl-(5′-N,N-dimethylamino-1′-naphthalene)-sulfonamide) are reported and compared with the simulated structure of Zn(DANQUIN)2, which is important for the understanding of the factors that govern the fluorescence of DANQUIN. Free DANQUIN mainly displays the fluorescence of the dansyl group at 547 nm while the Zn(II)-DANQUIN complex mainly shows the enhanced fluorescence of aminoquinoline at 469 nm, while the emission of the dansyl group shifted to 517 nm with an almost constant intensity. This result demonstrates the advantage of this hybrid fluorescent chemosensor for Zn(II), and also makes it a potential candidate for ratiometric Zn(II) detection.Structural analysis reveals that the fluorescent property of metal complexes of DANQUIN and DANPY is mainly determined by the nature of the coordinated metal center, while the coordination mode and geometry of the metal complexes has no evident effects. The fluorescence of the Zn(DANQUIN)2 is mainly arisen from the aminoquinoline moiety.
Co-reporter:Yongmei Zhao, Weijiang He, Pengfei Shi, Jianhui Zhu, Lin Qiu, Liping Lin and Zijian Guo
Dalton Transactions 2006 (Issue 22) pp:2617-2619
Publication Date(Web):27 Mar 2006
DOI:10.1039/B601739H
A trinuclear 3N-chelated monofunctional platinum complex, [Pt3(HPTAB)Cl3](ClO4)3 (HPTAB = N,N,N′,N′,N″,N″-hexakis(2-pyridylmethyl)-1,3,5-tris(aminomethyl)benzene), has been structurally characterized, which binds to DNA and demonstrates much higher potency against the murine leukemia cell line (P-388) and the human nonsmall-cell lung cancer cell line (A-549) than cisplatin.
Co-reporter:Wei-Jiang He;Lin Qiu;Jun-Bai Li;Yu Zhang;Zi-Jian Guo;Long-Gen Zhu
Chinese Journal of Chemistry 2006 Volume 24(Issue 6) pp:800-806
Publication Date(Web):7 JUN 2006
DOI:10.1002/cjoc.200690152
The Langmuir monolayer properties of lower rim aromatically substituted calix[4]arenes, 5,11,17,23-tetra-tert-butyl-25,27-bis(2-naphth-1′-ylacetylaminoethoxy)-26,28-dihydroxylcalix[4]arene (BNAEC), 5,11,17,23-tetra-tert-butyl-25,27-bis(2-benzoylamino ethoxy)-26,28-dihydroxylcalix[4]arene (BBAEC) and 5,11,17,23-tetra-tert-butyl-25,27-bis(2-cinnamoylaminoethoxy)-26,28-dihydroxylcalix[4]arene (BCAEC), have been studied. Film balance measurements and Brewster angle microscopy (BAM) observation demonstrate that all the compounds can form Langmuir monolayers with different molecular limiting areas. BNAEC or BBAEC monolayer is able to form condensed domains during compression, while BCAEC monolayer can never form condensed domain. BNAEC monolayer is more readily to form condensed domain than BBAEC monolayer. Moreover, BNAEC monolayer can form the total condensed phase during compression even when T=28 °C, while BBAEC monolayer can not when T>10 °C. The results imply that different lower rim aromatic substitutions affect essentially the intermolecular interaction and molecular packing in the monolayer at air/water interface.
Co-reporter:Yongmei Zhao;Jianhui Zhu Dr.;Zhen Yang;Yangguang Zhu;Yizhi Li Dr.;Junfeng Zhang Dr.;Zijian Guo Dr.
Chemistry - A European Journal 2006 Volume 12(Issue 25) pp:
Publication Date(Web):6 JUN 2006
DOI:10.1002/chem.200600044
Polynuclear copper complexes with two or three Cu(BPA) (BPA, bis(2-pyridylmethyl)amine) motifs, [Cu2(mTPXA)Cl4]⋅3 H2O (1), [Cu2(pTPXA)Cl4]⋅3 H2O (2), [Cu3(HPTAB)Cl5]Cl⋅3 H2O (3) (mTPXA = N,N,N′,N′-tetra-(2-pyridylmethyl)-m-xylylene diamine; pTPXA = N,N, N′,N′-tetra-(2-pyridylmethyl)-p-xylylenediamine; HPTAB = N,N,N′,N′,N′′,N′′-hexakis(2-pyridylmethyl)-1,3,5-tris-(aminomethyl)benzene) have been synthesized and characterized. The crystal structures of compounds 2 and 3 showed each Cu(BPA) motif had a 4+1 square-pyramidal coordination environment with one chloride occupying the apical position and three N atoms from the same BPA moiety together with another Cl atom forming the basal plane. Fluorescence and circular dichroism (CD) spectroscopy studies indicated that the DNA binding followed an order of 3>2>1 in the compounds. These complexes cleave plasmid pUC19 DNA by using an oxidative mechanism with mercaptopropionic acid (MPA) as the reductant under aerobic conditions. Dinuclear Cu2+ complexes 1 and 2 showed much higher cleavage efficiency than their mononuclear analogue [Cu(bpa)Cl2] at the same [Cu2+] concentration, suggesting a synergistic effect of the Cu2+ centers. Moreover, the meta-dicopper centers in complex 1 facilitated the formation of linear DNA. Interestingly, the additional copper center to the meta-dicopper motif in complex 3 decreased the cleavage efficacy of meta-dicopper motif in complex 1, although it is able to cleave DNA to the linear form at higher [Cu2+] concentrations. Therefore, the higher DNA binding ability of complex 3 did not lead to higher cleavage efficiency. These findings have been correlated to the DNA binding mode and the ability of the Cu2+ complexes to activate oxygen (O2). This work is a good example of the rational design of multinuclear Cu2+ artificial nuclease and the activity of which can be manipulated by the geometry and the number of metal centers.
Co-reporter:Guangyu Su, Zhipeng Liu, Zhijun Xie, Fang Qian, Weijiang He and Zijian Guo
Dalton Transactions 2009(Issue 38) pp:NaN7890-7890
Publication Date(Web):2009/08/24
DOI:10.1039/B914802G
Triphosphate or pyrophosphate can be recognised by a diZn2+ complex of bis(BPEA)-appended intramolecular charge transfer fluorophore 4-amino-7-aminosulfonyl-2,1,3-benzoxadiazole, displaying a 5–6 fold fluorescent enhancement at 576 nm.
Co-reporter:Yang Jiao, Jianping Zhu, Yan Guo, Weijiang He and Zijian Guo
Journal of Materials Chemistry A 2017 - vol. 5(Issue 21) pp:NaN5222-5222
Publication Date(Web):2017/05/05
DOI:10.1039/C7TC00507E
A simple spin crossover (SCO) complex, [Fe(bpp)2][BF4]2 (bpp = 2,6-bis(pyrazol-1-yl)pyridine), was found to exhibit luminesce with a broad band from 425 to 565 nm in the solid state at ambient temperature, although it was non-luminescent at <250 K. In addition, an abrupt enhancement in luminescence was found at ∼260 K, which is exactly the temperature for a transition from the low spin (LS) to the high spin (HS) state of the complex. This implied that the luminescence was triggered by the thermal spin transition from the LS to HS state, which was different from the emission quenching effect of a normal paramagnetic metal center. A theoretical study via DFT calculations suggested that the excitation efficiency of the complex from the ground state to the lowest excited state for the HS state was higher than that for the LS state, which was proposed to be the reason for the HS-triggered luminescence. A hole/electron excitation analysis and orbital component analysis demonstrated that metal to ligand charge transfer (MLCT) upon excitation was responsible for the luminescence of this complex. This is the first report about the MLCT luminescence of SCO Fe(II) complex tuned by the thermal spin transition. Although the HS-triggered luminescence of solid [Fe(bpp)2][BF4]2 was very weak and not suitable for practical applications, molecular materials for both the multiple readout application and magnetism-regulated optical signaling could be anticipated by improving the luminescence efficiency of this type of SCO complexes in the future.
Co-reporter:Zhipeng Liu, Changli Zhang, Weijiang He, Zhenghao Yang, Xiang Gao and Zijian Guo
Chemical Communications 2010 - vol. 46(Issue 33) pp:NaN6140-6140
Publication Date(Web):2010/07/28
DOI:10.1039/C0CC00662A
A ratiometric fluorescent Cd2+ sensor DBITA which featured the Cd2+-induced red-shift of emission (53 nm) and picomolar sensitivity in both aqueous media and living cells was developed.
Co-reporter:Yuncong Chen, Chengcheng Zhu, Zhenghao Yang, Jing Li, Yang Jiao, Weijiang He, Junjie Chen and Zijian Guo
Chemical Communications 2012 - vol. 48(Issue 42) pp:NaN5096-5096
Publication Date(Web):2012/03/28
DOI:10.1039/C2CC31217D
A novel sensitive and specific Hg2+ chemodosimeter, derived from 1′,3′-dithiane-substituted 2,1,3-benzoxadiazole, displays “turn-on” fluorescent and colorimetric responses via an Hg2+-triggered aldehyde recovery reaction. Its potential to monitor Hg2+ in living organisms has been demonstrated using zebrafish larvae.
Co-reporter:Huachao Chen, Weijiang He and Zijian Guo
Chemical Communications 2014 - vol. 50(Issue 68) pp:NaN9717-9717
Publication Date(Web):2014/06/25
DOI:10.1039/C4CC03385J
Synergistic release of platinum anticancer drugs and O2 can be achieved in an H2O2-responsive nanocarrier incorporated with catalase. Such a system combines the advantages of chemotherapy and oxygen therapy and demonstrated improved therapeutic efficacy against cisplatin resistant cell lines which often appear to be in hypoxia.
Co-reporter:Zhenghao Yang, Chongchong Yan, Yuncong Chen, Chengcheng Zhu, Changli Zhang, Xindian Dong, Weiqi Yang, Zijian Guo, Yi Lu and Weijiang He
Dalton Transactions 2011 - vol. 40(Issue 10) pp:NaN2176-2176
Publication Date(Web):2010/11/18
DOI:10.1039/C0DT01053G
Terpyridine/benzofurazan conjugation results in a new hybrid fluorophore of the colorimetric sensing ability for Fe2+ and fluorimetric sensing ability for XII group cations. The improved emission properties and cell imaging ability imply it is a suitable platform to construct a fluorescent sensor for metal imaging in biological systems.
Co-reporter:Yuncong Chen, Chengcheng Zhu, Jiajie Cen, Jing Li, Weijiang He, Yang Jiao and Zijian Guo
Chemical Communications 2013 - vol. 49(Issue 69) pp:NaN7634-7634
Publication Date(Web):2013/06/24
DOI:10.1039/C3CC42959H
ICT fluorophore benzoxadiazole with its electron-donating group modified as a Cu2+ chelator was conjugated with coumarin to construct a new ratiometric sensor with reversible intracellular Cu2+ imaging ability.
Co-reporter:Yanping Wu, Zhenyu Li, Qingsong Liu, Xiaoqing Wang, Hui Yan, Shuwen Gong, Zhipeng Liu and Weijiang He
Organic & Biomolecular Chemistry 2015 - vol. 13(Issue 20) pp:NaN5782-5782
Publication Date(Web):2015/04/14
DOI:10.1039/C5OB00607D
Two pyridine-ketoiminate-based organoboron complexes (2 and 3) were developed. 2 and 3 showed very weak emission in low-viscosity organic solvents because of the intramolecular rotation induced non-radiative process. Their emission can be dramatically enhanced by the increase in solvent viscosity or by molecular aggregation in the solid state. Moreover, 2 and 3 exhibited intense emission with high quantum yield of 0.53 and 0.46, respectively. X-ray crystallographic analysis showed that the weak intermolecular interactions such as C–H⋯F and C–H⋯π by fixing the molecular conformations of 2 and 3 were responsible for intense luminescence in the solid state. The large Stokes shifts and high efficient solid-state emission of 2 and 3 make them valuable AIE luminophores for further potential applications in the fields of fluorescence imaging and materials science.
Co-reporter:Zhenghao Yang, Zhipeng Liu, Yuncong Chen, Xiaoqing Wang, Weijiang He and Yi Lu
Organic & Biomolecular Chemistry 2012 - vol. 10(Issue 26) pp:NaN5076-5076
Publication Date(Web):2012/05/14
DOI:10.1039/C2OB25516B
A hybrid coumarin–hemicyanine dye, Cou-BT, was developed as a new ratiometric and colorimetric sensor for cyanide with a sensing mechanism via nucleophilic addition of cyanide anion to the benzothiolium group. Cou-BT shows high sensitivity and selectivity for cyanide detection over other common anion species in aqueous acetonitrile solution. The calculated pseudo-first-order rate constant for cyanide anion addition was (2.13 ± 0.08) × 10−2 s−1 at 298 K, and the detection limit was estimated to be 0.64 μM. The DFT and TDDFT calculation results suggest that the ratiometric and colorimetric sensing behavior of Cou-BT upon its reaction with cyanide was due to the interrupted π-conjugation and blocked ICT progress.
Co-reporter:Xiaoqing Wang, Qingsong Liu, Hui Yan, Zhipeng Liu, Mingguang Yao, Qingfu Zhang, Shuwen Gong and Weijiang He
Chemical Communications 2015 - vol. 51(Issue 35) pp:NaN7500-7500
Publication Date(Web):2015/03/24
DOI:10.1039/C5CC01902H
Two new propeller-shaped benzothiazole–enamide boron difluoride complexes exhibiting piezochromic luminescence upon mechanical grinding or hydrostatic compression were prepared. The two analogues displayed the red shift in luminescence under high pressure, while compound 2 with ICT effects showed a more sensitive piezochromic response at low pressure (<1.5 GPa). The different piezochromic luminescence behaviors of these compounds were investigated.
Co-reporter:Lin Qiu, Chengcheng Zhu, Huachao Chen, Ming Hu, Weijiang He and Zijian Guo
Chemical Communications 2014 - vol. 50(Issue 35) pp:NaN4634-4634
Publication Date(Web):2014/03/11
DOI:10.1039/C3CC49482A
Integrating N2-hydroxyethyldiethylenetriamine with anthracene gives a [2+2] macrocycle fluorescent sensor. This sensor displays an instant/reversible turn-on response specific to Fe3+, which allows facile visualization of the Fe3+/Fe2+ transition and intracellular Fe3+ imaging.
Co-reporter:Yuncong Chen, Chengcheng Zhu, Jiajie Cen, Yang Bai, Weijiang He and Zijian Guo
Chemical Science (2010-Present) 2015 - vol. 6(Issue 5) pp:NaN3194-3194
Publication Date(Web):2015/03/16
DOI:10.1039/C4SC04021J
The homeostasis of mitochondrial pH (pHm) is crucial in cell physiology. Developing small-molecular fluorescent sensors for the ratiometric detection of pHm fluctuation is highly demanded yet challenging. A ratiometric pH sensor, Mito-pH, was constructed by integrating a pH-sensitive FITC fluorophore with a pH-insensitive hemicyanine group. The hemicyanine group also acts as the mitochondria targeting group due to its lipophilic cationic nature. Besides its ability to target mitochondria, this sensor provides two ratiometric pH sensing modes, the dual excitation/dual emission mode (Dex/Dem) and dual excitation (Dex) mode, and its linear and reversible ratiometric response range from pH 6.15 to 8.38 makes this sensor suitable for the practical tracking of pHm fluctuation in live cells. With this sensor, stimulated pHm fluctuation has been successfully tracked in a ratiometric manner via both fluorescence imaging and flow cytometry.
Co-reporter:Zhipeng Liu, Weijiang He and Zijian Guo
Chemical Society Reviews 2013 - vol. 42(Issue 4) pp:NaN1600-1600
Publication Date(Web):2013/01/18
DOI:10.1039/C2CS35363F
Coordination chemistry plays an essential role in the design of photoluminescent probes for metal ions. Metal coordination to organic dyes induces distinct optical responses which signal the presence of metal species of interest. Luminescent lanthanide (Ln3+) and transition metal complexes of d6, d8 and d10 configurations often exhibit unique luminescence properties different from organic dyes, such as high quantum yield, large Stokes shift, long emission wavelength and emission lifetimes, low sensitivity to microenvironments, and can be explored as lumophores to construct probes for metal ions, anions and neutral species. In this review, the design principles and coordination chemistry of metal probes based on mechanisms of PeT, PCT, ESIPT, FRET, and excimer formation will be discussed in detail. Particular attention will be given to rationales for the design of turn-on and ratiometric probes. Moreover, phosphorescent probe design based on Ln3+ and d6, d8 and d10-metal complexes are also presented via discussing certain factors affecting the phosphorescence of these metal complexes. A survey of the latest progress in photoluminescent probes for identification of essential metal cations in the human body or toxic metal cations in the environment will be presented focusing on their design rationales and sensing behaviors. Metal complex-based photoluminescent probes for biorelated anions such as PPi, and neutral biomolecules ATP, NO, and H2S will be discussed also in the context of their metal coordination-related sensing behaviors and design approaches.
Co-reporter:Changli Zhang, Zhipeng Liu, Yunling Li, Weijiang He, Xiang Gao and Zijian Guo
Chemical Communications 2013 - vol. 49(Issue 97) pp:NaN11432-11432
Publication Date(Web):2013/10/15
DOI:10.1039/C3CC46862C
A newly developed fluorescent sensor, Naph-BPEA, shows a specific turn-on response to Zn2+ and can be excited by visible light. The in situ nuclear Zn2+ imaging in HeLa and HepG2 cells reveals the nuclear envelope penetrability of the sensor. The specific sensor location in a zebrafish larva was also demonstrated.
Co-reporter:Zhipeng Liu, Changli Zhang, Yuncong Chen, Fang Qian, Yang Bai, Weijiang He and Zijian Guo
Chemical Communications 2014 - vol. 50(Issue 10) pp:NaN1255-1255
Publication Date(Web):2013/11/26
DOI:10.1039/C3CC46262E
A visible light excitable ratiometric Zn2+ sensor was developed by integrating a Zn2+ chelator as the ICT donor of the fluorophore sulfamoylbenzoxadiazole, which displays the Zn2+-induced hypsochromic emission shift (40 nm) and favors the in vivo ratiometric Zn2+ imaging in zebrafish larvae.
Co-reporter:Yuncong Chen, Yang Bai, Zhong Han, Weijiang He and Zijian Guo
Chemical Society Reviews 2015 - vol. 44(Issue 14) pp:NaN4546-4546
Publication Date(Web):2015/03/09
DOI:10.1039/C5CS00005J
Zn2+ plays essential roles in various physiological processes in living systems, and the investigation of Zn2+ related physiology and pathology has attracted considerable interest. Because photoluminescence (PL) imaging possesses distinct advantages, such as high sensitivity and non-invasiveness, and excellent temporal and spatial resolution, it has become a powerful tool for the real time monitoring of Zn2+ distribution, uptake, and trafficking. Over the last two decades, great efforts have been devoted to PL Zn2+ imaging in living systems, which proved the Zn2+ fluctuations in physiological processes and the temporal-spatial distribution of labile Zn2+ as well as the localization of labile Zn2+ pools. Advances in PL techniques, such as fluorescence microscopy, confocal fluorescence microscopy, two photon fluorescence microscopy, lifetime based techniques and luminescence optical imaging systems, have made remarkable contributions in tackling major challenges in Zn2+ PL imaging. With the rational design and proper use of fluorescent sensors, Zn2+ imaging in various cell lines, organelles, tissues, organs and living animals has been realized, which was shown to be crucial in elucidating the biological and physiological roles of labile Zn2+.
Co-reporter:Shuwen Gong, Qingsong Liu, Xiaoqing Wang, Bo Xia, Zhipeng Liu and Weijiang He
Dalton Transactions 2015 - vol. 44(Issue 31) pp:NaN14070-14070
Publication Date(Web):2015/06/26
DOI:10.1039/C5DT01525A
Complexation of a boron atom with two of benzothiazole–enolate-based bidentate ligands successfully gave rise to the corresponding BF2-/BPh2-chelated complexes (3–6), which could be considered as novel AIE-active organoboron luminophores. These new luminophores exhibited aggregation-induced emission, and a large Stokes shift in solution. In the solid-state, compounds 3–6 exhibited intense emission with high quantum yields of 0.14–0.43. The photophysical properties and AIE characteristics of these compounds were rationalized through X-ray crystal analysis and theoretical calculations. In addition, compounds 4 and 6 were capable of sensing acidic gas by reversible changes of emission, which may potentially serve as solid-state luminescent sensors for acidic vapors.
Co-reporter:Zhipeng Liu, Changli Zhang, Yuncong Chen, Weijiang He and Zijian Guo
Chemical Communications 2012 - vol. 48(Issue 67) pp:NaN8367-8367
Publication Date(Web):2012/07/02
DOI:10.1039/C2CC33648K
A mitochondria-targeted fluorescent sensor (Mito-ST), constructed by integrating a sulfamoylbenzoxadiazole fluorophore with a phosphonium group, displays the specific Zn2+-induced hypsochromic shifts of both excitation (69 nm) and emission (35 nm) maxima. Its ratiometric Zn2+ imaging ability via dual excitation mode has been applied in MCF-7 cells to clarify the different behaviours of mitochondrial Zn2+ release stimulated by H2O2 and SNOC.
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