Yuan Guo

Name: 郭媛

Organization: Northwest University , China

Department: College of Chemistry and Materials Science

Title: NULL(PhD)

Chemicals
References

Cover Picture: A Novel Dual Channel Fluorescent Probe for Ca2+ and Zn2+ Based on a Coumarin Schiff Base (Chin. J. Chem. 8/2017)

Co-reporter:Shengnan Pan;Haoyang Tang;Zhanke Song;Jin Li

Chinese Journal of Chemistry 2017 Volume 35(Issue 8) pp:1197-1197

Publication Date(Web):2017/08/01

DOI:10.1002/cjoc.201770081

The cover picture shows a novel dual channel fluorescent probe for Ca2+ and Zn2+ based on a coumarin Schiff base. The probe displays a solvent dependent dual sensing, viz., recognition of Ca2+ in DMF-H2O (9∶1, V/V) solution based on C = N isomerization, photoinduced electron transfer (PET) inhibition and chelation-enhanced fluorescence (CHEF) mechanism as well as detection of Zn2+ in H2O-CH3OH (9∶1, V/V) solution by excited-state intramolecular proton transfer (ESIPT) and CHEF processes. More details are discussed in the article by Guo et al. on page 1263–1269.

A Novel Dual Channel Fluorescent Probe for Ca2+ and Zn2+ Based on a Coumarin Schiff Base

Co-reporter:Shengnan Pan;Haoyang Tang;Zhanke Song;Jin Li

Chinese Journal of Chemistry 2017 Volume 35(Issue 8) pp:1263-1269

Publication Date(Web):2017/08/01

DOI:10.1002/cjoc.201600923

A novel coumarin Schiff base fluorescent probe ethyl 7-hydroxycoumarin-3-carboxylate-8-formaldehyde benzoyl hydrazone (EBH) has been designed and synthesized which shows solvent dependent dual sensing, viz., recognition of Ca2+ in DMF-H2O (9∶1, V/V) solution based on C = N isomerization, photoinduced electron transfer (PET) inhibition and chelation-enhanced fluorescence (CHEF) mechanism as well as detection of Zn2+ in H2O-CH3OH (9∶1, V/V) solution by excited-state intramolecular proton transfer (ESIPT) and CHEF processes. The structure of the probe EBH has been confirmed by single-crystal X-ray diffraction analysis. Meanwhile, the probe was also used to image intracellular Zn2+ ions in MCF-7 cells with a good performance.

A ratiometric fluorescent probe for gasotransmitter hydrogen sulfide based on a coumarin-benzopyrylium platform

Co-reporter:Yu-Wei Duan, Xiao-Feng Yang, Yaogang Zhong, Yuan Guo, Zheng Li, Hua Li

Analytica Chimica Acta 2015 Volume 859() pp:59-65

Publication Date(Web):15 February 2015

DOI:10.1016/j.aca.2014.12.054

•A ratiometric fluorescent probe for H2S has been developed based on coumarin–benzopyrylium platform.•The ratiometric sensing is realized by coupling the azide-based strategy with the intramolecular spirolactamization reaction.•The proposed probe utilizes the acyl azide as the recognition moiety and exhibits a rapid response towards H2S (ca. 1 min).•Preliminary experiments show that the proposed probe has potential to track H2S in live cells.A ratiometric fluorescent probe for H2S was developed based on a coumarin– benzopyrylium platform. The ratiometric sensing is realized by a selective conversion of acyl azide to the corresponding amide, which subsequently undergoes an intramolecular spirocyclization to alter the large π-conjugated system of CB fluorophore. Compared with the traditional azide-based H2S probes, the proposed probe utilizes the acyl azide as the recognition moiety and exhibits a rapid response (∼1 min) towards H2S, which is superior to most of the azide-based H2S probes. Preliminary fluorescence imaging experiments show that probe 1 has potential to track H2S in living cells.

Selective and “turn-off” fluorimetric detection of mercury(II) based on coumarinyldithiolane and coumarinyldithiane in aqueous solution

Co-reporter:Yuan Guo, Jing An, Haoyang Tang, Mengjiao Peng, Franck Suzenet

Materials Research Bulletin 2015 63() pp: 155-163

Publication Date(Web):

DOI:10.1016/j.materresbull.2014.12.015

Coumarin-derived Fe3+-selective fluorescent turn-off chemosensors: synthesis, properties, and applications in living cells

Co-reporter:Da En, Yuan Guo, Bo-Ting Chen, Biao Dong and Meng-Jiao Peng

RSC Advances 2014 vol. 4(Issue 1) pp:248-253

Publication Date(Web):07 Nov 2013

DOI:10.1039/C3RA44843F

A novel coumarin-based fluorogenic probe bearing the tris unit (DAT-1) with high selectivity and suitable affinity toward Fe3+ over other cations tested was developed in biological systems. The sensing mechanism was studied by quantum calculations. The probe can be applied to the monitoring of Fe3+ in aqueous solution with a pH span of 3–8. In addition, biological imaging, membrane permeability and nontoxicity demonstrate that DAT-1 could act as a turn-off fluorescent chemosensor for Fe3+ in living cells.

Coumarin–hemicyanine conjugates as novel reaction-based sensors for cyanide detection: convenient synthesis and ICT mechanism

Co-reporter:Meng-Jiao Peng, Yuan Guo, Xiao-Feng Yang, Franck Suzenet, Jin Li, Chang-Wei Li and Yu-Wei Duan

RSC Advances 2014 vol. 4(Issue 37) pp:19077-19085

Publication Date(Web):14 Apr 2014

DOI:10.1039/C4RA01598C

Using intramolecular charge transfer (ICT) as a signaling mechanism, a series of hybrid coumarin–hemicyanine compounds were synthesized as chemosensors for cyanide detection by taking advantage of cyanide's strong affinity toward the polarized CN bond of the hemicyanine group. Structure identification of the compounds was confirmed by 1H NMR, 13C NMR, 1H-1H COSY, HSQC, IR, and HRMS spectroscopy. Multiple sensory signals are available and can be used for both qualitative monitoring and quantitative determination of cyanide, including high-contrast visual color change, fluorescence quenching and enhancement.

Synthesis of densely functionalized α-methylene γ-butyrolactones via an organocatalytic one-pot allylic-alkylation–cyclization reaction

Co-reporter:Yong Yan, Da En, Zhe Zhuang, Yuan Guo, Wei-Wei Liao

Tetrahedron Letters 2014 Volume 55(Issue 2) pp:479-482

Publication Date(Web):8 January 2014

DOI:10.1016/j.tetlet.2013.11.067

The synthesis and study of the fluorescent probe for sensing Cu2+ based on a novel coumarin Schiff-base

Co-reporter:Yu-Wei Duan, Hao-Yang Tang, Yuan Guo, Zhan-Ke Song, Meng-Jiao Peng, Yong Yan

Chinese Chemical Letters 2014 Volume 25(Issue 7) pp:1082-1086

Publication Date(Web):July 2014

DOI:10.1016/j.cclet.2014.05.001

A novel, fluorescent probe was synthesized from 2,4-dihydroxybenzaldehyde and 8-hydroxyquinoline for sensing Cu2+ by the naked eye. The structure was confirmed by IR, MS, 1H NMR, 13C NMR and the spectral properties of the probe were investigated. It exhibited strong fluorescence responses toward Cu2+ and high selectivity over other metal ions. The binding constant between the probe and Cu2+ was calculated using Benesi–Hildebrand equation.A novel fluorescent probe has been synthesized for sensing Cu2+ by the “naked-eye” method. It exhibited very strong fluorescence responses to Cu2+ and a remarkably high selectivity to Cu2+ over other metal ions. The binding constant between the fluorescent probe and Cu2+ was calculated by the fluorescent method.

A Hybrid CoumarinThiazole Fluorescent Sensor for Selective Detection of Bisulfite Anions in Vivo and in Real Samples

Co-reporter:Dr. Meng-Jiao Peng;Dr. Xiao-Feng Yang;Dr. Bing Yin;Dr. Yuan Guo;Dr. Franck Suzenet;Da En;Dr. Jin Li;Chang-Wei Li;Yu-Wei Duan

Chemistry – An Asian Journal 2014 Volume 9( Issue 7) pp:1817-1822

Publication Date(Web):

DOI:10.1002/asia.201402113

Abstract

A hybrid coumarin–thiazole compound was developed as a novel ratiometric and colorimetric sensor for bisulfite anions. Structure identification of the compound was confirmed by ¹H NMR, ¹³C NMR, ¹H,¹H COSY, heteronuclear single quantum coherence (HSQC), IR, and HRMS spectroscopy. The detection of bisulfite anions was performed through the Michael addition of the bisulfite anion toward the hybrid coumarin–thiazole sensor. The reaction between the sensor and bisulfite anion caused the fluorescence intensity to decrease at 600 nm and to increase at 450 nm and simultaneously yielded a visible color change from purplish red to colorless because the π conjugation between thiazole and coumarin was blocked. The sensor possessed high selectivity and sensitivity for bisulfite with respect to other common anions in aqueous solution. Moreover, the practical value of this sensor was confirmed by its application in the detection of bisulfite anion in human breast adenocarcinoma cells and granulated sugar.

A highly selective ratiometric and colorimetric chemosensor for cyanide detection

Co-reporter:Meng-Jiao Peng, Yuan Guo, Xiao-Feng Yang, Lan-Ying Wang, Jing An

Dyes and Pigments 2013 Volume 98(Issue 3) pp:327-332

Publication Date(Web):September 2013

DOI:10.1016/j.dyepig.2013.03.024

•We have synthesized a ratiometric and colorimetric chemosensor for cyanide sensing.•The reaction between the sensor and cyanide caused an apparent color change.•The selectivity of the sensor for cyanide over other anions is extremely high.•The sensor could detect cyanide in 3 min and achieve real-time detection.A novel ratiometric and colorimetric chemosensor bearing hybrid coumarin-hemicyanine functionality has been synthesized for cyanide sensing. The detection of cyanide was performed via the nucleophilic attack of cyanide anion toward the polarized CN bond of the hybrid coumarin-hemicyanine dye. The reaction between the sensor and cyanide anion caused a remarkable decrease in the absorption spectra at 510 nm and simultaneously yielded a clear color change from red to yellow due to the blocking of the π-conjugation between hemicyanine and coumarin. The ratiometric absorbance changes showed a linear response to cyanide anion in the concentration range of 9.8–2000.0 μM. The sensor achieved rapid detection of cyanide anion in 3 min and possessed high selectivity for cyanide with respect to other common anions. In addition, the sensor can serve as practical colorimetric sensor for “in-the-field” measurement that would not require any additional equipment by virtue of a “dip-stick” approach.A novel ratiometric and colorimetric chemosensor bearing hybrid coumarin-hemicyanine functionality has been synthesized for cyanide sensing via the nucleophilic attack.

Novel selective fluorescent probes for sensing Zn2+ ions based on a coumarin Schiff-base

Co-reporter:Zhan-Ke Song, Biao Dong, Ge-Juan Lei, Meng-Jiao Peng, Yuan Guo

Tetrahedron Letters 2013 Volume 54(Issue 36) pp:4945-4949

Publication Date(Web):4 September 2013

DOI:10.1016/j.tetlet.2013.07.015

Two Zn2+ ion fluorescent probes based on a coumarin Schiff-base were designed and synthesized, which have highly selective sensing of Zn2+ ions over other metal ions in aqueous solution based on a CN isomerization mechanism. Both the X-ray crystal structure of the zinc complex and the Job’s plots showed a 1:1 probe-Zn2+ ion identification with high selectivity and sensitivity. The Cp1 probe was also used to image intracellular Zn2+ ions in MCF-7 cells with a good performance.Novel selective fluorescent probes for Zn2+ ions based on a CN isomerization mechanism have been designed, synthesized and used to image intracellular Zn2+ ions.

A Novel Method for Biomimetic Synthesis of Mannich Bases

Co-reporter:Yuan Guo;Jing An;Zhenhuan Lu ;Mengjiao Peng

Chinese Journal of Chemistry 2012 Volume 30( Issue 7) pp:1561-1564

Publication Date(Web):

DOI:10.1002/cjoc.201100628

Abstract

Since the early studies of Mannich, Mannich reaction has become an important tool for the synthesis of new compounds. Mannich bases can be either directly employed or used as intermediates. In this work, the one-carbon unit transfer reaction of tetrahydrofolate coenzyme was initiated. 1,3-Dimethylimidazolidine as a new tetrahydrofolate coenzyme model at formaldehyde oxidation level was used to react with ketone having active hydrogen atoms and amine to give the corresponding Mannich base in good yield by a covert Mannich reaction. A novel method for biomimetic synthesis of various Mannich bases is provided.