Hiroshi Abe

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Organization: Hokkaido University
Department: Nano Medical Engineering Laboratory, RIKEN, 2-1, Hirosawa, Wako, Saitama 351-0198, Japan; Faculty of Pharmaceutical Sciences
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Co-reporter:Kazumitsu Onizuka ; Fumi Nagatsugi ; Yoshihiro Ito
Journal of the American Chemical Society 2014 Volume 136(Issue 20) pp:7201-7204
Publication Date(Web):May 7, 2014
DOI:10.1021/ja5018283
Here we report a novel method to form a pseudorotaxane architecture using only a pair of reactive oligodeoxyribonucleotides (ODNs), which we designed and synthesized, and then performed the pseudorotaxane formation reaction with both DNA and RNA oligonucleotides. The reaction proceeded smoothly without any extra reagents at 37 °C and pH 7.2, leading to the formation of a stable complex on a denaturing polyacrylamide gel. Interestingly, the pseudorotaxane was formed with the cyclized ODN reversibly by the slipping process. This new pseudorotaxane formation represents a promising method for developing new DNA nanotechnologies and antisense oligonucleotides.
Co-reporter:Hisao Saneyoshi, Tatsuya Ochikubo, Takushi Mashimo, Ken Hatano, Yoshihiro Ito, and Hiroshi Abe
Organic Letters 2014 Volume 16(Issue 1) pp:30-33
Publication Date(Web):December 3, 2013
DOI:10.1021/ol402832w
A series of triphenylphosphinecarboxamide (TPPc) derivatives were designed and synthesized as alternative reagents to triphenylphosphine for the facile reduction of azides. The TPPc derivatives performed as efficient reducing agents for the synthesis of primary amines without the need for an additional hydrolysis procedure. The TPPc derivatives were also applied to nucleic acid sensing using a RhAz-oligonucleotide conjugate in a DNA-templated fluorogenic reaction.
Co-reporter:Baiju G. Nair, Yukiko Nakano, Yoshihiro Ito and Hiroshi Abe  
Chemical Communications 2014 vol. 50(Issue 5) pp:602-604
Publication Date(Web):04 Nov 2013
DOI:10.1039/C3CC45907A
Protein nanotubes formed by layer-by-layer (LbL) assembly can penetrate cells and act as nanopores for direct transmembrane delivery of chemical compounds.
Co-reporter:Aya Shibata ; Takanori Uzawa ; Yuko Nakashima ; Mika Ito ; Yukiko Nakano ; Satoshi Shuto ; Yoshihiro Ito
Journal of the American Chemical Society 2013 Volume 135(Issue 38) pp:14172-14178
Publication Date(Web):September 9, 2013
DOI:10.1021/ja404743m
Oligonucleotide-templated reactions are powerful tools for the detection of nucleic acid sequences. One of the major scientific challenges associated with this technique is the rational design of non-enzyme-mediated catalytic templated reactions capable of multiple turnovers that provide high levels of signal amplification. Herein, we report the development of a nucleophilic aromatic substitution reaction-triggered fluorescent probe. The probe underwent a rapid templated reaction without any of the undesired background reactions. The fluorogenic reaction conducted in the presence of a template provided a 223-fold increase in fluorescence after 30 s compared with the nontemplated reaction. The probe provided an efficient level of signal amplification that ultimately enabled particularly sensitive levels of detection. Assuming a simple model for the templated reactions, it was possible to estimate the rate constants of the chemical reaction in the presence and in the absence of the template. From these kinetic analyses, it was possible to confirm that an efficient turnover cycle had been achieved, on the basis of the dramatic enhancement in the rate of the chemical reaction considered to be the rate-determining step. With maximized turnover efficiency, it was demonstrated that the probe could offer a high turnover number of 1500 times to enable sensitive levels of detection with a detection limit of 0.5 pM in the catalytic templated reactions.
Co-reporter:Hisao Saneyoshi ; Yoshihiro Ito
Journal of the American Chemical Society 2013 Volume 135(Issue 37) pp:13632-13635
Publication Date(Web):September 6, 2013
DOI:10.1021/ja406724k
A pre-type sensitizer for a lanthanide complex on an oligonucleotide was successfully converted to a perfect final structure in a target DNA/RNA-templated reaction, without any chemical reagent or enzyme, under neutral conditions. The final form of the lanthanide–oligonucleotide provided a long-lived luminescence signal, appropriate for time-gated luminescence analysis and signal amplification. Target DNA/RNA-assisted time-gated luminescence analysis is a powerful tool for elimination of autofluorescence and detection of target RNA in living bacterial cells.
Co-reporter:Aya Shibata, Yukiko Nakano, Mika Ito, Mika Araki, Jie Zhang, Yasuhiko Yoshida, Satoshi Shuto, Bengt Mannervik, Ralf Mogenstern, Yoshihiro Ito and Hiroshi Abe  
Analyst 2013 vol. 138(Issue 24) pp:7326-7330
Publication Date(Web):08 Oct 2013
DOI:10.1039/C3AN01339A
We have synthesized a series of 4-substituted-2-nitrobenzene-sulfonyl compounds for caged fluorogenic probes and conducted a Hammett plot analysis using the steady-state kinetic parameters. The results revealed that the glutathione transferase (GST) alpha catalyzed reaction was dependent on the σ value in the same way as the non-enzymatic reaction, whereas the dependence of the σ value of the GST mu and pi was not as pronounced as that of GST alpha.
Co-reporter:Hisao Saneyoshi, Naohiko Shimada, Atsushi Maruyama, Yoshihiro Ito, Hiroshi Abe
Bioorganic & Medicinal Chemistry Letters 2013 23(24) pp: 6851-6853
Publication Date(Web):
DOI:10.1016/j.bmcl.2013.10.005
Co-reporter:Baiju G. Nair, Yukiko Nakano, Yoshihiro Ito and Hiroshi Abe
Chemical Communications 2014 - vol. 50(Issue 5) pp:NaN604-604
Publication Date(Web):2013/11/04
DOI:10.1039/C3CC45907A
Protein nanotubes formed by layer-by-layer (LbL) assembly can penetrate cells and act as nanopores for direct transmembrane delivery of chemical compounds.
(1-Methyl-1H-indazol-6-yl)boronic acid
Bicyclo[3.1.0]hex-3-en-2-ol,5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-, (1R,2S,5S)-
3-Oxabicyclo[3.1.0]hexane-1-carboxylic acid, 2-oxo-, ethyl ester, (1S)-
9-BORABICYCLO[3.3.1]NONANE, 9-(4-METHOXYPHENYL)-
2-Methoxyphenylboronic acid
4-Tolylboronic acid