Literature DB >> 31479578

Rational Design of a Dual-Reactivity-Based Fluorescent Probe for Visualizing Intracellular HSNO.

Wei Chen1, Tetsuro Matsunaga2, Deshka L Neill1, Chun-Tao Yang1, Takaaki Akaike2, Ming Xian1.   

Abstract

Thionitrous acid (HSNO), the smallest S-nitrosothiol, is emerging as a potential key intermediate in cellular redox regulation linking two signaling molecules H2 S and NO. However, the chemical biology of HSNO remains poorly understood. A major hurdle is the lack of methods for selective detection of HSNO in biological systems. Herein, we report the rational design, synthesis, and evaluation of the first fluorescent probe TAP-1 for HSNO detection. TAP-1 showed high selectivity and sensitivity to HSNO in aqueous media and cells, providing a useful tool for understanding the functions of HSNO in biology.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  S-nitrosothiols; biosensors; fluorescent probes; hydrogen sulfide; imaging agents

Year:  2019        PMID: 31479578      PMCID: PMC6814498          DOI: 10.1002/anie.201908950

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  32 in total

Review 1.  Fluorescent chemosensors based on spiroring-opening of xanthenes and related derivatives.

Authors:  Xiaoqiang Chen; Tuhin Pradhan; Fang Wang; Jong Seung Kim; Juyoung Yoon
Journal:  Chem Rev       Date:  2011-10-31       Impact factor: 60.622

2.  Fast reductive ligation of S-nitrosothiols.

Authors:  Hua Wang; Ming Xian
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  Facile formation of dehydroalanine from S-nitrosocysteines.

Authors:  Hua Wang; Jiming Zhang; Ming Xian
Journal:  J Am Chem Soc       Date:  2009-09-23       Impact factor: 15.419

4.  Requirement of transmembrane transport for S-nitrosocysteine-dependent modification of intracellular thiols.

Authors:  Katarzyna A Broniowska; Yanhong Zhang; Neil Hogg
Journal:  J Biol Chem       Date:  2006-08-07       Impact factor: 5.157

5.  Fundamental chemistry of binary S,N and ternary S,N,O anions: analogues of sulfur oxides and N,O anions.

Authors:  Tristram Chivers; Risto S Laitinen
Journal:  Chem Soc Rev       Date:  2017-08-29       Impact factor: 54.564

6.  Identification of Key Intermediates during the NO and H2S Crosstalk Signaling Pathways.

Authors:  Mohamed Cheraki; Muneerah Mogren Al-Mogren; Gilberte Chambaud; Joseph S Francisco; Majdi Hochlaf
Journal:  J Phys Chem A       Date:  2018-03-07       Impact factor: 2.781

7.  Does perthionitrite (SSNO(-)) account for sustained bioactivity of NO? A (bio)chemical characterization.

Authors:  Rudolf Wedmann; Achim Zahl; Tatyana E Shubina; Maximilian Dürr; Frank W Heinemann; Bernhard Eberhard Christian Bugenhagen; Peter Burger; Ivana Ivanovic-Burmazovic; Milos R Filipovic
Journal:  Inorg Chem       Date:  2015-06-26       Impact factor: 5.165

8.  S-Transnitrosation reactions of hydrogen sulfide (H2S/HS-/S2-) with S-nitrosated cysteinyl thiols in phosphate buffer of pH 7.4: Results and review of the literature.

Authors:  Dimitrios Tsikas; Anke Böhmer
Journal:  Nitric Oxide       Date:  2017-02-06       Impact factor: 4.427

9.  Evidence for the formation of a novel nitrosothiol from the gaseous mediators nitric oxide and hydrogen sulphide.

Authors:  Matthew Whiteman; Ling Li; Iouri Kostetski; Siew Hwa Chu; Jia Ling Siau; Madhav Bhatia; Philip K Moore
Journal:  Biochem Biophys Res Commun       Date:  2006-03-06       Impact factor: 3.575

10.  Cysteinyl-tRNA synthetase governs cysteine polysulfidation and mitochondrial bioenergetics.

Authors:  Takaaki Akaike; Tomoaki Ida; Fan-Yan Wei; Motohiro Nishida; Yoshito Kumagai; Md Morshedul Alam; Hideshi Ihara; Tomohiro Sawa; Tetsuro Matsunaga; Shingo Kasamatsu; Akiyuki Nishimura; Masanobu Morita; Kazuhito Tomizawa; Akira Nishimura; Satoshi Watanabe; Kenji Inaba; Hiroshi Shima; Nobuhiro Tanuma; Minkyung Jung; Shigemoto Fujii; Yasuo Watanabe; Masaki Ohmuraya; Péter Nagy; Martin Feelisch; Jon M Fukuto; Hozumi Motohashi
Journal:  Nat Commun       Date:  2017-10-27       Impact factor: 14.919

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  5 in total

Review 1.  Specific Reactions of RSNO, HSNO, and HNO and Their Applications in the Design of Fluorescent Probes.

Authors:  Yingying Wang; Shi Xu; Ming Xian
Journal:  Chemistry       Date:  2020-07-20       Impact factor: 5.236

2.  A novel fluorescent probe for real-time imaging of thionitrous acid under inflammatory and oxidative conditions.

Authors:  Ning Zhang; Yifei Lu; Yong Huang; Qing Zhang; Jianglin Tan; Jianxiang Zhang; Mengyun Yao; Gaoxing Luo
Journal:  Redox Biol       Date:  2022-06-17       Impact factor: 10.787

3.  A modular template for the design of thiol-triggered sensors and prodrugs.

Authors:  Jessica Renee Knight; Yingying Wang; Shi Xu; Wei Chen; Clifford E Berkman; Ming Xian
Journal:  Spectrochim Acta A Mol Biomol Spectrosc       Date:  2020-10-13       Impact factor: 4.098

Review 4.  Thiol-based Oxidative Posttranslational Modifications (OxiPTMs) of Plant Proteins.

Authors:  Francisco J Corpas; Salvador González-Gordo; Marta Rodríguez-Ruiz; María A Muñoz-Vargas; José M Palma
Journal:  Plant Cell Physiol       Date:  2022-07-14       Impact factor: 4.937

5.  Highly efficient H2S scavengers via thiolysis of positively-charged NBD amines.

Authors:  Ismail Ismail; Zhuoyue Chen; Lu Sun; Xiuru Ji; Haishun Ye; Xueying Kang; Haojie Huang; Haibin Song; Sarah G Bolton; Zhen Xi; Michael D Pluth; Long Yi
Journal:  Chem Sci       Date:  2020-07-09       Impact factor: 9.825

  5 in total

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