Literature DB >> 31539932

Hydrogen Sulfide Mediated Tandem Reaction of Selenenyl Sulfides and Its Application in Fluorescent Probe Development.

Yingying Wang1, Chun-Tao Yang1,2, Shi Xu1, Wei Chen1, Ming Xian1.   

Abstract

A unique reaction between H2S and a selenenyl sulfide containing benzoate ester template was discovered. This reaction could be specifically triggered by H2S and lead to ester bond cleavage. The reaction was not affected by the presence of thiols such as glutathione and cysteine. With this reaction, a series of fluorescent probes were synthesized and evaluated. The probes exhibited high sensitivity/selectivity for H2S in both buffers and cells.

Entities:  

Year:  2019        PMID: 31539932      PMCID: PMC6756184          DOI: 10.1021/acs.orglett.9b02844

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  23 in total

1.  Redox biochemistry of hydrogen sulfide.

Authors:  Omer Kabil; Ruma Banerjee
Journal:  J Biol Chem       Date:  2010-05-06       Impact factor: 5.157

2.  Cysteine-activated hydrogen sulfide (H2S) donors.

Authors:  Yu Zhao; Hua Wang; Ming Xian
Journal:  J Am Chem Soc       Date:  2010-12-10       Impact factor: 15.419

3.  Aromatic derivatives and tellurium analogues of cyclic seleninate esters and spirodioxyselenuranes that act as glutathione peroxidase mimetics.

Authors:  Thomas G Back; Dusan Kuzma; Masood Parvez
Journal:  J Org Chem       Date:  2005-11-11       Impact factor: 4.354

4.  Selenium and sulfur in exchange reactions: a comparative study.

Authors:  Daniel Steinmann; Thomas Nauser; Willem H Koppenol
Journal:  J Org Chem       Date:  2010-10-01       Impact factor: 4.354

Review 5.  Functional mimics of glutathione peroxidase: bioinspired synthetic antioxidants.

Authors:  Krishna P Bhabak; Govindasamy Mugesh
Journal:  Acc Chem Res       Date:  2010-08-06       Impact factor: 22.384

Review 6.  Novel insights into hydrogen sulfide--mediated cytoprotection.

Authors:  John W Calvert; William A Coetzee; David J Lefer
Journal:  Antioxid Redox Signal       Date:  2010-05-15       Impact factor: 8.401

7.  Whole tissue hydrogen sulfide concentrations are orders of magnitude lower than presently accepted values.

Authors:  Julie Furne; Aalia Saeed; Michael D Levitt
Journal:  Am J Physiol Regul Integr Comp Physiol       Date:  2008-09-17       Impact factor: 3.619

8.  Endogenous and exogenous hydrogen sulfide promotes resolution of colitis in rats.

Authors:  John L Wallace; Linda Vong; Webb McKnight; Michael Dicay; Gary R Martin
Journal:  Gastroenterology       Date:  2009-04-16       Impact factor: 22.682

Review 9.  Measurement and biological significance of the volatile sulfur compounds hydrogen sulfide, methanethiol and dimethyl sulfide in various biological matrices.

Authors:  Albert Tangerman
Journal:  J Chromatogr B Analyt Technol Biomed Life Sci       Date:  2009-05-21       Impact factor: 3.205

Review 10.  Is hydrogen sulfide a circulating "gasotransmitter" in vertebrate blood?

Authors:  Kenneth R Olson
Journal:  Biochim Biophys Acta       Date:  2009-04-08
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  3 in total

1.  A hemicyanidin-based NIR fluorescent probe for detection of H2S and imaging study in cells and mice.

Authors:  Bai Li; Minghui Wang; Xin Gu; Jiajia Chen; Xindi Yang; Xuejin Liu; Kuoxi Xu
Journal:  Mikrochim Acta       Date:  2022-07-25       Impact factor: 6.408

2.  Chemistry and Chemical Biology of Selenenyl Sulfides and Thioseleninic Acids.

Authors:  Akil Hamsath; Ming Xian
Journal:  Antioxid Redox Signal       Date:  2020-04-16       Impact factor: 8.401

3.  Investigating Different Forms of Hydrogen Sulfide in Cerebrospinal Fluid of Various Neurological Disorders.

Authors:  Viviana Greco; Cristina Neri; Damiana Pieragostino; Alida Spalloni; Silvia Persichilli; Matteo Gastaldi; Nicola B Mercuri; Patrizia Longone; Andrea Urbani
Journal:  Metabolites       Date:  2021-03-08
  3 in total

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