Literature DB >> 31264875

Acyl Selenyl Sulfides as the Precursors for Reactive Sulfur Species (Hydrogen Sulfide, Polysulfide, and Selenyl Sulfide).

Akil Hamsath1, Yingying Wang1, Chun-Tao Yang1,2, Shi Xu1, Danica Cañedo1, Wei Chen1, Ming Xian1.   

Abstract

Persulfides are receiving increased attention due to their links to hydrogen sulfide (H2S) and hydrogen polysulfide (H2Sn). Their close analogues selenyl sulfides (RSeSHs), however, have limited literature precedent, and their reactivity and possible role in biology are largely unknown. Here, we devised an acyl selenyl sulfide template to study RSeSH chemistry. Their stability and reactivity toward amines/thiols were studied. These compounds can produce H2S or H2S2 under different conditions, suggesting that RSeSHs are possible intermediates.

Entities:  

Year:  2019        PMID: 31264875      PMCID: PMC6677241          DOI: 10.1021/acs.orglett.9b02021

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


  20 in total

Review 1.  Physiological implications of hydrogen sulfide: a whiff exploration that blossomed.

Authors:  Rui Wang
Journal:  Physiol Rev       Date:  2012-04       Impact factor: 37.312

2.  Controllable hydrogen sulfide donors and their activity against myocardial ischemia-reperfusion injury.

Authors:  Yu Zhao; Shashi Bhushan; Chuntao Yang; Hiroyuki Otsuka; Jason D Stein; Armando Pacheco; Bo Peng; Nelmi O Devarie-Baez; Hector C Aguilar; David J Lefer; Ming Xian
Journal:  ACS Chem Biol       Date:  2013-04-16       Impact factor: 5.100

Review 3.  Redox chemistry and chemical biology of H2S, hydropersulfides, and derived species: implications of their possible biological activity and utility.

Authors:  Katsuhiko Ono; Takaaki Akaike; Tomohiro Sawa; Yoshito Kumagai; David A Wink; Dean J Tantillo; Adrian J Hobbs; Peter Nagy; Ming Xian; Joseph Lin; Jon M Fukuto
Journal:  Free Radic Biol Med       Date:  2014-09-16       Impact factor: 7.376

Review 4.  Natural and synthetic selenoproteins.

Authors:  Norman Metanis; Donald Hilvert
Journal:  Curr Opin Chem Biol       Date:  2014-09-28       Impact factor: 8.822

5.  Glutathione peroxidase (GPx)-like antioxidant activity of the organoselenium drug ebselen: unexpected complications with thiol exchange reactions.

Authors:  Bani Kanta Sarma; G Mugesh
Journal:  J Am Chem Soc       Date:  2005-08-17       Impact factor: 15.419

6.  Fluorescent probes based on nucleophilic substitution-cyclization for hydrogen sulfide detection and bioimaging.

Authors:  Bo Peng; Wei Chen; Chunrong Liu; Ethan W Rosser; Armando Pacheco; Yu Zhao; Hector C Aguilar; Ming Xian
Journal:  Chemistry       Date:  2013-12-11       Impact factor: 5.236

Review 7.  Hydrogen sulfide (H2S) releasing agents: chemistry and biological applications.

Authors:  Yu Zhao; Tyler D Biggs; Ming Xian
Journal:  Chem Commun (Camb)       Date:  2014-10-14       Impact factor: 6.222

8.  Effect of ring strain on nucleophilic substitution at selenium: a computational study of cyclic diselenides and selenenyl sulfides.

Authors:  Steven M Bachrach; Claire J Walker; Fiona Lee; Sarah Royce
Journal:  J Org Chem       Date:  2007-06-06       Impact factor: 4.354

Review 9.  Chemical probes for molecular imaging and detection of hydrogen sulfide and reactive sulfur species in biological systems.

Authors:  Vivian S Lin; Wei Chen; Ming Xian; Christopher J Chang
Journal:  Chem Soc Rev       Date:  2015-07-21       Impact factor: 54.564

10.  Rational design and bioimaging applications of highly selective fluorescence probes for hydrogen polysulfides.

Authors:  Chunrong Liu; Wei Chen; Wen Shi; Bo Peng; Yu Zhao; Huimin Ma; Ming Xian
Journal:  J Am Chem Soc       Date:  2014-05-12       Impact factor: 15.419

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  4 in total

Review 1.  Activatable Small-Molecule Hydrogen Sulfide Donors.

Authors:  Carolyn M Levinn; Matthew M Cerda; Michael D Pluth
Journal:  Antioxid Redox Signal       Date:  2019-10-29       Impact factor: 8.401

2.  Decatungstate-catalyzed radical disulfuration through direct C-H functionalization for the preparation of unsymmetrical disulfides.

Authors:  Jingjing Zhang; Armido Studer
Journal:  Nat Commun       Date:  2022-07-06       Impact factor: 17.694

3.  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

4.  Rapid and selective generation of H2S within mitochondria protects against cardiac ischemia-reperfusion injury.

Authors:  Jan Lj Miljkovic; Nils Burger; Justyna M Gawel; John F Mulvey; Abigail A I Norman; Takanori Nishimura; Yoshiyuki Tsujihata; Angela Logan; Olga Sauchanka; Stuart T Caldwell; Jordan L Morris; Tracy A Prime; Stefan Warrington; Julien Prudent; Georgina R Bates; Dunja Aksentijević; Hiran A Prag; Andrew M James; Thomas Krieg; Richard C Hartley; Michael P Murphy
Journal:  Redox Biol       Date:  2022-08-05       Impact factor: 10.787

  4 in total

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