Literature DB >> 32713521

H2S donors with optical responses.

Michael D Pluth1, Yu Zhao2, Matthew M Cerda2.   

Abstract

Reactive sulfur species, including hydrogen sulfide (H2S), are important biological mediators and play key roles in different pathophysiological conditions. Small molecules that release H2S on demand, often referred to as "H2S donors," constitute a key investigative tool for H2S-related research. A significant challenge, however, is correlating the rate of H2S release from such donors in complex systems with biological outcomes, because release rates are commonly perturbed by different biological environments. In this chapter, we outline an approach to use H2S donors that provide a fluorescent response upon H2S release to address this problem. These compounds leverage the intermediate release of carbonyl sulfide (COS), which is quickly converted to H2S by the endogenous enzyme carbonic anhydrase (CA), to provide activatable donors with an optical response. The described donors are activated by biological thiols and provide a fluorescence response that correlates directly with H2S delivery, which allows for delivered H2S levels to be measured in real time by fluorescence techniques.
© 2020 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Donors; Fluorescence; H(2)S; Hydrogen sulfide; Reactive sulfur species

Year:  2020        PMID: 32713521      PMCID: PMC7430195          DOI: 10.1016/bs.mie.2020.04.039

Source DB:  PubMed          Journal:  Methods Enzymol        ISSN: 0076-6879            Impact factor:   1.600


  38 in total

Review 1.  Regulation of mitochondrial bioenergetic function by hydrogen sulfide. Part I. Biochemical and physiological mechanisms.

Authors:  Csaba Szabo; Céline Ransy; Katalin Módis; Mireille Andriamihaja; Baptiste Murghes; Ciro Coletta; Gabor Olah; Kazunori Yanagi; Frédéric Bouillaud
Journal:  Br J Pharmacol       Date:  2014-04       Impact factor: 8.739

2.  FLUORO/NO: A Nitric Oxide Donor with a Fluorescence Reporter.

Authors:  Govindan Ravikumar; Meisam Bagheri; Deepak Kumar Saini; Harinath Chakrapani
Journal:  Chembiochem       Date:  2017-06-26       Impact factor: 3.164

3.  Bio-orthogonal "click-and-release" donation of caged carbonyl sulfide (COS) and hydrogen sulfide (H2S).

Authors:  Andrea K Steiger; Yang Yang; Maksim Royzen; Michael D Pluth
Journal:  Chem Commun (Camb)       Date:  2017-01-24       Impact factor: 6.222

4.  Light triggered uncaging of hydrogen sulfide (H2S) with real-time monitoring.

Authors:  Yarra Venkatesh; Joyjyoti Das; Amrita Chaudhuri; Anupam Karmakar; Tapas K Maiti; N D Pradeep Singh
Journal:  Chem Commun (Camb)       Date:  2018-03-08       Impact factor: 6.222

5.  Development of Acid-Mediated H2S/COS Donors That Respond to a Specific pH Window.

Authors:  Annie K Gilbert; Yu Zhao; Claire E Otteson; Michael D Pluth
Journal:  J Org Chem       Date:  2019-09-18       Impact factor: 4.354

6.  Reactive Oxygen Species-Triggered Tunable Hydrogen Sulfide Release.

Authors:  Preeti Chauhan; Swetha Jos; Harinath Chakrapani
Journal:  Org Lett       Date:  2018-06-21       Impact factor: 6.005

7.  Visible-Light-Activated Quinolone Carbon-Monoxide-Releasing Molecule: Prodrug and Albumin-Assisted Delivery Enables Anticancer and Potent Anti-Inflammatory Effects.

Authors:  Marina Popova; Tatiana Soboleva; Suliman Ayad; Abby D Benninghoff; Lisa M Berreau
Journal:  J Am Chem Soc       Date:  2018-07-23       Impact factor: 15.419

8.  Esterase-Triggered Self-Immolative Thiocarbamates Provide Insights into COS Cytotoxicity.

Authors:  Carolyn M Levinn; Andrea K Steiger; Michael D Pluth
Journal:  ACS Chem Biol       Date:  2019-01-17       Impact factor: 5.100

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.  Fluorogenic hydrogen sulfide (H2S) donors based on sulfenyl thiocarbonates enable H2S tracking and quantification.

Authors:  Yu Zhao; Matthew M Cerda; Michael D Pluth
Journal:  Chem Sci       Date:  2018-12-10       Impact factor: 9.825

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  1 in total

1.  Rational design of a dual-reactive probe for imaging the biogenesis of both H2S and GSH from l-Cys rather than d-Cys in live cells.

Authors:  Haishun Ye; Longhuai Cheng; Xiaoqiang Tu; Da-Wei Wang; Long Yi
Journal:  RSC Chem Biol       Date:  2022-05-17
  1 in total

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