Issue 8, 2017

Bio-orthogonal “click-and-release” donation of caged carbonyl sulfide (COS) and hydrogen sulfide (H2S)

Abstract

Hydrogen sulfide (H2S) is an important biomolecule with high therapeutic potential. Here we leverage the inverse-electron demand Diels–Alder (IEDDA) click reaction between a thiocarbamate-functionalized trans-cyclooctene and a tetrazine to deliver carbonyl sulfide (COS), which is quickly converted to H2S by the uniquitous enzyme carbonic anhydrase (CA), thus providing a new strategy for bio-orthogonal COS/H2S donation.

Graphical abstract: Bio-orthogonal “click-and-release” donation of caged carbonyl sulfide (COS) and hydrogen sulfide (H2S)

Supplementary files

Article information

Article type
Communication
Submitted
30 Nov 2016
Accepted
20 Dec 2016
First published
22 Dec 2016
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2017,53, 1378-1380

Bio-orthogonal “click-and-release” donation of caged carbonyl sulfide (COS) and hydrogen sulfide (H2S)

A. K. Steiger, Y. Yang, M. Royzen and M. D. Pluth, Chem. Commun., 2017, 53, 1378 DOI: 10.1039/C6CC09547J

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