Vinyl sulfone building blocks in covalently reversible reactions with thiols-Reference-Cited by-同舟云学术

Vinyl sulfone building blocks in covalently reversible reactions with thiols

Published:2015 Issue:7 Volume:39 Page:5841-5853
ISSN:1144-0546
Container-title:New Journal of Chemistry
language:en
Short-container-title:New J. Chem.

Author:

Schneider Thomas H.¹²³⁴,Rieger Max⁵⁶⁷⁴,Ansorg Kay⁵⁶⁷⁴,Sobolev Alexandre N.⁸⁹¹⁰¹¹,Schirmeister Tanja¹²³⁴,Engels Bernd⁵⁶⁷⁴,Grabowsky Simon⁸⁹¹⁰¹¹¹²

Affiliation:

1. University of Mainz

2. Institute of Pharmacy and Biochemistry

3. 55128 Mainz

4. Germany

5. University of Würzburg

6. Institute of Physical and Theoretical Chemistry

7. 97074 Würzburg

8. The University of Western Australia

9. School of Chemistry and Biochemistry

10. Perth

11. Australia

12. Universität Bremen

Abstract

A combination of quantum-chemical calculations, Hirshfeld surface analyses and reactivity studies predicts how to turn vinyl sulfones into electrophiles that react covalently but reversibly with thiols.

Funder

Deutsche Forschungsgemeinschaft

Australian Research Council

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,General Chemistry,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2015/NJ/C5NJ00368G

Reference45 articles.

1. Development of Novel Peptidomimetics Containing a Vinyl Sulfone Moiety as Proteasome Inhibitors

2. Development of Peptidomimetics with a Vinyl Sulfone Warhead as Irreversible Falcipain-2 Inhibitors

3. Antimalarial effects of vinyl sulfone cysteine proteinase inhibitors

4. Vinyl Sulfones as Mechanism-Based Cysteine Protease Inhibitors

5. The Trypanosoma cruzi Protease Cruzain Mediates Immune Evasion

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