Mechanistic differences between linear <i>vs.</i> spirocyclic dialkyldiazirine probes for photoaffinity labeling-Reference-Cited by-同舟云学术

Mechanistic differences between linear vs. spirocyclic dialkyldiazirine probes for photoaffinity labeling

Published:2024 Issue: Volume: Page:
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

O'Brien Jessica G. K.¹,Conway Louis P.²,Ramaraj Paramesh K.¹,Jadhav Appaso M.²^ORCID,Jin Jun³,Dutra Jason K.⁴,Evers Parrish⁵^ORCID,Masoud Shadi S.⁴,Schupp Manuel⁶^ORCID,Saridakis Iakovos⁶^ORCID,Chen Yong⁶,Maulide Nuno⁶^ORCID,Pezacki John P.⁵^ORCID,am Ende Christopher W.⁴,Parker Christopher G.²^ORCID,Fox Joseph M.¹^ORCID

Affiliation:

1. Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, USA

2. Department of Chemistry, The Scripps Research Institute, La Jolla, California 92037, USA

3. BioDuro-Sundia, No.233 North FuTe Rd., WaiGaoQiao Free Trade Zone, Shanghai, 200131, P.R. China

4. Pfizer Worldwide Research and Development, Eastern Point Road, Groton, Connecticut 06340, USA

5. Department of Chemistry and Biomolecular Sciences, University of Ottawa, Ottawa, Ontario K1N 6N5, Canada

6. Institute of Organic Chemistry, University of Vienna, 1090 Vienna, Austria

Abstract

Linear diazirines can produce relatively long-lived diazoalkanes which are also capable of labeling proteins whereas cyclobutanediazirines are proposed to give minimal diazo product and labeling occurs predominantly via a carbene mechanism.

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/SC/D4SC04238G

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