Photo-Brook rearrangement of acyl silanes as a strategy for photoaffinity probe design-Reference-Cited by-同舟云学术

Photo-Brook rearrangement of acyl silanes as a strategy for photoaffinity probe design

Published:2022 Issue:13 Volume:13 Page:3851-3856
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Page Annika C. S.¹²^ORCID,Scholz Spencer O.¹²,Keenan Katherine N.¹²^ORCID,Spradlin Jessica N.¹²³,Belcher Bridget P.¹³,Brittain Scott M.²⁴,Tallarico John A.²⁴,McKenna Jeffrey M.²⁴^ORCID,Schirle Markus²⁴^ORCID,Nomura Daniel K.¹²³⁵^ORCID,Toste F. Dean¹²^ORCID

Affiliation:

1. Department of Chemistry, University of California, Berkeley, California 94720, USA

2. Novartis-Berkeley Center for Proteomics and Chemistry Technologies, University of California, Berkeley, California 94720, USA

3. Innovative Genomics Institute, University of California, Berkeley, California 94720, USA

4. Novartis Institute for BioMedical Research, Cambridge, Massachusetts 02139, USA

5. Department of Molecular and Cellular Biology, University of California, Berkeley, California 94720, USA

Abstract

Irradiation initiated 1,2-photo Brook rearrangement of acyl silanes generated α-siloxycarbene intermediates that were used for photoaffinity labeling. Optimization of the acyl silane group produced a probe capable of capturing small molecule–protein interactions.

Funder

Mark Foundation For Cancer Research

National Institutes of Health

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/SC/D2SC00426G

Reference38 articles.

1. Target Identification for Small Bioactive Molecules: Finding the Needle in the Haystack

2. Target identification and mechanism of action in chemical biology and drug discovery