Issue 48, 2018

Aldehydes can switch the chemoselectivity of electrophiles in protein labeling

Abstract

We show that the chemoselectivity of an electrophile in protein labeling can be promiscuous. An aldehyde enables switching of chemoselectivity of an epoxide and a sulfonate ester along with an enhanced rate of reaction. The chemical technology renders single-site installation of diverse probes on a protein and delivers analytically pure tagged proteins.

Graphical abstract: Aldehydes can switch the chemoselectivity of electrophiles in protein labeling

Supplementary files

Article information

Article type
Communication
Submitted
20 noy 2018
Accepted
28 noy 2018
First published
28 noy 2018

Org. Biomol. Chem., 2018,16, 9377-9381

Aldehydes can switch the chemoselectivity of electrophiles in protein labeling

S. R. Adusumalli, D. G. Rawale and V. Rai, Org. Biomol. Chem., 2018, 16, 9377 DOI: 10.1039/C8OB02897D

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