Issue 21, 2020

Rapid sodium periodate cleavage of an unnatural amino acid enables unmasking of a highly reactive α-oxo aldehyde for protein bioconjugation

Abstract

The α-oxo aldehyde is a highly reactive aldehyde for which many protein bioconjugation strategies exist. Here, we explore the genetic incorporation of a threonine-lysine dipeptide into proteins, harbouring a “masked” α-oxo aldehyde that is rapidly unveiled in four minutes. The reactive aldehyde could undergo site-specific protein modification by SPANC ligation.

Graphical abstract: Rapid sodium periodate cleavage of an unnatural amino acid enables unmasking of a highly reactive α-oxo aldehyde for protein bioconjugation

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
11 mai 2020
Accepted
14 mai 2020
First published
14 mai 2020
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2020,18, 4000-4003

Rapid sodium periodate cleavage of an unnatural amino acid enables unmasking of a highly reactive α-oxo aldehyde for protein bioconjugation

R. L. Brabham, T. Keenan, A. Husken, J. Bilsborrow, R. McBerney, V. Kumar, W. B. Turnbull and M. A. Fascione, Org. Biomol. Chem., 2020, 18, 4000 DOI: 10.1039/D0OB00972E

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