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Issue 21, 2020
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Rapid sodium periodate cleavage of an unnatural amino acid enables unmasking of a highly reactive α-oxo aldehyde for protein bioconjugation

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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

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Article information


Submitted
11 May 2020
Accepted
14 May 2020
First published
14 May 2020

This article is Open Access

Org. Biomol. Chem., 2020,18, 4000-4003
Article type
Communication

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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