Issue 47, 2021

The Wittig bioconjugation of maleimide derived, water soluble phosphonium ylides to aldehyde-tagged proteins

Abstract

Herein we disclose the transformation of maleimides into water-soluble tris(2-carboxyethyl)phosphonium ylides and their subsequent application in the bioconjugation of protein- and peptide-linked aldehydes. The new entry into Wittig bioconjugate chemistry proceeds under mild conditions and relies on highly water soluble reagents, which are likely already part of most biochemists’ inventory.

Graphical abstract: The Wittig bioconjugation of maleimide derived, water soluble phosphonium ylides to aldehyde-tagged proteins

Supplementary files

Article information

Article type
Paper
Submitted
15 Jun 2021
Accepted
12 Nov 2021
First published
17 Nov 2021
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2021,19, 10417-10423

The Wittig bioconjugation of maleimide derived, water soluble phosphonium ylides to aldehyde-tagged proteins

R. W. Hartmann, M. Pijnappel, J. Nilvebrant, H. R. Helgudottir, A. Asbjarnarson, G. A. Traustadottir, T. Gudjonsson, P. Nygren, F. Lehmann and L. R. Odell, Org. Biomol. Chem., 2021, 19, 10417 DOI: 10.1039/D1OB01155C

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