The Wittig bioconjugation of maleimide derived, water soluble phosphonium ylides to aldehyde-tagged proteins†
Rafael W.
Hartmann, 
ab
Johan
Nilvebrant,
c
Hildur Run
Helgudottir,
d
Gunnhildur Asta
Traustadottir,
d
Thorarinn
Gudjonsson,
de
Per-Åke
Nygren,
c
Fredrik
Lehmann
a
and
Luke R.
Odell
*b
ab
Johan
Nilvebrant,
c
Hildur Run
Helgudottir,
d
Gunnhildur Asta
Traustadottir,
d
Thorarinn
Gudjonsson,
de
Per-Åke
Nygren,
c
Fredrik
Lehmann
a
and
Luke R.
Odell
*b
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.
- This article is part of the themed collection: Chemical Biology in OBC
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