Issue 54, 2014
From the journal:

Chemical Communications

Aryloxymaleimides for cysteine modification, disulfide bridging and the dual functionalization of disulfide bonds†

Cristina Marculescu,a   Hanno Kossen,a   Rachel E. Morgan,a   Patrick Mayer,a   Sally A. Fletcher,a   Berend Tolner,b   Kerry A. Chester,b   Lyn H. Jonesc  and  James R. Baker*a  

* Corresponding authors

a Department of Chemistry, University College London, 20 Gordon St, London, UK
E-mail: j.r.baker@ucl.ac.uk
Tel: +44 (0)2076792653

b UCL Cancer Institute, 72 Huntley Street, London, WC1E 6BT, UK

c Pfizer, Chemical Biology Group, BioTherapeutics Chemistry, WorldWide Medicinal Chemistry, 610 Main Street, Cambridge, MA 02139, USA

Abstract

Tuning the properties of maleimide reagents holds significant promise in expanding the toolbox of available methods for bioconjugation. Herein we describe aryloxymaleimides which represent ‘next generation maleimides’ of attenuated reactivity, and demonstrate their ability to enable new methods for protein modification at disulfide bonds.

Graphical abstract: Aryloxymaleimides for cysteine modification, disulfide bridging and the dual functionalization of disulfide bonds

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Article information

DOI
https://doi.org/10.1039/C4CC02107J
Article type
Communication
Submitted
20 Mar 2014
Accepted
14 May 2014
First published
15 May 2014
This article is Open Access
Creative Commons BY license

Chem. Commun., 2014,50, 7139-7142

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Aryloxymaleimides for cysteine modification, disulfide bridging and the dual functionalization of disulfide bonds

C. Marculescu, H. Kossen, R. E. Morgan, P. Mayer, S. A. Fletcher, B. Tolner, K. A. Chester, L. H. Jones and J. R. Baker, Chem. Commun., 2014, 50, 7139 DOI: 10.1039/C4CC02107J

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