Issue 15, 2015
From the journal:

Chemical Communications

Examination of mercaptobenzyl sulfonates as catalysts for native chemical ligation: application to the assembly of a glycosylated Glucagon-Like Peptide 1 (GLP-1) analogue†

Ben Cowper,a   Tsz Mei Sze,a   Bhavesh Premdjee,a   Aileen F. Bongat White,b   Andrew Hackingb  and  Derek Macmillan*a  

* Corresponding authors

a Department of Chemistry, University College London, 20 Gordon Street, London, UK
E-mail: d.macmillan@ucl.ac.uk

b Dextra Laboratories Ltd, Science and Technology Centre, Earley Gate, Whiteknights Road, Reading, UK

Abstract

3/4-Mercaptobenzyl sulfonates were investigated as aryl thiol catalysts for native chemical ligation (NCL). Whilst catalysing NCL processes at a similar rate to 4-mercaptophenyl acetic acid (MPAA), the increased polarity and solubility of 3-mercaptobenzyl sulfonate in particular may favour its selection as NCL catalyst in many instances.

Graphical abstract: Examination of mercaptobenzyl sulfonates as catalysts for native chemical ligation: application to the assembly of a glycosylated Glucagon-Like Peptide 1 (GLP-1) analogue

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Article information

DOI
https://doi.org/10.1039/C4CC09502B
Article type
Communication
Submitted
27 Nov 2014
Accepted
05 Jan 2015
First published
13 Jan 2015

Chem. Commun., 2015,51, 3208-3210

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Examination of mercaptobenzyl sulfonates as catalysts for native chemical ligation: application to the assembly of a glycosylated Glucagon-Like Peptide 1 (GLP-1) analogue

B. Cowper, T. M. Sze, B. Premdjee, A. F. Bongat White, A. Hacking and D. Macmillan, Chem. Commun., 2015, 51, 3208 DOI: 10.1039/C4CC09502B

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