Issue 45, 2020

N-Terminal speciation for native chemical ligation

Abstract

Native chemical ligation (NCL) enables the chemical synthesis of peptides via reactions between N-terminal thiolates and C-terminal thioesters under mild, aqueous conditions at pH 7–8. Here we demonstrate quantitatively how thiol speciation at N-terminal cysteines and analogues varies significantly depending upon structure at typical pH values used in NCL.

Graphical abstract: N-Terminal speciation for native chemical ligation

Supplementary files

Article information

Article type
Communication
Submitted
01 Mar 2020
Accepted
21 Apr 2020
First published
23 Apr 2020
This article is Open Access
Creative Commons BY license

Chem. Commun., 2020,56, 6114-6117

N-Terminal speciation for native chemical ligation

O. R. Maguire, J. Zhu, W. D. G. Brittain, A. S. Hudson, S. L. Cobb and A. C. O’Donoghue, Chem. Commun., 2020, 56, 6114 DOI: 10.1039/D0CC01604G

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