Issue 97, 2016

Obviation of hydrogen fluoride in Boc chemistry solid phase peptide synthesis of peptide-αthioesters

Abstract

Under suitable conditions, trifluoromethanesulfonic acid performs comparably to hydrogen fluoride for the on-resin global deprotection of peptides prepared by Boc chemistry solid phase peptide synthesis (SPPS). Obviation of hydrogen fluoride in Boc chemistry SPPS enables the straightforward synthesis of peptide-αthioesters for use in native chemical ligation.

Graphical abstract: Obviation of hydrogen fluoride in Boc chemistry solid phase peptide synthesis of peptide-αthioesters

Supplementary files

Article information

Article type
Communication
Submitted
29 Sep 2016
Accepted
06 Nov 2016
First published
09 Nov 2016

Chem. Commun., 2016,52, 13979-13982

Obviation of hydrogen fluoride in Boc chemistry solid phase peptide synthesis of peptide-αthioesters

Z. P. Gates, B. Dhayalan and S. B. H. Kent, Chem. Commun., 2016, 52, 13979 DOI: 10.1039/C6CC07891E

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