Synlett 2014; 25(10): 1339-1344
DOI: 10.1055/s-0033-1340854
synpacts
© Georg Thieme Verlag Stuttgart · New York

Serine/Threonine Ligation in Cyclizing Peptides

Hiu Yung Lam
Department of Chemistry, The University of Hong Kong, Hong Kong, P. R. of China   Fax: +85228571586   Email: xuechenl@hku.hk
,
Xuechen Li*
Department of Chemistry, The University of Hong Kong, Hong Kong, P. R. of China   Fax: +85228571586   Email: xuechenl@hku.hk
› Author Affiliations
Further Information

Publication History

Received: 30 December 2013

Accepted after revision: 30 January 2014

Publication Date:
14 March 2014 (online)

Abstract

The increasing demands for the synthetic peptides and proteins have greatly advanced the method and strategy of chemical synthesis. In this Synpacts article, we will share our new ligation concept, serine/threonine ligation (STL), and the application in the synthesis of cyclic peptides, particularly backbone-constrained ­cyclic tetrapeptides. This ligation relies on the chemoselective reaction between N-terminal serine/threonine and a C-terminal salicylaldehyde ester.

 
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