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Center for Biocatalysis and Bioprocessing of Macromolecules, Department of Chemical and Biomolecular Engineering, Polytechnic Institute of New York University, 6 Metrotech Center, Brooklyn, USA
; Tel: +1 718-260-3024
Department of Chemistry, Columbia University, 3000 Broadway, New York, USA
Chem. Commun., 2013,49, 385-387
01 Sep 2012,
19 Nov 2012
First published online
20 Nov 2012
A unique route to perfectly alternating oligopeptides is described. First, AG-OEt was prepared by standard chemical coupling. Then, AG-OEt was converted by papain-catalysis in 30 s to (AG)x (80%-yield, x = 9.4 ± 0.3). Extension of this strategy to other alternating peptide compositions as well as the importance of selecting a protease and reaction conditions that avoid competing transamidation and hydrolysis reactions is discussed.
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