Incorporation of Aza-Glycine into Collagen Peptides.

J Org Chem

Department of Chemistry , University of Pennsylvania, 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.

Published: February 2020

Substitution of natural amino acids with their aza-amino acid counterparts in peptides has been a historically challenging prospect due to the diminished reactivity of the involved reagents. Current methods require lengthy reaction times or difficult synthetic strategies. Aza-glycine has proven to be a valuable tool in the design of triple-helix-forming collagen peptides. Herein, we describe a method for incorporation of aza-glycine in collagen peptides, and we apply the method to the synthesis of collagen peptides containing multiple aza-glycine residues.

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http://dx.doi.org/10.1021/acs.joc.9b02539DOI Listing

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