title: Simplifying alternating peptide synthesis by protease-catalyzed dipeptide oligomerization.
abstract: 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.
authors.affiliation: Center for Biocatalysis and Bioprocessing of Macromolecules, Department of Chemical and Biomolecular Engineering, Polytechnic Institute of New York University, 6 Metrotech Center, Brooklyn, New York 11201, USA.
authors.forename: Xu
authors.initials: X
authors.lastname: Qin
authors.forename: Anne C
authors.initials: AC
authors.lastname: Khuong
authors.forename: Zheng
authors.initials: Z
authors.lastname: Yu
authors.forename: Wenzhe
authors.initials: W
authors.lastname: Du
authors.forename: John
authors.initials: J
authors.lastname: Decatur
authors.forename: Richard A
authors.initials: RA
authors.lastname: Gross
mesh_terms: D002384:Catalysis; D004151:Dipeptides / Q000138:chemical synthesis*; D009842:Oligopeptides / Q000138:chemical synthesis*; D010206:Papain / Q000737:chemistry; D010452:Peptide Biosynthesis
chemical_list: D004151:Dipeptides; D009842:Oligopeptides; D010206:Papain