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Catechol as a nucleophilic catalyst of peptide bond formation
Author(s) -
Ivanova Gabriela,
Bratovanova Emilia,
Petkov Dimiter
Publication year - 2002
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.362
Subject(s) - nucleophile , catechol , catalysis , chemistry , peptide , peptide bond , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry
The aminolysis of a mildly activated aminoacid ester, benzyloxycarbonyl‐ L ‐phenylalanine cyanomethyl ester, by glycine esters in the presence of catechol has been studied as a model of catalysis by RNA cis ‐vicinal‐diol systems in protein biosynthesis. Catechol accelerated the aminolysis, especially in the presence of bases, probably by nucleophilic catalysis. Copyright © 2002 European Peptide Society and John Wiley & Sons, Ltd.