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Evaluation of Carbodiimides Using a Competition Method
Author(s) -
Izdebski Jan,
Kunce Danuta
Publication year - 1997
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/(sici)1099-1387(199703)3:2<141::aid-psc93>3.0.co;2-a
Subject(s) - carbodiimide , reagent , chemistry , combinatorial chemistry , peptide bond , peptide , medicinal chemistry , polymer chemistry , organic chemistry , biochemistry
A competitive reaction of activated Boc‐Ala‐OH and Boc‐Phe‐OH with H‐Leu‐resin has been developed for assessing the relative efficiencies of different carbodiimides. This allowed a comparison of the efficiency of the carbodiimides N,N ;′‐dicyclohexylcarbodiimide, N,N ′‐diisopropylcarbodiimide, N‐tert ‐butyl‐ N ′‐methylcarbodiimide and N‐tert ‐butyl‐ N ′‐ethylcarbodiimide. Comparable results were obtained when these reagents were used for the preformation of symmetrical anhydrides or of 1‐hydroxybenzotriazole esters in situ . Differential incorporation was observed when asymmetrical carbodiimides were used for peptide bond formation by the direct carbodiimide procedure. © 1997 European Peptide Society and John Wiley & Sons, Ltd.