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Investigation of the effects of various parameters on the synthesis of oligopeptides in aqueous solution

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UNSPECIFIED (2003) Investigation of the effects of various parameters on the synthesis of oligopeptides in aqueous solution. EUROPEAN POLYMER JOURNAL, 39 (8). pp. 1559-1565. ISSN 0014-3057

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Official URL: http://dx.doi.org/10.1016/S0014-3057(03)00050-8

Abstract

Oligomerization efficiency of amino acids in aqueous solution has been compared under different conditions (temperature, activating agent, etc.) using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) and 1,1'-carbonyldiimidazole (CDI) as coupling agents. Glycine (H2N-CH2-COOH) and alpha-alanine (H2N-CH(CH3)-COOH) were chosen as alpha-amino acids and beta-alanine (H2N-CH2-CH2-COOH) as the beta-amino acid. The coupling reaction between EDC and glycine was shown to occur but does not go to completion either at ambient temperature or at 70 degreesC. The presence of a carboxylic activating agent such as N-hydroxysuccinimide improves the EDC-mediated coupling reaction, and the amino acid structure (alpha- or beta-) was shown to have an influence on the oligomerization efficiency, with beta-alanine polymerisation being more efficient. These findings are explained by reference to the reaction mechanism. (C) 2003 Published by Elsevier Ltd.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Journal or Publication Title: EUROPEAN POLYMER JOURNAL
Publisher: PERGAMON-ELSEVIER SCIENCE LTD
ISSN: 0014-3057
Date: August 2003
Volume: 39
Number: 8
Number of Pages: 7
Page Range: pp. 1559-1565
Publication Status: Published
URI: http://wrap.warwick.ac.uk/id/eprint/9495

Data sourced from Thomson Reuters' Web of Knowledge

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