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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. doi:10.1016/S0014-3057(03)00050-8 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 | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | EUROPEAN POLYMER JOURNAL | ||||
Publisher: | PERGAMON-ELSEVIER SCIENCE LTD | ||||
ISSN: | 0014-3057 | ||||
Official Date: | August 2003 | ||||
Dates: |
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Volume: | 39 | ||||
Number: | 8 | ||||
Number of Pages: | 7 | ||||
Page Range: | pp. 1559-1565 | ||||
DOI: | 10.1016/S0014-3057(03)00050-8 | ||||
Publication Status: | Published |
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