A SERIES OF LYSYLDIPEPTIDE DERIVATIVES FOR RACEMIZATION STUDIES IN PEPTIDE SYNTHESIS
- 1 April 1979
- journal article
- research article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 13 (4) , 403-408
- https://doi.org/10.1111/j.1399-3011.1979.tb01899.x
Abstract
The series of diastereomeric peptide derivatives N‐benzoyl‐d,l‐X‐N‐benzyl‐oxycarbonyl‐L‐lysine methyl ester where X = alanyl, valyl, leucyl, phenylalanyl and isoleucyl are submitted as model systems for studying racemization in peptide synthesis. The diastereomers can be analyzed by quantitation of the separated ester methyl proton peaks of their nuclear magnetic resonance spectra. Data on the tendency to racemize of the different residues are presented. In polar solvents, valyl and isoleucyl residues racemize more readily than the other residues.Keywords
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