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Updated: Aug 1, 2026

Split-and-pool Synthesis and Characterization of Peptide Tertiary Amide Library
Published on: June 20, 2014
Kinetics and mechanism of degradation of klerval, a pseudo-tetrapeptide
C M Won1, T E Molnar, V L Windisch
1Department of Pharmaceutical Sciences, Rhone-Poulenc Rorer Research and Development, SW5, Collegeville, USA. chong.won@rp-rorer.com
Abstract:
The degradation of klerval (I) was studied as a function of pH. The extent and routes of degradation were found to be pH-dependent. Under strongly acidic conditions (pH<2), the drug predominantly undergoes specific acid-catalyzed hydrolysis of the side-chain amide bond yielding II8), the drug undergoes specific base-catalyzed hyrolysis yielding II and epimerization generating D-epimer. The epimerization appears to occur via the succinimide intermediate in neutral pH region. With increasing pH, however, the epimerization rate increases due to direct epimerization of the peptides.
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