2578-80-5

Upstream product

• 63-91-2 L-phenylalanine 
• 501-53-1 benzyl chloroformate 
• 1161-13-3 N-Cbz-L-Phe 
• 2462-32-0 L-phenylalanine benzyl ester hydrochloride 

Relevant academic research and scientific papers

ENZYMIC SYNTHESIS OF OLIGOPETIDE - VI. THE MECHANISTIC FEATURES OF PEPSIN-CATALYSED PEPTIDE SYNTHESIS

The dipeptide Z-Phe-Phe-OBzl and tripeptide Z-Phe-Phe-Phe-OBzl were synthesized by pepsin catalysis from the incubation of Z-Phe and Phe-OBzl in the reaction solution.The yield ratio of two peptides in relation to reaction time was investigated by HPLC.Another example: The tripeptide Z-Phe-Leu-Phe-OBzl and tetrapeptide Z-Phe-Leu-Phe-Phe-OBzl were also synthesized concurrently from Z-Phe-Leu and Phe-OBzl by pepsin catalysis.These results may have important implication for the transpeptidation of pepsin.But, according to the report of Pellegrini and Luisi, the dipeptide, Z-Ph-Phe-OBzl, synthesized by pepsin catalysis was not contaminated with the tripeptide,Z-Phe-Phe-Phe-OBzl, and the yield was high.In order to investigate the discrepancies between our observation and those reported by Pellegrini and Luisi, a mechanism by which pepsin synthesizes the dipeptide, Z-Phe-Phe-OBzl, and tripeptide, Z-Phe-Phe-Phe-OBzl, is proposed and supporting data demonstrated by HPLC analysis.

ASYMMETRIC TRANSFORMATION OF AMINO ACIDS IN N-SALICYLIDENE AMINO ACYL-L-ISOLEUCINATOCOPPER(II)

A new asymmetric transformation of amino acids was described.Thus, when N-salicylidene-D-alanyl-, D-phenylalanyl-, or D-phenyl-glycyl-L-isoleucinatocopper(II) was incubated at pH 8.5 and 80 deg C, the resulting mixture at equilibrium contained a complex of L-L-dipeptide in the contents of 63-76percent.The epimerization of dipeptides is based on the enhanced activity of N-terminal amino acids through complex formation.