Amino acids and peptides. XXXVI. Synthesis of enkephalin chloromethyl ketone and evaluation of its inhibitory activity against endopeptidase 22.19.
Boc-Tyr-Gly-Gly-Phe-Leu-Ch2Cl was synthesized by the conventional solution method. During the course of acid hydrolysis (6N HCl, 110 degrees C, 18h) of Boc-Phe-Leu-CH2Cl, side reaction occurred, resulting in low recovery of Phe residue on amino acid analysis. The inhibitory activity of the synthesized Boc-Tyr-Gly-Gly-Phe-Leu-CH2Cl against endopeptidase 22.19, an enzyme related to the metabolism of opioid peptides, was examined.
Taguchi
H
H
Faculty of Pharmaceutical Sciences, Kobe-Gakuin University, Japan.
Nishiyama
Y
Y
Camargo
A C
AC
Okada
Y
Y
D000590:Amino Acid Chloromethyl Ketones / Q000138:chemical synthesis* / Q000494:pharmacology; D000595:Amino Acid Sequence; D004745:Enkephalins; D008666:Metalloendopeptidases / Q000037:antagonists & inhibitors*; D008969:Molecular Sequence Data
D000590:Amino Acid Chloromethyl Ketones; D004745:Enkephalins; D008666:Metalloendopeptidases; C022510:thimet oligopeptidase