title: Amino acids and peptides. XXXVI. Synthesis of enkephalin chloromethyl ketone and evaluation of its inhibitory activity against endopeptidase 22.19.
abstract: 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.
authors.affiliation: Faculty of Pharmaceutical Sciences, Kobe-Gakuin University, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Taguchi
authors.forename: Y
authors.initials: Y
authors.lastname: Nishiyama
authors.forename: A C
authors.initials: AC
authors.lastname: Camargo
authors.forename: Y
authors.initials: Y
authors.lastname: Okada
mesh_terms: 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
chemical_list: D000590:Amino Acid Chloromethyl Ketones; D004745:Enkephalins; D008666:Metalloendopeptidases; C022510:thimet oligopeptidase