Synthesis of a trihexacontapeptide corresponding to the sequence 8–70 of eglin c and studies on the relationship between the structure and the inhibitory activity against human leukocyte elastase, cathepsin G and α‐chymotrypsin

FEBS Letters

Nagamatsu, Yoko¹  Tsuda, Yuko²  Okada, Yoshio²  Tsuboi, Satoshi²  Yamamoto, Junichiro¹ 

[1] Faculty of Nutrition, Kobe-Gakuin University, Nishi-ku, Kobe 651-21, Japan;Faculty of Pharmaceutical Sciences, Kobe-Gakuin University, Nishi-ku, Kobe 651-21, Japan

关键词: Eglin c related peptide;    Chemical synthesis;    Inhibitory activity;    Leukocyte elastase;    Cathepsin G;    Structure-activity relationship;    Z;    benzyloxycarbonyl;    Boc;    tert-butyloxycarbonyl;    OBzl;    benzyl ester;    Mts;    mesytilenesulphonyl;    Bom;    benzylox-ymethyl;    Suc;    succinyl;    pNA;    p-nitroanilide;   

DOI  :  10.1016/0014-5793(90)80461-Q

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

A trihexacontapeptide corresponding to the sequence 8–70 of eglin c and its related peptides were synthesized by the conventional solution method and their inhibitory activity against human leukocyte elastase, cathepsin G and α-chymotrypsin was examined. Although synthetic eglin c (41–49) inhibited cathepsin G and α-chymotrypsin (K _i = 4.0 × 10⁻⁵ M and 2.0 × 10⁻⁵ M, respectively) but not leukocyte elastase, the synthetic trihexaconta-peptide potently inhibited cathepsin G, α-chymotrypsin and leukocyte elastase (K _i = 1.8 × 10⁻⁹ M, 1.4 × 10⁻⁹ M and 2.2 × 10⁻⁹ M, respectively). The relationship between the stucture of eglin c and the inhibitory activity against the above enzymes is also described.

【 授权许可】

Unknown