Configurational and conformational analyses of a cyclic octapeptide, lyciumin A, from Lycium chinense Mill

被引:16
作者
Morita, H
Yoshida, N
Takeya, K
Itokawa, H
Shirota, O
机构
[1] TOKYO UNIV PHARM & LIFE SCI,SCH PHARM,DEPT PHARMACOGNOSY,HACHIOJI,TOKYO 19203,JAPAN
[2] NATL INST HLTH SCI,DIV PHARMACOGNOSY & PHYTOCHEM,SETAGAYA KU,TOKYO 158,JAPAN
关键词
D O I
10.1016/0040-4020(95)01094-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Configurational and conformational analysis of a unique cyclic octapeptide, lyciumin A, showing an inhibitory activity on angiotensin-converting enzyme, was made by the spectroscopic and computational chemical methods. The homo- and heteronuclear 2D NMR analysis at 600 MHz in pyridine-d(5) enable us to determine the complete stereostructure of lyciumin A, which agrees with the structure obtained by the Monte Carlo (MC) and restrained molecular dynamics (MD) calculation using AMBER* force field. A major solution form of lyciumin A in pyfidine-d(5), analyzed by NH-C alpha H coupling constants, temperature dependence on NH protons, and NOE constrained MD calculations, was shown to have a type II beta-turn-like conformation between the Val and Gly residues constituting the cyclic backbone.
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收藏
页码:2795 / 2802
页数:8
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