Synthesis and folding preferences of γ-amino acid oligopeptides:: stereochemical control in the formation of a reverse turn and a helix

被引:94
作者
Hanessian, S [1 ]
Luo, XH [1 ]
Schaum, R [1 ]
机构
[1] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0040-4039(99)00860-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereoselective synthesis of alpha-cinnamyl gamma-amino acids and the corresponding oligopeptides is described. Detailed 1D and 2D NMR. studies in pyridine-d(5) show that the (alpha R)-cinnamyl gamma-amino acid tetrapeptide adopts a reverse turn structure, while the (alpha S)-cinnamyl gamma-amino acid tetrapeptide adopts a right-handed helical structure. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4925 / 4929
页数:5
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