反向γ-转角环状类似物的合成与构象分析

Synthesis and conformational analysis of cyclic analogues of inverse gamma-turns.

作者信息

Kaewpet Morakot, Odell Barbara, King Michael A, Banerji Biswadip, Schofield Christopher J, Claridge Timothy D W

机构信息

Chemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford, UK OX1 3TA.

出版信息

Org Biomol Chem. 2008 Oct 7;6(19):3476-85. doi: 10.1039/b808954j. Epub 2008 Aug 7.

DOI:10.1039/b808954j

PMID:19082148

Abstract

Gamma-turn analogues comprising a modified dipeptide constrained in an eleven-membered ring were prepared by alkene metathesis and analysed by NMR and molecular modelling studies. The results reveal that some of the cyclic analogues form inverse gamma-turns and preferentially adopt conformations determined by the identity of the incorporated amino acid residues and the nature of the constraining linker (E/Z-alkene or alkane).

摘要

通过烯烃复分解反应制备了包含在十一元环中受限的修饰二肽的γ-转角类似物，并通过核磁共振（NMR）和分子模拟研究进行了分析。结果表明，一些环状类似物形成反向γ-转角，并且优先采用由掺入的氨基酸残基的特性和约束连接体（E/Z-烯烃或烷烃）的性质所决定的构象。