A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid

被引:42
作者
Long, DD
Smith, MD
Marquess, DG
Claridge, TDW
Fleet, GWJ
机构
[1] Oxford Ctr Mol Sci, Dyson Perrins Lab, Oxford OX1 3QY, England
[2] Glaxo Wellcome Med Res Ctr, Stevenage SG1 2NY, Herts, England
[3] Adv Med Inc, San Francisco, CA 94080 USA
关键词
D O I
10.1016/S0040-4039(98)02089-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of oligomers of a C-arabinofuranosyl carbohydrate amino acid on a polystyrene support functionalised with a Pink linker is reported. Cleavage from the solid support gives ready access to dimeric and trimeric carbopeptoids bearing a C-terminal carboxamide. Investigations into the solution structure of these novel carbopeptoids utilising H-1 NMR indicate that they adopt well defined conformations based around a repeating beta-turn like structure stabilised by (i, i-2) inter-residue hydrogen bonds. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9293 / 9296
页数:4
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