The stereospecific synthesis of 'orthogonally' protected lanthionines

被引:20
|
作者
Swali, V
Matteucci, M
Elliot, R
Bradley, M [1 ]
机构
[1] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England
[2] GSK, Med Res Ctr, Stevenage SG1 2NY, Herts, England
关键词
lanthionine; peptidomimetics; peptides;
D O I
10.1016/S0040-4020(02)01091-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lanthionine is an attractive monomer for the design and synthesis of novel conformationally constrained peptidomimetics, since unlike cystine, the monosulfur bridge of lanthionine is chemically far more robust and also displays a greater degree of conformational rigidity. The synthesis of lanthionine residues for use in peptide synthesis is non-trivial due to the protectional requirements necessary for this tetra-functional amino acid. In this paper an efficient stereo-specific route to orthogonally protected lanthionine is described. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9101 / 9109
页数:9
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