Solid phase synthesis of peptides containing backbone-fluorinated amino acids

被引：26

作者：

Hunter, Luke ^{[1
,2
]}

Butler, Sharon ^{[3
]}

Ludbrook, Steven B. ^{[3
]}

机构：

[1] Univ New S Wales, Sch Chem, Sydney, NSW 2052, Australia

[2] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia

[3] GlaxoSmithKline Res & Dev Ltd, Dept Screening & Compound Profiling, Stevenage SG1 2NY, Herts, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 44期

关键词：

DESIGN; NMR; ALPHA(V)BETA(3); 3(14)-HELIX; STABILITY; INTEGRINS; PROTEINS; RECEPTOR;

D O I：

10.1039/c2ob26596f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Backbone-fluorinated amino acids exhibit unique conformational behaviour, and have potential utility as components of bioactive shape-controlled peptides. However, methods for the elaboration of backbone-fluorinated amino acids have thus far been limited to solution phase peptide coupling reactions. In this paper, protocols are developed that allow the successful manipulation of backbone-fluorinated amino acids using Fmoc-strategy solid phase peptide synthesis. To exemplify this strategy, several fluorinated RGD peptide analogues were synthesised in moderate to good overall yields.

引用

页码：8911 / 8918

页数：8

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