PROTECTION OF HYDROXY-GROUPS BY SILYLATION - USE IN PEPTIDE-SYNTHESIS AND AS LIPOPHILICITY MODIFIERS FOR PEPTIDES

被引:60
作者
DAVIES, JS
HIGGINBOTHAM, CL
TREMEER, EJ
BROWN, C
TREADGOLD, RC
机构
[1] SMITHKLINE BEECHAM PHARMACEUT,ANALYT SCI,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
[2] DOW CORNING LTD,BARRY CF6 7YL,S GLAM,WALES
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 22期
关键词
D O I
10.1039/p19920003043
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A survey of a series of organosilyl derivatives of serine and tyrosine has shown that they have a satisfactory stability profile for use in peptide synthesis. Only when alkaline conditions were used did side-reactions appear. A range of stability profiles have been determined from a study of organosilyl derivatised dipeptides under different conditions, giving t1/2-values for hydrolysis ranging from 41 to 465 min in acid conditions, yet giving long-term stability at pH-values near to neutrality.
引用
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页码:3043 / 3048
页数:6
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