Issue 22, 1992

Protection of hydroxy groups by silylation: use in peptide synthesis and as lipophilicity modifiers for peptides

Abstract

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 t½-values for hydrolysis ranging from 41 to 465 min in acid conditions, yet giving long-term stability at pH-values near to neutrality.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 3043-3048

Protection of hydroxy groups by silylation: use in peptide synthesis and as lipophilicity modifiers for peptides

J. S. Davies, C. L. Higginbotham, E. J. Tremeer, C. Brown and R. C. Treadgold, J. Chem. Soc., Perkin Trans. 1, 1992, 3043 DOI: 10.1039/P19920003043

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