Chemistry–A European Journal

Internalization of a Peptide into Multilamellar Vesicles Assisted by the Formation of an α??Oxo Oxime Bond

A Richard, L Bourel??Bonnet

Index: Richard, Antoine; Bourel-Bonnet, Line Chemistry - A European Journal, 2005 , vol. 11, # 24 p. 7315 - 7321

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Citation Number: 17

Abstract

Abstract As part of a drug-delivery project, we designed and synthesised a novel hydroxylamine cholesterol-based anchor to ensure the chemoselective ligation of recognition patterns onto multilamellar vesicles by oxime ligation. The entry of a glyoxylyl peptide into the vesicles was unexpectedly assisted by the formation of the α-oxo oxime bond. We studied extensively the kinetic and thermodynamic aspects of this phenomenon. ...