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Imidazole Mediated Acylation of Cholesterol in Functional Vesicles: A Simple Analogue of Lecithin: Cholesterol Acyltransferase.

机译:咪唑介导的功能性囊泡中胆固醇的酰化:卵磷脂的简单类似物:胆固醇酰基转移酶。

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摘要

Imidazole - functionalized surfactant 1 transfers acetyl groups from p-nitrophenyl acetate to cholesterol (2) in vesicular coaggregates. Acetyl surfactant 1-Ac is an intermediate, and cholesteryl acetate (3) is the product. The system mimics the human enzyme, lecithin: cholesterol acyl transferase. Here, we report that vesicles of the N,N-dihexadecylcholine ester of imidazole-4-carboxylic acid doped with cholesterol, afford 3beta-cholesteryl acetate upon reaction with p-nitrophenyl acetate (PNPA). These reactions are found to proceed via acylimidazole intermediates, and their efficiency improves above the vesicular Tc (i.e., the transition temperature above which the ordered vesicular 'gel' phase goes over to the more fluid 'liquid crystalline' phase). Keywords: Vesicles, Cholesterol, Imidazole, Acyl transfer, Imides. (kt)

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