Synthesis of saturated,unsaturated, spin-labeled,and fluorescent cholesteryl esters: Acylation of cholesterol using fatty acid anhydride and 4-pyrrolidinopyridine |
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Authors: | K. M. Patel L. A. Sklar R. Currie H. J. Pownall J. D. Morrisett J. T. Sparrow |
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Affiliation: | (1) The Department of Medicine, Baylor College of Medicine and The Methodist Hospital, 77030 Houston, Texas |
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Abstract: | A rapid, high yield method for the preparation of cholesteryl esters is described. The method is a modification of the catalytic procedure previously applied to the acylation of sn-glycero-3-phosphoryl-choline (Patel, K.M., J.D. Morrisett, and J.T. Sparrow, J. Lipid Res., 20:676 (1979). Cholesteryl esters are formed in excellent yield by acylating cholesterol with fatty acid anhydride or fatty acid and dicyclohexylcarbodiimide in methylene chloride containing 4-pyrrolidinopyridine. The versatility of the method is demonstrated by the preparation of the cholesteryl esters of saturated, unsaturated, spinlabeled, and labile fluorescent fatty acids. |
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