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不饱和肉碱酯与N-酰基咪唑的合成。

Synthesis of unsaturated carnitine esters with N-acyl imidazoles.

作者信息

Cervenka J, Osmundsen H

出版信息

J Lipid Res. 1982 Nov;23(8):1243-6.

PMID:7175381
Abstract

A novel procedure is described for the synthesis of acylcarnitines. This entails the synthesis of an N-acyl imidazole intermediate, which subsequently is reacted with L-carnitine perchlorate to form the acylcarnitine. The procedure is rapid and simple, and does not require a large excess of N-acyl imidazole to achieve a reaction yield of 50-70%. A procedure, based on reverse-phase Sep-Pak cartridges for rapid isolation of acylcarnitines from these reaction mixtures is also described. These procedures have, in particular, been applied in the synthesis of polyunsaturated acylcarnitines, including docosahexaenoylcarnitine.

摘要

描述了一种合成酰基肉碱的新方法。该方法需要合成N-酰基咪唑中间体,随后该中间体与高氯酸L-肉碱反应形成酰基肉碱。该方法快速且简单,不需要大量过量的N-酰基咪唑就能达到50-70%的反应产率。还描述了一种基于反相Sep-Pak柱从这些反应混合物中快速分离酰基肉碱的方法。这些方法尤其已应用于多不饱和酰基肉碱的合成,包括二十二碳六烯酰基肉碱。

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A role for 2,4-enoyl-CoA reductase in mitochondrial beta-oxidation of polyunsaturated fatty acids. Effects of treatment with clofibrate on oxidation of polyunsaturated acylcarnitines by isolated rat liver mitochondria.2,4-烯酰辅酶A还原酶在多不饱和脂肪酸线粒体β-氧化中的作用。氯贝丁酯处理对分离的大鼠肝脏线粒体氧化多不饱和酰基肉碱的影响。
Biochem J. 1982 Dec 15;208(3):749-57. doi: 10.1042/bj2080749.
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Inhibitory effects of some long-chain unsaturated fatty acids on mitochondrial beta-oxidation. Effects of streptozotocin-induced diabetes on mitochondrial beta-oxidation of polyunsaturated fatty acids.
一些长链不饱和脂肪酸对线粒体β-氧化的抑制作用。链脲佐菌素诱导的糖尿病对多不饱和脂肪酸线粒体β-氧化的影响。
Biochem J. 1985 Sep 1;230(2):329-37. doi: 10.1042/bj2300329.