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Development of Methods for Synthesis of Stereo-Selective Lipid Peroxides

立体选择性脂质过氧化物的合成方法的发展

基本信息

批准号：
63850175
负责人：
NIKI Etsuo
金额：
$ 2.37万
依托单位：
UNIVERSITY OF TOKYO
依托单位国家：
日本
项目类别：
Grant-in-Aid for Developmental Scientific Research
财政年份：
1988
资助国家：
日本
起止时间：
1988 至 1989
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-63850175/
关键词：
Lipid Peroxides

项目摘要

The Autoxidation of linolenic acid gave its 9- and 13-hydroperoxy derivatives. The autoxidation of fatty acids which have more than 3 double bonds gave cyclic peroxides as a by-product. But the addition of hydrogen donor in this system increased the selectivity for the formation of hydroperoxides. Four different hydroperoxides were formed from linolenic acid and six hydroperoxides from arachidonic acid. These hydroperoxides mentioned above were separated and purified by High Performance Liquid Chromatography. The autoxidation of phospholipids, triglycerides, and cholesteryl esters also gave their hydroperoxides, but the separation of their isomers were not easy.About 3 nM of cholesteryl ester hydroperoidde was detected in human blood plasma. According to the retention times of the compounds, they were ascribed to be hydroperoxides of cholesteryl linolate and cholesteryl arachidonate. On the other hand, phospholipid hydroperoidde was not detected.A methods for the detection of picomole level of fatty acid oxidation products was developed using monodansyl cadaverin as a fluorescent derivatizing reagent 1% method will be useful for the quantitation and qualification of lipid peroxides derived from biological samples.It is very important know whether lipid peroxides are formed by non-enzymatic pathway or not. The methods developed in this project will be useful to answer this question.

亚麻酸的自氧化产生了9-羟基和13-羟基衍生物。含有3个以上双键的脂肪酸自氧化产生副产物环过氧化物。但该体系中氢给体的加入提高了氢过氧化物形成的选择性。亚麻酸和花生四烯酸分别生成了四种不同的氢过氧化物和六种不同的氢过氧化物。采用高效液相色谱法分离纯化了上述氢过氧化物。磷脂、甘油三酯和胆固醇酯的自氧化也产生了它们的氢过氧化物，但它们的异构体的分离并不容易。在人血浆中检出约3 nM的氢过氧化物胆固醇酯。根据化合物的保留时间，它们被归为亚油酸胆固醇和花生四烯酸胆固醇的氢过氧化物。另一方面，未检测到磷脂氢过氧化物。建立了一种以单丹酰尸尸苷为荧光衍生试剂检测脂肪酸氧化产物皮摩尔水平的方法，该方法可用于生物样品中脂质过氧化物的定量鉴定。了解脂质过氧化物是否通过非酶途径形成是非常重要的。本项目开发的方法将有助于回答这个问题。