Hock cleavage of cholesterol 5α-hydroperoxide:: An ozone-free pathway to the cholesterol ozonolysis products identified in arterial plaque and brain tissue

被引：70

作者：

Brinkhorst, Johan ^{[1
]}

Nara, Susheel J. ^{[1
]}

Pratt, Derek A. ^{[1
]}

机构：

[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 37期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1021/ja804162d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cholesterol 5 alpha-hydroperoxide, the major product of O-1(2)-oxidation of cholesterol, readily undergoes acid-catalyzed (Hock) cleavage of the C5-C6 bond to yield the 5,6-secosterol ketoaldehyde and the product of its intramolecular aldolization. These cholesterol oxidation products have long been thought to arise solely from ozonolysis of cholesterol, prompting the recent suggestion that ozone is produced in humans following their identification in arterial and brain tissue extracts.

引用

页码：12224 / +

页数：3

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