期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 22, 页码 6932-6935出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b03344
关键词
-
资金
- Natural Sciences and Engineering Research Council (NSERC) of Canada
- Canada Foundation for Innovation
- University of Ottawa
- Canada Research Chairs Program
- NSERC
The longstanding dogma that cholesterol (chol) autoxidation gives chol 7-hydroperoxide (7-OOH) as the sole primary product is shown to be invalid. In fact, the epimers of each of chol 4-OOH, 6-OOH, and 7-OOH are readily formed. Although the C4-H bond that must be cleaved to produce the chol 4-OOH and 6-OOH products is significantly stronger than the C7-H bond, H-atom abstraction from C4 is facilitated by H-bond formation between the attacking peroxyl radical and the 3 beta-OH. Chol 5 alpha-OOH is also formed, but only in the presence of a good H-atom donor. Chol 5 alpha-OOH and 6-OOH undergo Hock fragmentation to yield the secosterols implicated in cardiovascular and neurodegenerative diseases, suggesting that they are likely to arise simply from autoxidation and not from reactions with O-3 or O-2.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据