Free radical oxidation of cholesterol and its precursors: Implications in cholesterol biosynthesis disorders.
Free radical oxidation of cholesterol and its precursors: Implications in cholesterol biosynthesis disorders.
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DOI：
10.3109/10715762.2014.985219
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发表时间：
2015
影响因子：
3.3
通讯作者：
Porter NA
中科院分区：
文献类型：
--
作者：
Xu L;Porter NA
胆固醇及其前体的自由基氧化对许多人类疾病的病理生理学有重要影响。本综述旨在总结最近的进展，并提供关于甾醇对自由基氧化的反应性、自由基反应机制以及源自高度可氧化的胆固醇前体 7-脱氢胆固醇的氧甾醇的生物学后果的观点。我们认为，甾醇中的刚性结构、双键上的额外取代基和排列良好的反应性 C-H 键使它们比不饱和脂肪酸中的无环类似物更容易发生自由基氧化。甾醇过氧化的机制遵循多不饱和脂肪酸自由基过氧化中发现的一些成熟的反应途径，但甾醇也会经历这些化合物特有的一些反应。 7-脱氢胆固醇的过氧化可以说是迄今为止观察到的最多样化的氧甾醇产物。这些氧甾醇在细胞中的代谢及其形成的生物学后果将在人类疾病史密斯-莱姆利-奥皮茨综合征的病理生理学背景下进行讨论。考虑到甾醇的高反应性，我们认为许多其他胆固醇生物合成障碍可能与氧化应激有关。
Free radical oxidation of cholesterol and its precursors contribute significantly to the pathophysiology of a number of human diseases. This review intends to summarize recent developments and provide a perspective on the reactivities of sterols toward free radical oxidation, the free radical reaction mechanism, and the biological consequences of oxysterols derived from the highly oxidizable cholesterol precursor, 7-dehydrocholesterol. We propose that the rigid structures, additional substituents on the double bonds, and the well-aligned reactive C–H bonds in sterols make them more prone to free radical oxidation than their acyclic analogs found in unsaturated fatty acids. The mechanism of sterol peroxidation follows some well-established reaction pathways found in the free radical peroxidation of polyunsaturated fatty acids, but sterols also undergo some reactions that are unique to these compounds. Peroxidation of 7-dehydrocholesterol gives arguably the most diverse set of oxysterol products that have been observed to date. The metabolism of these oxysterols in cells and the biological consequences of their formation will be discussed in the context of the pathophysiology of the human disease Smith–Lemli–Opitz syndrome. Considering the high reactivity of sterols, we propose that a number of other cholesterol biosynthesis disorders may be associated with oxidative stress.
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影响因子：
4.2
作者：
Haas, D.;Garbade, S. F.;Burgard, P.
通讯作者：
Burgard, P.
DOI：
10.1016/0006-291x(77)91674-6
发表时间：
1977-01-01
影响因子：
3.1
作者：
HOLICK, MF;FROMMER, JE;POTTS, JT
通讯作者：
POTTS, JT
影响因子：
4.4
作者：
CARREIRA, LA
通讯作者：
CARREIRA, LA
影响因子：
30.8
作者：
Cooper, MK;Wassif, CA;Beachy, PA
通讯作者：
Beachy, PA
DOI：
10.1073/pnas.91.24.11452
发表时间：
1994-11-22
影响因子：
11.1
作者：
CHISOLM, GM;MA, GP;DICORLETO, PE
通讯作者：
DICORLETO, PE