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1
Silver ion high pressure liquid chromatography provides unprecedented separation of sterols: application to the enzymatic formation of cholesta-5,8-dien-3 beta-ol.银离子高效液相色谱法实现了甾醇前所未有的分离：应用于胆甾-5,8-二烯-3β-醇的酶促合成。
Proc Natl Acad Sci U S A. 1996 Oct 15;93(21):11603-8. doi: 10.1073/pnas.93.21.11603.
2
Cholesta-5,7,9(11)-trien-3 beta-ol found in plasma of patients with Smith-Lemli-Opitz syndrome indicates formation of sterol hydroperoxide.在史密斯-利姆利-奥皮茨综合征患者血浆中发现的胆甾-5,7,9(11)-三烯-3β-醇表明了甾醇氢过氧化物的形成。
J Lipid Res. 1996 Nov;37(11):2280-7.
3
Synthesis of [3alpha-3H]cholesta-5,8-dien-3beta-ol and tritium-labeled forms of other sterols of potential importance in the Smith-Lemli-Optiz syndrome.[3α-³H]胆甾-5,8-二烯-3β-醇以及在史密斯-勒米-奥皮茨综合征中可能具有重要意义的其他甾醇的氚标记形式的合成。
Steroids. 2000 Jan;65(1):29-39. doi: 10.1016/s0039-128x(99)00079-3.
4
Marine sterols. VIII. Isolation and structure of sarcosterol, a new sterol with a delta17(20)-double bond from the soft coral Sarcophyton glaucum.海洋甾醇。VIII. 从软珊瑚灰肉参中分离得到的具有Δ17(20)-双键的新型甾醇——肉参甾醇的结构解析
Steroids. 1979 Sep;34(3):273-93. doi: 10.1016/0039-128x(79)90079-5.
5
The sterols of Cucurbita moschata ("calabacita") seed oil.南瓜籽油的甾醇
Lipids. 1996 Nov;31(11):1205-8. doi: 10.1007/BF02524296.
6
Studies of the metabolism of 5 -cholesta-8,14-dien-3 -ol and 5 -cholesta-7,14-dien-3 -ol in rat liver homogenate preparations.大鼠肝脏匀浆制剂中5-胆甾-8,14-二烯-3-醇和5-胆甾-7,14-二烯-3-醇的代谢研究。
J Biol Chem. 1971 Nov 25;246(22):6737-44.
7
The identification of a novel C27 diene, cholesta-5,8-dien-3 beta-OL, in tissues of rats given AY-9944 (trans-1,4-bis(2-dichlorobenzylaminoethyl)cyclohexane) in pregnancy.在孕期给予AY-9944（反式-1,4-双（2-二氯苄基氨基乙基）环己烷）的大鼠组织中鉴定出一种新型C27二烯，胆甾-5,8-二烯-3β-醇。
Steroids. 1980 Jun;35(6):665-72. doi: 10.1016/0039-128x(80)90091-4.
8
Ternary gradient elution markedly improves silver-ion high performance liquid chromatography of unsaturated sterols.三元梯度洗脱显著改善了不饱和甾醇的银离子高效液相色谱分析。
Steroids. 2002 Oct;67(11):917-23. doi: 10.1016/s0039-128x(02)00056-9.
9
Enzymatic conversion of 5alpha-cholesta-7, 14-dien-3beta-ol to 5alpha-cholesta-8, 14-dien-3beta-ol.5α-胆甾-7,14-二烯-3β-醇向5α-胆甾-8,14-二烯-3β-醇的酶促转化。
Lipids. 1975 Oct;10(10):623-6. doi: 10.1007/BF02532727.
10
Inhibition of enzymatic reduction of delta 14-double bond of 5 alpha-cholesta-8,14-dien-3 beta-ol and 5 alpha-cholesta-7,14-dien-3 beta-ol by AY-9944.AY-9944对5α-胆甾-8,14-二烯-3β-醇和5α-胆甾-7,14-二烯-3β-醇δ14-双键酶促还原反应的抑制作用
Lipids. 1975 Jan;10(1):9-11. doi: 10.1007/BF02532186.

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Sensors (Basel). 2018 Sep 27;18(10):3252. doi: 10.3390/s18103252.
2
From molecular fossils of bacterial hopanoids to the formation of isoprene units: discovery and elucidation of the methylerythritol phosphate pathway.从细菌藿烷类分子化石到异戊二烯单元的形成：甲基赤藓糖醇磷酸途径的发现与阐明
Lipids. 2008 Dec;43(12):1095-107. doi: 10.1007/s11745-008-3261-7. Epub 2008 Nov 15.
3
Fifty years with bile acids and steroids in health and disease.五十年的胆汁酸与类固醇研究：关乎健康与疾病
Lipids. 2004 Aug;39(8):703-22. doi: 10.1007/s11745-004-1288-1.
4
Dissecting the role of the golgi complex and lipid rafts in biosynthetic transport of cholesterol to the cell surface.剖析高尔基体复合体和脂筏在胆固醇生物合成运输至细胞表面过程中的作用。
Proc Natl Acad Sci U S A. 2000 Jul 18;97(15):8375-80. doi: 10.1073/pnas.140218797.
5
The orphan nuclear receptor LXRalpha is positively and negatively regulated by distinct products of mevalonate metabolism.孤儿核受体LXRα受到甲羟戊酸代谢不同产物的正向和负向调节。
Proc Natl Acad Sci U S A. 1997 Sep 30;94(20):10588-93. doi: 10.1073/pnas.94.20.10588.

本文引用的文献

1
Occurrence of desmosterol in developing rat brain.去氢胆固醇在发育中大鼠脑内的出现情况。
Biochem Biophys Res Commun. 1962 Apr 3;7:128-31. doi: 10.1016/0006-291x(62)90160-2.
2
Enzymatic reduction of the delta7 bond of 7-dehydrocholesterol.7-脱氢胆固醇δ7键的酶促还原。
J Biol Chem. 1962 Feb;237:358-62.
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STUDIES ON BRAIN STEROLS IN NORMAL AND PATHOLOGICAL CONDITIONS.正常及病理状态下脑甾体的研究
J Am Oil Chem Soc. 1965 May;42:400-4. doi: 10.1007/BF02635575.
4
THE SKIN STEROLS OF NORMAL AND TRIPARANOL-TREATED RATS.正常大鼠和三苯乙醇处理大鼠的皮肤甾醇
J Lipid Res. 1963 Apr;4:166-76.
5
IRREVERSIBILITY OF THE BIOGENETIC SEQUENCE FROM DELTA-7-CHOLESTEN-3-BETA-OL THROUGH DELTA-5,7-CHOLESTADIEN-3-BETA-OL TO CHOLESTEROL.从Δ-7-胆甾烯-3-β-醇经Δ-5,7-胆甾二烯-3-β-醇到胆固醇的生物遗传序列的不可逆性。
J Biol Chem. 1964 Apr;239:1007-11.
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Conversion of delta7-cholestenol-4-C-14 and 7-dehydro-cholesterol-4-C-14 to cholesterol.δ7-胆甾烯醇-4-C-14和7-脱氢胆固醇-4-C-14向胆固醇的转化。
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Analysis of unsaturated C27 sterols by nuclear magnetic resonance spectroscopy.通过核磁共振光谱法分析不饱和C27甾醇。
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8
Identification of 19-nor-5,7,9(10)-cholestatrien-3 beta-ol in patients with Smith-Lemli-Opitz syndrome.史密斯-勒米-奥皮茨综合征患者中19-去甲-5,7,9(10)-胆甾三烯-3β-醇的鉴定
J Lipid Res. 1995 Nov;36(11):2413-8.
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Mechanism and structural requirements for transformation of substrates by the (S)-adenosyl-L-methionine:delta 24(25)-sterol methyl transferase from Saccharomyces cerevisiae.酿酒酵母中（S）-腺苷-L-甲硫氨酸：δ24（25）-甾醇甲基转移酶催化底物转化的机制及结构要求
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Role of multidrug resistance P-glycoproteins in cholesterol biosynthesis.多药耐药P-糖蛋白在胆固醇生物合成中的作用。
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银离子高效液相色谱法实现了甾醇前所未有的分离：应用于胆甾-5,8-二烯-3β-醇的酶促合成。

Silver ion high pressure liquid chromatography provides unprecedented separation of sterols: application to the enzymatic formation of cholesta-5,8-dien-3 beta-ol.

作者信息

Ruan B, Shey J, Gerst N, Wilson W K, Schroepfer G J

机构信息

Department of Chemistry, Rice University, Houston, TX 77251-1892, USA.

出版信息

Proc Natl Acad Sci U S A. 1996 Oct 15;93(21):11603-8. doi: 10.1073/pnas.93.21.11603.

DOI:10.1073/pnas.93.21.11603
PMID:8876182
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC38104/
Abstract

We report that silver ion HPLC provides remarkable separations of C27 sterols differing only in the number or location of olefinic double bonds. This technique has been extended to LC-MS, analysis of purified components by GC, GC-MS, and 1H NMR, and to its use on a semipreparative scale. The application of this methodology for the demonstration of the catalysis, by rat liver microsomes, of the conversion of 7-dehydrocholesterol to cholesta-5,8-dien-3 beta-ol is also presented.

摘要

我们报告银离子高效液相色谱法能对仅在烯键式双键数量或位置上存在差异的C27甾醇实现出色的分离。该技术已扩展至液相色谱 - 质谱联用、通过气相色谱、气相色谱 - 质谱联用和氢核磁共振对纯化成分进行分析，以及用于半制备规模。本文还介绍了该方法在证明大鼠肝脏微粒体催化7 - 脱氢胆固醇转化为胆甾 - 5,8 - 二烯 - 3β - 醇方面的应用。