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描述
cholestanol, 5α,6α-epoxy
检测方案
>99% (TLC)
形式
powder
包装
pkg of 1 × 5 mg (700032P-5mg)
制造商/商品名称
Avanti Polar Lipids
运输
dry ice
储存温度
−20°C
InChI
1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24+,25-,26-,27+/m1/s1
InChI key
PRYIJAGAEJZDBO-ZEQHCUNVSA-N
一般描述
5α,6α-epoxycholestanol (5α,6α-EC) is generated by cholesterol epoxidation and is a diastereoisomer of 5β,6β-epoxycholestanol (5β,6β-EC).
应用
5α,6α-epoxycholestanol has been used as a sterol internal standard in ultra-performance liquid chromatography–high resolution mass spectrometry (UPLC-ESI-HRMS) analysis to quantify mice brain sterols. It may be used in calibration curve generation for the quantification of phytosterols in food samples and as an internal standard for oxysterol quantification in biological samples by gas chromatography-mass spectrometry (GC-MS)
生化/生理作用
5α,6α-epoxycholestanol (5α,6α-EC) is a liver X receptor (LXR) antagonist. It mimics cholesterol in phosphatidylcholine vesicles and is a substrate for acyl-coenzyme A:cholesterol acyltransferase (ACAT). 5α,6α-EC is employed in anticancer treatments. It is catabolized by the enzyme cholesterol-5,6-epoxide hydrolase (ChEH) enzyme to 3β,5α,6β-triol. 5α,6α-EC impairs redox state and affects atherogenesis. The levels of 5α,6α-EC is elevated in hypercholesterolemia and mediates steroid receptor coactivator (SRC) recruitment.
包装
5 mL Amber Glass Screw Cap Vial (700032P-5mg)
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
Development of a novel method for quantification of sterols and oxysterols by UPLC-ESI-HRMS: application to a neuroinflammation rat model
Ayciriex S, et al.
Analytical and Bioanalytical Chemistry, 404(10), 3049-3059 (2012)
Development and validation of methodologies for the quantification of phytosterols and phytosterol oxidation products in cooked and baked food products
Menendez-Carreno M, et al.
Journal of Chromatography A, 1428, 316-325 (2016)
Identification of 5alpha, 6alpha-epoxycholesterol as a novel modulator of liver X receptor activity
Berrodin TJ, et al.
Molecular Pharmacology, 78(6), 1046-1058 (2010)
The influence of an obesogenic diet on oxysterol metabolism in C57BL/6J mice
Wooten JS, et al.
Cholesterol, 2014 (2014)
Cholesterol is superior to 7-ketocholesterol or 7alpha-hydroxycholesterol as an allosteric activator for acyl-coenzyme A: cholesterol acyltransferase 1
Zhang Y, et al.
The Journal of Biological Chemistry, 278(13), 11642-11647 (2003)
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