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Merck
CN

C0289

Sigma-Aldrich

胆固醇亚油酸酯

≥98% (HPLC; detection at 205 nm)

别名:

5-胆甾烯-3β-醇 3-亚油酸酯, 胆固醇十八碳二烯酸酯, 胆甾烯基亚油酸酯, 胆甾醇亚油酸酯

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About This Item

经验公式(希尔记法):
C45H76O2
CAS号:
分子量:
649.08
EC 号:
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.77

生物来源

synthetic (organic)

质量水平

方案

≥98% (HPLC; detection at 205 nm)

表单

powder

官能团

ester

运输

ambient

储存温度

−20°C

SMILES字符串

CCCCC\C=C/C\C=C/CCCCCCCC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CCCC(C)C

InChI

1S/C45H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h11-12,14-15,26,35-36,38-42H,7-10,13,16-25,27-34H2,1-6H3/b12-11-,15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1

InChI key

NAACPBBQTFFYQB-LJAITQKLSA-N

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应用

将胆固醇亚油酸酯与胆固醇共超声制备分散液,研究其对红细胞膜胆固醇磷脂比的影响。作为 HPLC 标准品用于分析大鼠肝脏脂蛋白。

生化/生理作用

低密度脂蛋白 (LDL) 中含量最丰富的胆固醇酯。
胆固醇亚油酸是一种主要的胆固醇酯,与低密度脂蛋白的中性核心有关。受体-LDL 复合物被溶酶体摄取并水解以从酯中释放胆固醇。酸性胆固醇酯水解酶负责胆固醇酯的水解;有缺陷的酶可导致人体动脉粥样硬化病变的形成。

包装

密封安瓿瓶

制备说明

胆固醇亚油酸在氯仿中生成澄清无色溶液,浓度为 100 mg/mL。

相关产品

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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J Christison et al.
The Biochemical journal, 314 ( Pt 3), 739-742 (1996-03-15)
To test whether high-density lipoproteins (HDL) could aid in the removal in vivo of potentially atherogenic oxidized lipids, we perfused rat liver in situ with buffer supplemented with isolated human HDL containing small amounts of cholesteryl linoleate hydro(pero)xides [CH18:2-O(O)H]. Perfusion
J K Christison et al.
Journal of lipid research, 36(9), 2017-2026 (1995-09-01)
This study examines the cholesteryl ester transfer protein (CETP)-mediated exchange of cholesteryl linoleate hydroperoxide (Ch18:2-OOH) and cholesteryl linoleate hydroxide (Ch18:2-OH) between low density lipoprotein (LDL) and high density lipoprotein (HDL). When [3H]Ch18:2-OOH- and [3H]18:2-OH-labeled LDL were incubated at 37 degrees
Y Yamamoto
Free radical research, 33(6), 795-800 (2001-03-10)
Cholesteryl ester hydroperoxide (CE-OOH) and phosphatidylcholine hydroperoxide (PC-OOH) are the major primary oxidation products of lipoproteins. CE-OOH is present in human and rat plasmas while PC-OOH is undetectable. This is likely due to the enzymatic (plasma glutathione peroxidase) and the
Ota Samek et al.
Sensors (Basel, Switzerland), 10(9), 8635-8651 (2010-01-01)
Algae are becoming a strategic source of fuels, food, feedstocks, and biologically active compounds. This potential has stimulated the development of innovative analytical methods focused on these microorganisms. Algal lipids are among the most promising potential products for fuels as
L Kritharides et al.
Journal of lipid research, 39(12), 2394-2405 (1998-11-30)
Cholesteryl linoleate hydroperoxide (CLOOH) and hydroxide (CLOH) are present in human atheroma. The intracellular metabolism of low density lipoprotein (LDL)-derived CLOOH and CLOH remain undefined because extensive free radical-mediated LDL oxidation, which modifies LDL apolipoprotein B sufficiently to allow endocytosis

商品

胆固醇酯化可改善运输。胆固醇酯可更轻松地封装在脂蛋白内部-增加了在血液中可轻松运输的胆固醇数量。

Cholesterol esterification enhances transport efficiency in lipoproteins for increased blood stream transport.

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