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Merck
CN

C0289

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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关于此项目

经验公式(希尔记法):
C45H76O2
化学文摘社编号:
分子量:
649.08
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
210-065-9
MDL number:
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InChI key

NAACPBBQTFFYQB-LJAITQKLSA-N

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

SMILES string

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

biological source

synthetic (organic)

assay

≥98% (HPLC; detection at 205 nm)

form

powder

functional group

ester

shipped in

ambient

storage temp.

−20°C

Quality Level

Application

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。

Biochem/physiol Actions

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。

Packaging

密封安瓿瓶

Preparation Note

胆固醇亚油酸在氯仿中生成澄清无色溶液,浓度为 100 mg/mL。

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

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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R Mashima et al.
Journal of lipid research, 41(1), 109-115 (2000-01-11)
We have previously reported the detection of cholesteryl ester hydroperoxides, consisting mainly of cholesteryl linoleate hydroperoxides (Ch18:2-OOH), at nm levels in plasma from healthy humans (Y. Yamamoto and E. Niki, 1989. Biochem. Biophys. Res. Commun. 165: 988-993). To elucidate their
Factors influencing the lipid composition and fluidity of red cell membranes in vitro: production of red cells possessing more than two cholesterols per phospholipid.
R A Cooper et al.
Biochemistry, 17(2), 327-331 (1978-01-24)
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
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
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

商品

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

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。

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