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136115

Sigma-Aldrich

巯基胆固醇

别名:

5-胆甾烯-3β-硫醇, 胆甾烯基硫醇

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About This Item

经验公式（希尔记法）:
C27H46S
CAS号:
1249-81-6
分子量:
402.72
EC 号:
215-003-4
MDL编号:
MFCD00003647
UNSPSC代码:
12352002
PubChem化学物质编号:
24848256
NACRES:
NA.22

表单

powder

旋光性

[α]20/D −23°, c = 1 in chloroform

mp

97-99 °C (lit.)

储存温度

2-8°C

SMILES字符串

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](S)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C27H46S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key

QGVQZRDQPDLHHV-DPAQBDIFSA-N

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相关类别

一般描述

硫代胆固醇是一种与胆固醇相似的脂质，但是羟基被巯基取代。

应用

硫代胆固醇用于生物交联 和膜 研究。
也可作为链转移剂 (CTA) 用于 HPMA 单乳酸盐和 HPMA 二乳酸单体的自由基聚合，形成共聚物。[HPMA = N -（2-羟丙基）甲基丙烯酰胺]

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
0000263033
0000243850
0000162904
0000177439
BGBC2962V

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G Zhou et al.
Biochimica et biophysica acta, 1258(2), 101-106 (1995-09-14)
Lecithin:cholesterol acyltransferase (LCAT) is a plasma enzyme which catalyses cholesteryl ester formation from lecithin and cholesterol present in the surface of plasma lipoproteins. Sterol fatty acid acceptors have previously been shown to require the presence of a trans conformation of
Temperature-sensitive poly (N-(2-hydroxypropyl) methacrylamide mono/dilactate)-coated liposomes for triggered contents release
Paasonen L, et al
Bioconjugate Chemistry, 18(6), 2131-2136 (2007)
IRCS Med. Sci., 13, 68-68 (1985)
Avinash Bajaj et al.
Journal of medicinal chemistry, 51(8), 2533-2540 (2008-04-02)
A structure-activity investigation was undertaken to see the effect of the nature of the spacer on the gene transfection efficacies of thiocholesterol-derived cationic gemini lipids possessing disulfide linkage between the cationic headgroup and the thiocholesterol moiety. Three gemini cationic lipids
B Oberhauser et al.
Nucleic acids research, 20(3), 533-538 (1992-02-11)
Cholesterol was linked to 2'-O-methyl-oligoribonucleotides (2'-OMe-RNA) via a disulfide bond by reacting the 3'-(pyridyldithio)-modified 2'-OMe-RNA with thiocholesterol in dichloromethane-methanol solution. This ligation reaction was made possible by a novel strategy in which the highly charged oligonucleotide was rendered soluble in
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