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Merck
CN

E2634

Ergosta-5,7,9(11),22-丁烯--3β-醇

~96% (HPLC)

别名:

脱氢麦角固醇

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关于此项目

经验公式(希尔记法):
C28H42O
化学文摘社编号:
分子量:
394.63
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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产品名称

Ergosta-5,7,9(11),22-丁烯--3β-醇, ~96% (HPLC)

InChI key

QSVJYFLQYMVBDR-CMNOFMQQSA-N

SMILES string

[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)C3=CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C

InChI

1S/C28H42O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,14,18-20,22,24-25,29H,11-13,15-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,27-,28+/m0/s1

assay

~96% (HPLC)

storage temp.

−20°C

Quality Level

Application

Ergosta-5,7,9(11),22-tetraen-3β-ol 已用于检查卵磷脂:胆固醇酰基转移酶(LCAT)的酰基转移酶活性。它也已经用于脂质体的制备。
荧光胆固醇类似物,可用作膜研究的探针。

General description

Ergosta-5,7,9(11),22-tetraen-3β-ol 是麦角固醇的类似物。它由甾体环系统中的三个共轭双键组成。Ergosta-5,7,9(11),22-tetraen-3β-ol 具有抗炎特性。它用作胆固醇报告物。

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Carc. 2 - STOT RE 2

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

易制毒化学品(2类)
此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Alexander G Georgiev et al.
Traffic (Copenhagen, Denmark), 12(10), 1341-1355 (2011-06-22)
Sterol transport between the endoplasmic reticulum (ER) and plasma membrane (PM) occurs by an ATP-dependent, non-vesicular mechanism that is presumed to require sterol transport proteins (STPs). In Saccharomyces cerevisiae, homologs of the mammalian oxysterol-binding protein (Osh1-7) have been proposed to
Laura J Ayling et al.
Journal of cell science, 125(Pt 4), 869-886 (2012-03-09)
The central and pervasive influence of cAMP on cellular functions underscores the value of stringent control of the organization of adenylyl cyclases (ACs) in the plasma membrane. Biochemical data suggest that ACs reside in membrane rafts and could compartmentalize intermediary
Fischer, R.T., et al.
J. Biol. Physics, 13, 13-13 (1985)
Daniel Wüstner et al.
Histochemistry and cell biology, 130(5), 891-908 (2008-09-13)
Distribution and dynamics of cholesterol in the plasma membrane as well as internalization pathways for sterol from the cell surface are of great cell biological interest. Here, UV-sensitive wide field microscopy of the intrinsically fluorescent sterols, dehydroergosterol (DHE) and cholestatrienol
Peter Kohut et al.
Biochemical and biophysical research communications, 404(1), 233-238 (2010-11-30)
Uptake of external sterols in the yeast Saccharomyces cerevisiae is a multistep process limited to anaerobiosis or heme deficiency. It includes crossing the cell wall, insertion of sterol molecules into plasma membrane and their internalization and integration into intracellular membranes.

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