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Merck
CN

700127P

Avanti

7-keto-25-hydroxycholesterol

3β,25-dihydroxy-5-cholesten-7-one, powder

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别名:
cholest-5-ene-7-one-3β,25-diol
经验公式(希尔记法):
C27H44O3
CAS号:
分子量:
416.64
UNSPSC代码:
12352211
NACRES:
NA.25

检测方案

>99% (TLC)

形式

powder

包装

pkg of 1 × 1 mg (700127P-1mg)
pkg of 1 × 5 mg (700127P-5mg)

制造商/商品名称

Avanti Polar Lipids 700127P

运输

dry ice

储存温度

−20°C

一般描述

7-keto-25-hydroxycholesterol synthesis from 7-ketocholesterol is catalyzed by the enzyme cholesterol 25-hydroxylase. 7β,25-dihydroxycholesterol (7β25OHC) is produced from the stereospecific reduction of 7k25OHC by the action of enzyme 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1). 11β-HSD type 2 enzyme catalyzes the reverse conversion of 7β25OHC to 7k25OHC.

应用

7-keto-25-hydroxycholesterol has been used as a substrate for 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) expressed in human embryonic kidney (HEK)-293 cells to test the oxoreduction functionality of the enzyme. It has also been used to test its effect on Epstein-Barr virus-induced seven-transmembrane receptor (EB12) activation.

生化/生理作用

7-keto-25-hydroxycholesterol (7k25OHC) might interact with the cysteine-rich domain (CRD) of the smoothened (Smo) in the hedgehog pathway. However, 7-keto-25-OHC is incapable of activating Smo.

包装

5 mL Amber Glass Screw Cap Vial (700127P-1mg)
5 mL Amber Glass Screw Cap Vial (700127P-5mg)

WGK

WGK 3

闪点(°F)

No data available

闪点(°C)

No data available


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Pengxiang Huang et al.
Cell, 166(5), 1176-1187 (2016-08-23)
In vertebrates, sterols are necessary for Hedgehog signaling, a pathway critical in embryogenesis and cancer. Sterols activate the membrane protein Smoothened by binding its extracellular, cysteine-rich domain (CRD). Major unanswered questions concern the nature of the endogenous, activating sterol and the
Benjamin R Myers et al.
Developmental cell, 26(4), 346-357 (2013-08-21)
Hedgehog (Hh) signaling during development and in postembryonic tissues requires activation of the 7TM oncoprotein Smoothened (Smo) by mechanisms that may involve endogenous lipidic modulators. Exogenous Smo ligands previously identified include the plant sterol cyclopamine (and its therapeutically useful synthetic
Katharina R Beck et al.
The Journal of steroid biochemistry and molecular biology, 190, 19-28 (2019-03-25)
Oxysterols are cholesterol metabolites derived through either autoxidation or enzymatic processes. They consist of a large family of bioactive lipids that have been associated with the progression of multiple pathologies. In order to unravel (patho-)physiological mechanisms involving oxysterols, it is

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