700127P
Avanti
7-keto-25-hydroxycholesterol
3β,25-dihydroxy-5-cholesten-7-one, powder
Synonym(s):
cholest-5-ene-7-one-3β,25-diol
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About This Item
Empirical Formula (Hill Notation):
C27H44O3
CAS Number:
Molecular Weight:
416.64
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (700127P-1mg)
pkg of 1 × 5 mg (700127P-5mg)
manufacturer/tradename
Avanti Polar Lipids 700127P
shipped in
dry ice
storage temp.
−20°C
General description
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.
Application
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.
Biochem/physiol Actions
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.
Packaging
5 mL Amber Glass Screw Cap Vial (700127P-1mg)
5 mL Amber Glass Screw Cap Vial (700127P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
No data available
Flash Point(C)
No data available
Certificates of Analysis (COA)
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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
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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