700022P
Avanti
7-keto-27-hydroxycholesterol
Avanti Research™ - A Croda Brand
Synonym(s):
3β,27-dihydroxy-5-cholesten-7-one
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All Photos(2)
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 (700022P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
General description
7-keto-27-hydroxycholesterol interconversion to 7β,(25R)26-dihydroxycholesterol (7β,26-diHC) is catalyzed by hydroxysteroid 11-β dehydrogenase. It is also formed by the oxidation of 7-oxocholesterol (7-OC) in the presence of enzyme by sterol 26-hydroxylase (CYP27A1).
Application
7-keto-27-hydroxycholesterol has been used as an oxysterol compound to study its interaction with smoothened (SMO) protein, as a substrate to 11β-hydroxysteroid dehydrogenases (11β-HSDs) for kinetic measurement studies,
Biochem/physiol Actions
7-keto-27-hydroxycholesterol (7-OC) acts as an agonist for the smoothened (SMO) protein of Hedgehog (Hh) signalling pathway, which is vital for proper cell differentiation in embryonic tissue. It elicits strong affinity to SMO compared to 7β,(25R)26-dihydroxycholesterol (7β,26-diHC). 7-OC is reduced to 7β,(25R)26-dihydroxycholesterol (7β,26-diHC) by reactive oxygen species (ROS).
Packaging
5 mL Amber Glass Screw Cap Vial (700022P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
Certificates of Analysis (COA)
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William J Griffiths et al.
Biochemical Society transactions, 47(2), 517-526 (2019-04-03)
In the present study, we discuss the recent developments in oxysterol research. Exciting results have been reported relating to the involvement of oxysterols in the fields of neurodegenerative disease, especially in Huntington's disease, Parkinson's disease and Alzheimer's disease; in signalling
Katharina R Beck et al.
Journal of lipid research, 60(9), 1535-1546 (2019-07-06)
Oxysterols previously were considered intermediates of bile acid and steroid hormone biosynthetic pathways. However, recent research has emphasized the roles of oxysterols in essential physiologic processes and in various diseases. Despite these discoveries, the metabolic pathways leading to the different
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
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