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Merck

700022P

Avanti

7-keto-27-hydroxycholesterol

Avanti Research - A Croda Brand

Synonym(e):

3β,27-dihydroxy-5-cholesten-7-one

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About This Item

Empirische Formel (Hill-System):
C27H44O3
CAS-Nummer:
Molekulargewicht:
416.64
UNSPSC-Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

Form

powder

Verpackung

pkg of 1 × 1 mg (700022P-1mg)

Hersteller/Markenname

Avanti Research - A Croda Brand

Versandbedingung

dry ice

Lagertemp.

−20°C

Allgemeine Beschreibung

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).

Anwendung

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. Wirkung

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).

Verpackung

5 mL Amber Glass Screw Cap Vial (700022P-1mg)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids


Analysenzertifikate (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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