700116P
Avanti
7-dehydrocholesterol-d7
7-dehydrocholesterol-d7, powder
Synonym(s):
111110
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About This Item
Empirical Formula (Hill Notation):
C27H37D7O
CAS Number:
Molecular Weight:
391.68
UNSPSC Code:
41141804
NACRES:
NA.25
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (700116P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 700116P
shipped in
dry ice
storage temp.
−70°C
General description
7-dehydrocholesterol (7-DHC) is a cholesterol precursor and is localized in basal epidermal keratinocytes. 7DHC on photolysis in the presence of ultraviolet light B generates previtamin D3. The enzyme 7-dehydrocholesterol reductase (DHCR7) catalyzes the reduction of C(7-8) double bond of 7-DHC to cholesterol. 7-dehydrocholesterol-d7 is a deuterated derivative of 7-dehydrocholesterol.
Application
7-dehydrocholesterol-d7 has been used:
- as an internal standard: to spike Chlamydomonas CC-125 lipid extract for mass spectroscopy analysis
- in liquid chromatography–mass spectrometry (LC-MS) for cultured cells oxysterol analysis
- to treat and label SRD-1 cell (chinese hamster ovary (CHO) mutant cell-line) for gas chromatography/mass spectrometry (GC/MS) analysis
Biochem/physiol Actions
7-Dehydrocholesterol (7-DHC) is used as a precursor for microbial vitamin D3 production. Impairment of 7-dehydrocholesterol reductase (DHCR7) functionality leads to 7-DHC accumulation and is implicated in Smith-Lemli-Opitz syndrome (SLOS).
Packaging
5 mL Amber Glass Screw Cap Vial (700116P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Andrzej T Slominski et al.
PloS one, 4(2), e4309-e4309 (2009-02-05)
Since P450scc transforms 7-dehydrocholesterol (7DHC) to 7-dehydropregnenolone (7DHP) in vitro, we investigated sequential 7DHC metabolism by adrenal glands ex vivo. There was a rapid, time- and dose-dependent metabolism of 7DHC by adrenals from rats, pigs, rabbits and dogs with production
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7-Dehydrocholesterol, an immediate metabolic predecessor of cholesterol, can accumulate in tissues due to some metabolic abnormalities, causing an array of symptoms known as Smith-Lemli-Opitz syndrome. Enrichment of cellular membranes with 7-dehydrocholesterol interferes with normal cell-signaling processes, which involve interaction between
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To date, sterylglucosides have been reported to be present in various fungi, plants, and animals. In bacteria, such as Helicobacter pylori, proton NMR spectral analysis of isolated 1-O-cholesteryl-β-d-glucopyranoside (GlcChol) demonstrated the presence of an α-glucosidic linkage. By contrast, in animals
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Cholesterol and cholesterol-derived oxysterols are critical for embryonic development, synapse formation and function, and myelination, among other biological functions. Indeed, alterations in levels of cholesterol, sterol precursors, and oxysterols result in a variety of developmental disorders, emphasizing the importance of
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