700066P
Avanti
7-dehydrocholesterol
Δ,5,7-cholesterol, powder
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Synonym(s):
7-dehydrocholesterin; Provitamin D3; 110807
Empirical Formula (Hill Notation):
C27H44O
Recommended Products
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (700066P-5mg)
manufacturer/tradename
Avanti Polar Lipids 700066P
shipped in
dry ice
storage temp.
−70°C
InChI
1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3
InChI key
UCTLRSWJYQTBFZ-UHFFFAOYSA-N
General description
7-dehydrocholesterol is a metabolite produced in cholesterol synthesis. It is an unsaturated sterol predominantly found in the epidermis.
Application
7-dehydrocholesterol has been used:
- in gas chromatography/mass spectrometry (GC/MS)-based sterol profiling to quantify 7-dehydrocholesterol in oligodendrocyte progenitor cells (OPCs)
- as an internal standard for the analysis of sterols and oxysterols using ultra-high-performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS)
- as an internal standard for lipid measurements by liquid chromatography (LC)-MS
Biochem/physiol Actions
7-dehydrocholesterol acts as a precursor of vitamin D3 under the conditions of high temperature and ultraviolet (UV) light.
Packaging
5 mL Amber Glass Screw Cap Vial (700066P-5mg)
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Biosynthesis of Vitamin D in Skin
Principles of Medical Biology (1997)
Diverse Chemical Scaffolds Enhance Oligodendrocyte Formation by Inhibiting CYP51, TM7SF2, or EBP
Allimuthu D, et al.
Cell Chemical Biology, 26(4), 593-599 (2019)
Peng He et al.
Biomacromolecules, 6(5), 2455-2457 (2005-09-13)
These studies show that single-walled carbon nanotubes (SWNTs) can be effectively modified using phospholipids. Using a simple surface modification of SWNTs, followed by deposition of 1,2-bis(10,12-tricosadiynoyl)-sn-glycero-3-phosphoethanolamine (DCPE) phosphipid, results in stable water-dispersible SWNTs with highly uniform thickness.
Devanand K Shenoy et al.
Nano letters, 5(6), 1181-1185 (2005-06-10)
We demonstrate that polymerizable planar membranes permit reconstitution of protein ion channels formed by the bacterial toxins Staphylococcus aureus alpha-hemolysin (alphaHL) and Bacillus anthracis protective antigen 63. The alphaHL channel remained functional even after membrane polymerization. Surface pressure measurements suggest
Metabolic Precursor of Cholesterol Causes Formation of Chained Aggregates of Liquid-Ordered Domains.
Galya Staneva et al.
Langmuir : the ACS journal of surfaces and colloids, 32(6), 1591-1600 (2016-01-20)
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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