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About This Item
Empirical Formula (Hill Notation):
C36H63 NO8
CAS Number:
Molecular Weight:
637.89
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
Adamantanyl Galactosyl(β) Ceramide, Avanti Research™ - A Croda Brand 860479P, powder
InChI key
JJKSFVGDPSOVJH-WQVUVXLKSA-N
SMILES string
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@](NC(CC12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3)=O)([H])CO[C@H](O4)[C@H](O)[C@@H](O)[C@@H](O)[C@H]4CO
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (860479P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860479P
lipid type
sphingolipids
bioactive lipids
shipped in
dry ice
storage temp.
−20°C
Biochem/physiol Actions
Adamantyl galactosylceramide (adaGalCer), a glycosphingolipid (GSL) analog, modulates abnormal GSL turnover. It functions as an inhibitor and an alternative substrate to regulate cellular GSL metabolism in a particular manner. AdaGalCer blocks cell sulfatide synthesis and microsomal globotriaosyl ceramide (Gb3) synthesis. It reduces glucosylceramide (GlcCer) levels in normal and lysosomal storage disease (LSD) cells.
Packaging
5 mL Amber Glass Screw Cap Vial (860479P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Mustafa Kamani et al.
The Journal of biological chemistry, 286(24), 21413-21426 (2011-04-27)
Mammalian glycosphingolipid (GSL) precursor monohexosylceramides are either glucosyl- or galactosylceramide (GlcCer or GalCer). Most GSLs derive from GlcCer. Substitution of the GSL fatty acid with adamantane generates amphipathic mimics of increased water solubility, retaining receptor function. We have synthesized adamantyl
Adamantyl glycosphingolipids provide a new approach to the selective regulation of cellular glycosphingolipid metabolism
Kamani M, et al.
The Journal of Biological Chemistry, 286(24), 21413-21426 (2011)
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