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860479P

Avanti

Adamantanyl Galactosyl(β) Ceramide

Avanti Research™ - A Croda Brand 860479P, powder

Synonym(s):

N-(1-Adamantaneacetyl)-galactosylceramide

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About This Item

Empirical Formula (Hill Notation):
C36H63 NO8
CAS Number:
574738-16-2
Molecular Weight:
637.89
UNSPSC Code:
12352211
NACRES:
NA.25

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

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

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 Code

11 - Combustible Solids

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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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)
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

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