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860459P

Avanti

Adamantanyl GlcCer

N-(1-adamantaneacetyl)glucosylceramide, powder

Synonym(s):

AdaGlcCer

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About This Item

Empirical Formula (Hill Notation):
C36H63NO8
Molecular Weight:
637.89
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (860459P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860459P

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]([C@H]4CO)O

Biochem/physiol Actions

Adamantanyl GlcCer (AdaGlcCer) is a glycosphingolipid (GSL) analog. It acts as an inhibitor and an alternative substrate to redirect cellular GSL metabolism in a directed manner. AdaGlcCer also regulates abnormal GSL turnover. Adamantyl monohexosyl ceramides establishes novel approaches to selectively exploit normal cellular GSL metabolism and lowers GSL accumulation in cells of lysosomal storage disease (LSD) patients.[1]

Packaging

5 mL Amber Glass Screw Cap Vial (860459P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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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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