C2 Adamantanyl glucosylceramide (d18:1/2:0)
C2 Adamantanyl glucosylceramide (d18:1/2:0) (Adamantanyl GluCer (d18:1/2:0)) is an inhibitor of glucocerebrosidase (GCC) and LacCer synthase. At low doses, C2 Adamantanyl glucosylceramide (d18:1/2:0) increases intracellular glycolipid levels by inhibiting glucocerebrosidase. C2 Adamantanyl glucosylceramide (d18:1/2:0) alters glycolipid metabolism. C2 Adamantanyl glucosylceramide (d18:1/2:0) can be used for the research of Gaucher disease and Fabry disease.
For research use only. We do not sell to patients.
- Formula: C36H61NO8
- Molecular Weight:635.87
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
Description
In Vitro
C2 Adamantanyl glucosylceramide (d18:1/2:0) (10-7500 μM; 20 min) inhibits the activity of recombinant glucocerebrosidase at pH 7 (at concentrations ≥5 μM), but exerts no effect at pH 5[1].
C2 Adamantanyl glucosylceramide (d18:1/2:0) (40 μM; 3 h) acts as a competitive inhibitor of lactosylceramide synthase in Vero cell microsomes, reduces endogenous LacCer synthesis, and generates an alternative product[1].
C2 Adamantanyl glucosylceramide (d18:1/2:0) (10-40 μM) increases the levels of all neutral glycosphingolipids in Vero cells at concentrations of 10 μM and 20 μM, whereas at 40 μM, it depletes all downstream GSL[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:N370S Gaucher disease fibroblasts
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Concentration:40 μM
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Incubation Time:3 days
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Result:Enhanced overall GCC fluorescence signal intensity.
Increased colocalization of GCC with lysosomal marker LAMP-1 (to levels indistinguishable from wild-type fibroblasts).
Partially reduced colocalization of GCC with ER marker PDI.
Increased GCC protein levels by ~2-fold (both immature and mature forms) in treated N370S fibroblasts compared to untreated cells.
Chemical Information
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Molecular Weight 635.87
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Formula C36H61NO8
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SMILES
O[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1O)OC[C@@H]([C@@H](/C=C/CC/C=C/CCCCCCCCC)O)NC(CC23C[C@@H]4C[C@@H](C[C@H](C3)C4)C2)=O)CO)O
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Synonyms
Adamantanyl GluCer (d18:1/2:0); Adamantanyl glucosylceramide (d18:1/2:0); AdaGluCer (d18:1/2:0)
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Keywords
- C2 Adamantanyl glucosylceramide (d18:1/2:0)
- Adamantanyl GluCer (d18:1/2:0)
- Adamantanyl glucosylceramide (d18:1/2:0)
- AdaGluCer (d18:1/2:0)
- Glycosidase
- complex glycosphingolipids
- fibroblasts
- lactosylceramide
- glucocerebrosidase
- Vero cells
- lysosomes
- glucosylceramide
- endoplasmic reticulum
- Gaucher disease
- lactosylceramide synthase
- Inhibitor
- inhibitor
- inhibit