A sphingolipid
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Globotriaosylceramide (non-hydroxy) (porcine RBC)

Item No. 24871

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-O-(O-α-D-galactopyranosyl-(1→4)-O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl)-ceramide
Synonyms
  • Ceramide Trihexosides (top spot) (porcine)
Molecular Formula
C60H113NO18 (for lignoceroyl)
Formula Weight
1136.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol (2:1): soluble
SMILES
O[C@H]1[C@H](O[C@]2([H])O[C@H](CO)[C@H](O[C@]3([H])[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O3)[C@H](O)[C@H]2O)[C@@H](CO)O[C@@H](OC[C@H](NC([R])=O)[C@H](O)/C=C/CCCCCCCCCCCCC)[C@@H]1O
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $428

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    Product Description

    Globotriaosylceramides are glycosphingolipids found in mammalian cell membranes that are synthesized from lactosylceramides (Item No. 16983).1 They act as receptors for Shiga and Shiga-like toxins in vitro and in vivo.2 Globotriaosylceramides accumulate in endothelial cells, pericytes, vascular smooth muscle cells, renal epithelial cells, dorsal ganglia neuronal cells, and myocardial cells in patients with Fabry disease, a lysosomal storage disorder characterized by a deficiency in the enzyme α-galactosidase A.3 Globotriaosylceramides act as natural resistance factors to HIV infection, interacting with HIV gp120 to prevent its interaction with chemokine co-receptors and subsequent fusion of HIV to host cell membranes.1This product contains non-hydroxy fatty acid-containing globotriaosylceramide molecular species with primarily C24:0 and C22:0 fatty acyl chain lengths. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1513]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lingwood, C.A., and Branch, D.R. The role of glycosphingolipids in HIV/AIDS. Discov. Med. 11(59), 303-313 (2011).

    2. Takeda, Y., Kurazono, H., and Yamasaki, S. Vero toxins (Shiga-like toxins) produced by enterohemorrhagic Escherichia coli (verocytotoxin-producing E. coli). Microbiol. Immunol. 37(8), 591-599 (1993).

    3. Feldt-Rasmussen, U., Rasmussen, A.K., Mersebach, H., et al. Fabry disease: A new challenge in endocrinology and metabolism? Eur. J. Endocrinol. 146(6), 741-742 (2002).