A sphingolipid
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Fucosylated Ganglioside GM1 (porcine) (ammonium salt)

Item No. 24838

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-O-[O-(N-acetyl-α-neuraminosyl)-(2→3)-O-[O-6-deoxy-α-L-galactopyranosyl-(1→2)-O-β-D-galactopyranosyl-(1→3)-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl-(1→4)]-O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]-ceramide, monoammonium salt
Synonyms
  • Fucosylated Monosialoganglioside GM1
  • Fucosyl GM1
Molecular Formula
C79H140N3O35 • NH4 (for stearoyl)
Formula Weight
1710.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol:Water (2:1:0.1): Soluble
SMILES
OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@@]2([H])[C@@H]([C@H]([C@H]([C@H](O2)CO)O[C@]3([H])O[C@@H]([C@@H]([C@@H]([C@H]3NC(C)=O)O[C@@]4([H])[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O[C@@]5([H])O[C@H](C)[C@H](O)[C@H](O)[C@H]5O)O)CO)O[C@]6(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@@H]([C@H](O)CO)O)O6)O)O[C@H]1OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC([R])=O.[NH4+]
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $796

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    Product Description

    Fucosylated ganglioside GM1 is a fucose-containing glycosphingolipid that was originally found in bovine thyroid tissue.1 It has been found in isolated human small cell lung cancer (SCLC) tumors but is rarely found in other types of lung cancer tumors or normal tissue.2 Fucosylated ganglioside GM1 is shed from SCLC cells in vitro and in vivo in SCLC nude mouse xenograft models and can be detected in human plasma.3 It binds to cholera toxin when expressed in rat C6 glioma cultured cells, increasing intracellular cAMP to similar levels as cells expressing ganglioside GM1 (Item No. 19579).4 This product contains fucosylated ganglioside GM1 molecular species with primarily C22:0 and C24:0 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. 1526]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Macher, B.A., Pacuszka, T., Mullin, B.R., et al. Isolation and identification of a fucose-containing ganglioside from bovine thyroid gland. Biochim. Biophys. Acta 588(1), 35-43 (1979).

    2. Vangsted, A.J., and Zeuthen, J. Monoclonal antibodies for diagnosis and potential therapy of small cell lung cancer--the ganglioside antigen fucosyl-GM1. Acta. Oncol. 32(7-8), 845-851 (1993).

    3. Vangsted, A.J., Clausen, H., Kjeldsen, T.B., et al. Immunochemical detection of a small cell lung cancer-associated ganglioside (FucGM1) antigen in serum. Cancer Res. 51(11), 2879-2884 (1991).

    4. Masserini, M., Freire, E., Calappi, E., et al. Fuc-GM1 ganglioside mimics the receptor function of GM1 for cholera toxin. Biochemistry 31(8), 2422-2426 (1992).