A sphingolipid
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Asialo Ganglioside GM1

Item No. 15586

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
71012-19-6
Synonyms
  • ASGM1
  • Asialo GM1
  • Gangliotetraosylceramide
Molecular Formula
C62H114N2O23 (for stearoyl)
Purity
≥98%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
CHCl3/MeOH/H2O (2:1:0.1): solubleChloroform:Methanol (2:1): Soluble
SMILES
[H][C@](CO[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O[C@@H]3O[C@@H]([C@@H]([C@@H]([C@H]3NC(C)=O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)CO)O)O)CO)([C@](O)(/C=C/CCCCCCCCCCCCC)[H])NC(CCCCCCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C62H114N2O23/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-46(71)64-40(41(70)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)38-80-60-54(78)51(75)57(44(36-67)83-60)86-62-55(79)52(76)56(45(37-68)84-62)85-59-47(63-39(3)69)58(49(73)43(35-66)81-59)87
InChi Key
VELGMVLNORPMAO-HMWOVMCASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $277

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    1 mg

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    Product Description

    Asialo ganglioside GM1 is a component of cellular lipid rafts and can be formed by the cleavage of the sialic acid residue from ganglioside GM1 (Item No. 19579) by neuraminidase.1,2 Asialo ganglioside GM1 is a glycolipid receptor for P. aeruginosa flagellin and stimulates defensive responses in host cells, including extracellular ATP release, calcium mobilization, and ERK1/2 phosphorylation when stimulated by flagellin and an anti-asialo ganglioside GM1 antibody.3 The percentage of asialo ganglioside GM1-positive natural killer (NK) and CD8+ T cells in lung is increased in a mouse model of respiratory syncytial virus (RSV) infection compared with healthy animals.1 Depletion of asialo ganglioside GM1-positive NK and T cells reduces IFN-γ levels in the lung, reduces weight loss, and increases lung viral load in RSV-infected mice. This product contains ganglioside GM1 molecular species with primarily C18:0 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. 1064]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moore, M.L., Chi, M.H., Goleniewska, K., et al. Differential regulation of GM1 and asialo-GM1 expression by T cells and natural killer (NK) cells in respiratory syncytial virus infection. Viral Immunol. 21(3), 327-339 (2008).

    2. Sabesan, S., and Lemieux, R.U. Synthesis of tri- and tetrasaccharide haptens related to the Asialo forms of the gangliosides GM2 and GM1. Can. J. Chem. 62(4), 644-654 (1984).

    3. McNamara, N., Khong, A., McKemy, D., et al. ATP transduces signals from ASGM1, a glycolipid that functions as a bacterial receptor. Proc. Natl. Acad. Sci. USA 98(16), 9086-9091 (2001).