A sphingolipid
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Lyso-Monosialoganglioside GM2 (ammonium salt)

Item No. 33073

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3R,4E)-2-amino-3-hydroxy-4-octadecen-1-yl O-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl-(1→4)-O-[N-acetyl-α-neuraminosyl-(2→3)]-O-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside, monoammonium salt
Synonyms
  • Lysoganglioside GM2
  • Lyso-GM2
  • lyso-Monosialoganglioside GM2
Molecular Formula
C49H86N3O25 • NH4
Formula Weight
1135.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol:DI Water (2:1:0.1): Soluble
SMILES
N[C@H]([C@H](O)/C=C/CCCCCCCCCCCCC)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)O)CO)O[C@]4(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@@]([C@@H]([C@H](O)CO)O)([H])O4)O)CO.[NH4+]
InChi Code
InChI=1S/C49H87N3O25.H3N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(59)26(50)23-70-46-39(66)38(65)41(31(21-55)72-46)74-47-40(67)44(42(32(22-56)73-47)75-45-34(52-25(3)58)37(64)36(63)30(20-54)71-45)77-49(48(68)69)18-28(60)33(51-24(2)57)43(76-49)35(62)29(61)19-53;/h16-17,26-47,53-56,59-67H,4-15,18-23,50H2,1-3H3,(H,51,57)(H,52,58)(H,68,69);1H3/b17-16+;/t26-,27+,28-,29+,30+,31+,32+,33+,34+,35+,36-,37+,38+,39+,40+,41+,42-,43+,44+,45-,46+,47-,49-;/m0./s1
InChi Key
LYPWSQXMPVEKAC-ZXRZRCFFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $798

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    Product Description

    Lyso-monosialoganglioside GM2 (Lyso-GM2) is a form of ganglioside GM2 (Item No. 31710) that is lacking the fatty acyl group. Lyso-GM2 inhibits PKC in a cell-free assay (IC50 = 50 µM).1 Levels of lyso-GM2 are increased in the gray matter of postmortem brain samples from patients with Sandhoff disease or Tay-Sachs disease, as well as in a mouse model of Sandhoff disease.2,3 As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1543]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hannun, Y.A., and Bell, R.M. Lysosphingolipids inhibit protein kinase C: Implications for the sphingolipidoses. Science 235(4789), 670-674 (1987).

    2. Kobayashi, T., Goto, I., Okada, S., et al. Accumulation of lysosphingolipids in tissues from patients with GM1 and GM2 gangliosidoses. J. Neurochem. 59(4), 1452-1458 (1992).

    3. Kodama, T., Togawa, T., Tsukimura, T., et al. Lyso-GM2 ganglioside: A possible biomarker of Tay-Sachs disease and Sandhoff disease. PLoS One 6(12), e29074 (2011).