A sphingolipid
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Product Categories

Product Type

Biochemicals
Lipids
Sphingolipids

Research Area

Lipid Biochemistry
Sphingolipids

C24:1 Ganglioside GM2 (d18:1/24:1) (ammonium salt)

Item No. 42983

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,4S,5R,6R)-5-acetamido-2-(((2R,3S,4R,5R,6S)-3-(((2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3S,4R,5R,6R)-4,5-dihydroxy-6-(((2S,3R,E)-3-hydroxy-2-((Z)-tetracos-15-enamido)octadec-4-en-1-yl)oxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-5-hydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylate, monoammonium salt
Synonyms
  • C24:1 GM2
  • N-Nervonoyl-(cis-15)-monosialoganglioside GM2
  • N-Selacholeoyl-(cis-15)-monosialoganglioside GM2
  • N-Tetracosenoyl-(cis-15)-monosialoganglioside GM2
Molecular Formula
C73H130N3O26 • NH4
Formula Weight
1483.9
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol:DI Water (2:1:0.1): soluble
SMILES
OC[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)O[C@H]1OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O.[NH4+]
InChi Code
InChI=1S/C73H131N3O26.H3N/c1-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-56(86)76-49(50(83)39-37-35-33-31-29-27-18-16-14-12-10-8-6-2)46-95-70-63(91)62(90)65(54(44-79)97-70)99-71-64(92)68(66(55(45-80)98-71)100-69-58(75-48(4)82)61(89)60(88)53(43-78)96-69)102-73(72(93)94)41-51(84)57(74-47(3)81)67(101-73)59(87)52(85)42-77;/h19-20,37,39,49-55,57-71,77-80,83-85,87-92H,5-18,21-36,38,40-46H2,1-4H3,(H,74,81)(H,75,82)(H,76,86)(H,93,94);1H3/b20-19-,39-37+;/t49-,50+,51-,52+,53+,54+,55+,57+,58+,59+,60-,61+,62+,63+,64+,65+,66-,67+,68+,69-,70+,71-,73-;/m0./s1
InChi Key
UDKRKIRTOPLIFH-BXMWWXCPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

    $285

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    Product Description

    C24:1 Ganglioside GM2 is an endogenous monosialylated ganglioside.1 It is a self-lipid that binds to CD1d in HEK293T cells.2 C24:1 Ganglioside GM2 has been found as a minor ganglioside GM2 species in human brain from a patient with variant B Tay-Sachs disease.1 As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1572]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mauri, L., Valsecchi, M., Casellato, R., et al. Procedure for separation of GM2 ganglioside species with different ceramide structures by a flash reversed-phase silica gel liquid chromatography. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 796(1), 1-10 (2003).

    2. Haig, N.A., Guan, Z., Li, D., et al. Identification of self-lipids presented by CD1c and CD1d proteins. The Journal of Biological Chemisty 286(43), 37692-37701 (2011).