An internal standard for the quantification of C24:1 ganglioside GM1
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C24:1 Ganglioside GM1-d18 (d18:1/24:1-d18) (ammonium salt)

Item No. 42982

Technical Information
Formal Name
(2S,4S,5R,6R)-5-acetamido-2-(((2R,3S,4R,5R,6S)-3-(((2S,3R,4R,5R,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)-4-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)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-16,17,17,18,18,19,19,20,20,21,21,22,22,23,23,24,24,24-d18)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 GM1-d18
  • N-Nervonoyl Monosialoganglioside GM1-d18
  • N-Selacholeoyl Monosialoganglioside GM1-d18
  • N-omega-CD18-Tetracosenoyl-(cis-15)-monosialoganglioside GM1
  • N-ω-CD18-Tetracosenoyl-(cis-15)-monosialoganglioside GM1
Molecular Formula
C79H122D18N3O31 • NH4
Formula Weight
Purity
≥99% deuterated forms (d1-d18)
Formulation
A solid
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[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)CO)O[C@]5(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@@]([C@@H]([C@H](O)CO)O)([H])O5)O)O[C@H]1OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC(CCCCCCCCCCCCC/C=C([2H])\C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O.[NH4+]
InChi Code
InChI=1S/C79H141N3O31.H3N/c1-5-7-9-11-13-15-17-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-58(93)82-50(51(90)39-37-35-33-31-29-27-18-16-14-12-10-8-6-2)47-104-75-67(100)65(98)69(56(45-86)107-75)109-77-68(101)73(113-79(78(102)103)41-52(91)59(80-48(3)88)72(112-79)61(94)53(92)42-83)70(57(46-87)108-77)110-74-60(81-49(4)89)71(63(96)55(44-85)105-74)111-76-66(99)64(97)62(95)54(43-84)106-76;/h19-20,37,39,50-57,59-77,83-87,90-92,94-101H,5-18,21-36,38,40-47H2,1-4H3,(H,80,88)(H,81,89)(H,82,93)(H,102,103);1H3/b20-19-,39-37+;/t50-,51+,52-,53+,54+,55+,56+,57+,59+,60+,61+,62-,63-,64-,65+,66+,67+,68+,69+,70-,71+,72+,73+,74-,75+,76-,77-,79-;/m0./s1/i1D3,5D2,7D2,9D2,11D2,13D2,15D2,17D2,19D;
InChi Key
BKWMULTXLWBUBP-MMCBKEOSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    C24:1 Ganglioside GM1-d18 is intended for use as an internal standard for the quantification of C24:1 ganglioside GM1 (Item No. 42981) by GC- or LC-MS. Ganglioside GM1 is a monosialylated ganglioside and the prototypic ganglioside for those containing one sialic acid residue.1,2 C24:1 Ganglioside GM1 is a monosialylated ganglioside that contains nervonic acid (Item No. 13940). As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1571]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kolter, T. Ganglioside biochemistry. ISRN Biochem. 506160 (2012).

    2. Mocchetti, I. Exogenous gangliosides, neuronal plasticity and repair, and the neurotrophins. Cell Mol. Life Sci. 62(19-20), 2283-2294 (2005).