An internal standard for the quantification of C16 ganglioside GM1
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Unlabeled Version(s)
42979C16 Ganglioside GM1 (d18:1/16:0) (ammonium salt)
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C16 Ganglioside GM1-d9 (d18:1/16:0-d9) (ammonium salt)

Item No. 31195

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-1-[[[O-β-D-galactopyranosyl-(1→3)-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-glucopyranosyl]oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]-hexadecanamide-13,13,14,14,15,15,16,16,16-d9, monoammonium salt
CAS Number
2750534-76-8
Synonyms
  • C16 GM1-d9
  • N-Hexadecanoyl-d9 (13,13,14,14,15,15,16,16,16)-monosialoganglioside GM1
Molecular Formula
C71H117D9N3O31 • NH4
Formula Weight
1544.9
Purity
≥99% deuterated forms (d1-d9)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol:DI water (2:1:0.2): Soluble
SMILES
OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@@]2([H])[C@@H]([C@@]([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)O)CO)([H])O[C@]5(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@@H]([C@H](O)CO)O)O5)O)O[C@H]1OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC(CCCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O.[NH4+]
InChi Code
InChI=1S/C71H127N3O31.H3N/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-43(82)42(74-50(85)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2)39-96-67-59(92)57(90)61(48(37-78)99-67)101-69-60(93)65(105-71(70(94)95)33-44(83)51(72-40(3)80)64(104-71)53(86)45(84)34-75)62(49(38-79)100-69)102-66-52(73-41(4)81)63(55(88)47(36-77)97-66)103-68-58(91)56(89)54(87)46(35-76)98-68;/h29,31,42-49,51-69,75-79,82-84,86-93H,5-28,30,32-39H2,1-4H3,(H,72,80)(H,73,81)(H,74,85)(H,94,95);1H3/b31-29+;/t42-,43+,44-,45+,46+,47+,48+,49+,51+,52+,53+,54-,55-,56-,57+,58+,59+,60+,61+,62-,63+,64+,65+,66-,67+,68-,69-,71-;/m0./s1/i2D3,6D2,8D2,10D2;
InChi Key
OFWYHKUQPDSNFP-KNPCIXJJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $929

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    Product Description

    C16 Ganglioside GM1-d9 (d18:1/16:0-d9) is intended for use as an internal standard for the quantification of C16 ganglioside GM1 by GC- or LC-MS. Ganglioside GM1 is a monosialylated ganglioside and the prototypic ganglioside for those containing one sialic acid residue.1,2 C16 Ganglioside GM1 (d18:1/16:0) is a monosialylated ganglioside that contains a 16-carbon saturated acyl chain. It has been found in the brain of wild-type mice and mice lacking the gene for α-N-acetylneuraminide α-2,8-sialyltransferase (St8sia1null) but not those lacking the gene for β-1,4-N-acetylgalactosaminyltransferase 1 (B4galnt1null).3 As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 2057]

    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).

    3. Mlinac, K., Fabris, D., Vukelić, Ž., et al. Structural analysis of brain ganglioside acetylation patterns in mice with altered ganglioside biosynthesis. Carbohydr. Res. 382, 1-8 (2013).