An internal standard for the quantification of C16 ganglioside GM2
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C16 Ganglioside GM2-d9 (d18:1/16:0-d9) (ammonium salt)

Item No. 31196

Technical Information
Formal Name
N-[(1S,2R,3E)-1-[[[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
2750534-90-6
Synonyms
  • C16 GM2-d9
  • N-CD9-Palmitoyl-GM2
  • N-Hexadecanoyl-d9 (13,13,14,14,15,15,16,16,16)-Monosialoganglioside GM2
  • N-Palmitoyl Monosialoganglioside GM2-d9
Molecular Formula
C65H107D9N3O26 • NH4
Formula Weight
Purity
≥99% deuterated forms (d1-d9)
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@@]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)O)CO)([H])O[C@]4(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@@H]([C@H](O)CO)O)O4)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/C65H117N3O26.H3N/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-42(75)41(68-48(78)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2)38-87-62-55(83)54(82)57(46(36-71)89-62)91-63-56(84)60(58(47(37-72)90-63)92-61-50(67-40(4)74)53(81)52(80)45(35-70)88-61)94-65(64(85)86)33-43(76)49(66-39(3)73)59(93-65)51(79)44(77)34-69;/h29,31,41-47,49-63,69-72,75-77,79-84H,5-28,30,32-38H2,1-4H3,(H,66,73)(H,67,74)(H,68,78)(H,85,86);1H3/b31-29+;/t41-,42+,43-,44+,45+,46+,47+,49+,50+,51+,52-,53+,54+,55+,56+,57+,58-,59+,60+,61-,62+,63-,65-;/m0./s1/i2D3,6D2,8D2,10D2;
InChi Key
ATYJPKZGOMSDRP-JEDKBNADSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    C16 Ganglioside GM2-d9 (d18:1/16:0-d9) is intended for use as an internal standard for the quantification of C16 ganglioside GM2 by GC- or LC-MS. C16 Ganglioside GM2 (d18:1/16:0) is a monosialated ganglioside.1 It has been found in A2780 ovarian carcinoma cells, as well as purified ganglioside mixtures extracted from healthy postmortem and hemangioma-bearing human frontal lobe cortical tissue.1,2 As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 2058]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schiopu, C., Flangea, C., Capitan, F., et alDetermination of ganglioside composition and structure in human brain hemangioma by chip-based nanoelectrospray ionization tandem mass spectrometry. Anal. Bioanal. Chem. 395(8), 2465-2477 (2009).

    2. Valsecchi, M., Aureli, M., Mauri, L., et alSphingolipidomics of A2780 human ovarian carcinoma cells treated with synthetic retinoids. J. Lipid Res. 51(7), 1832-1840 (2010).