An internal standard for the quantification of C16 ganglioside GM3
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C16 Ganglioside GM3-d9 (d18:1/16:0-d9) (ammonium salt, synthetic)

Item No. 39225

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-1-[[[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, monosodium salt
Synonyms
  • C16 GM3-d9
  • N-Hexadecanoyl-d9 (13,13,14,14,15,15,16,16,16)-Monosialoganglioside GM3
Molecular Formula
C57H94D9N2O21 • NH4
Formula Weight
1179.5
Purity
≥99% deuterated forms (d1-d9); ≤1% d0
Formulation
A 1 mg/ml solution in methanol
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@@]2([H])[C@@H]([C@@]([C@H]([C@H](O2)CO)O)([H])O[C@]3(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@@H]([C@H](O)CO)O)O3)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/C57H104N2O21.H3N/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-39(64)38(59-44(67)31-29-27-25-23-21-19-17-15-13-11-9-7-5-2)36-75-54-49(71)48(70)51(43(35-62)77-54)78-55-50(72)53(47(69)42(34-61)76-55)80-57(56(73)74)32-40(65)45(58-37(3)63)52(79-57)46(68)41(66)33-60;/h28,30,38-43,45-55,60-62,64-66,68-72H,4-27,29,31-36H2,1-3H3,(H,58,63)(H,59,67)(H,73,74);1H3/b30-28+;/t38-,39+,40-,41+,42+,43+,45+,46+,47-,48+,49+,50+,51+,52+,53-,54+,55-,57-;/m0./s1/i2D3,5D2,7D2,9D2;
InChi Key
FYYIMEMIXRRCKI-DGSUGHAWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    C16 Ganglioside GM3-d9 (d18:1/16:0-d9) is intended for use as an internal standard for the quantification of C16 ganglioside GM3 by GC- or LC-MS. C16 Ganglioside GM3 (d18:1/16:0) is a monosialylated ganglioside. It has been found in human fetal frontal lobe tissue isolated in the 27th gestational week but not in human fetal anencephalic residual brain tissue isolated in the 28th gestational week.1 C16 Ganglioside GM3 (d18:1/16:0) is higher in the serum of patients with visceral fat accumulation (VFA) and patients with VFA and dyslipidemia compared to healthy lean control subjects.2 Serum levels of C16 ganglioside GM3 (d18:1/16:0) are inversely correlated with erythrocyte counts in patients with hematological diseases, including patients with lymphoid neoplasms.3This product is fully synthetic and has no variations in the fatty acyl chain or sphingoid backbone. It is intended for use as an analytical standard for the quantification of [C16 ganglioside GM3] by mass spectrometry.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Almeida, R., Mosoarca, C., Chirita, M., et al. Coupling of fully automated chip-based electrospray ionization to high-capacity ion trap mass spectrometer for ganglioside analysis. Anal. Biochem. 378(1), 43-52 (2008).

    2. Veillon, L., Go, S., Matsuyama, W., et al. Identification of ganglioside GM3 molecular species in human serum associated with risk factors of metabolic syndrome. PLoS One 10(6), e0129645 (2015).

    3. Nishikawa, M., Kurano, M., Nitta, T., et al. Serum GM3(d18:1-16:0) and GM3(d18:1-24:1) levels may be associated with lymphoma: An exploratory study with haematological diseases. Sci. Rep. 9(1), 6308 (2019).