An internal standard for the quantification of C18 ganglioside GD3
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C18 Ganglioside GD3-d7 (d18:1/18:0-d7) (ammonium salt, synthetic)

Item No. 43374

Technical Information
Formal Name
(2S,4S,5R,6R)-5-acetamido-6-((1S,2R)-2-(((2S,4S,5R,6R)-5-acetamido-2-carboxylato-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-yl)oxy)-1,3-dihydroxypropyl)-2-(((2S,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6R)-4,5-dihydroxy-6-(((2S,3R,E)-3-hydroxy-2-(octadecanamido-16,16,17,17,18,18,18-d7)octadec-4-en-1-yl)oxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-4-hydroxytetrahydro-2H-pyran-2-carboxylate
Synonyms
  • C18 Disialolactosylceramide-d7
  • Disialosyllactosylceramide-d7
  • N-omega-CD3-Octadecanoyl Disialoganglioside GD3-d7
Molecular Formula
C70H116D7N3O29 • 2NH4
Formula Weight
Purity
≥99% deuterated forms (d1-d7)
Formulation
A solution in methanol
Methanol: Sparingly Soluble: 1-10 mg/mL
SMILES
OC[C@H]1O[C@@H](OC[C@H](NC(CCCCCCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O)[C@H](O)/C=C/CCCCCCCCCCCCC)[C@H](O)[C@@H](O)[C@@H]1O[C@]2([H])O[C@H](CO)[C@H](O)[C@H](O[C@@]3(C([O-])=O)O[C@@H]([C@H](O)[C@H](O[C@@]4(C([O-])=O)O[C@@H]([C@H](O)[C@@H](CO)O)[C@H](NC(C)=O)[C@@H](O)C4)CO)[C@H](NC(C)=O)[C@@H](O)C3)[C@H]2O.[NH4+].[NH4+]
InChi Code
InChI=1S/C70H125N3O29.2H3N/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(84)73-44(45(80)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)41-95-65-59(89)58(88)61(51(40-77)97-65)98-66-60(90)64(56(86)49(38-75)96-66)102-70(68(93)94)36-47(82)54(72-43(4)79)63(101-70)57(87)50(39-76)99-69(67(91)92)35-46(81)53(71-42(3)78)62(100-69)55(85)48(83)37-74;;/h31,33,44-51,53-66,74-77,80-83,85-90H,5-30,32,34-41H2,1-4H3,(H,71,78)(H,72,79)(H,73,84)(H,91,92)(H,93,94);2*1H3/b33-31+;;/t44-,45+,46-,47-,48+,49+,50+,51+,53+,54+,55+,56-,57+,58+,59+,60+,61+,62+,63+,64-,65+,66-,69+,70-;;/m0../s1/i1D3,5D2,7D2;;
InChi Key
VFVCOMSDNRUTEK-OUBAFTSKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    C18 Ganglioside GD3-d7 (d18:1/18:0-d7) is intended for use as an internal standard for the quantification of C18 ganglioside GD3 by GC- or LC-MS. C18 Ganglioside GD3 is a ganglioside containing stearic acid (Item No. 10011298) as the acyl chain. Intratumoral levels of C18 ganglioside GD3 are increased in tissue from patients with anaplastic ganglioglioma compared to levels in peritumoral or non-pathological brain tissue.1 This product is fully synthetic and has no variations in the fatty acyl chain or sphingoid backbone.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fabris, D., Karmelić, I., Muharemović, H., et alGanglioside composition distinguishes anaplastic ganglioglioma tumor tissue from peritumoral brain tissue: Complementary mass spectrometry and thin-layer chromatography evidence. Int. J. Mol. Sci. 22(16), 8844 (2021).