C18 Ganglioside GM2-d7 (d18:1/18:0-d7) (ammonium salt, synthetic)

C18 Ganglioside GM2-d7 (d18:1/18:0-d7) is intended for use as an internal standard for the quantification of C18 ganglioside GM2 by GC- or LC-MS. C18 Ganglioside GM2 is a monosialylated ganglioside found in the mammalian brain where it is localized to the cell membrane. It accumulates in Tay-Sachs and Sandhoff disease, which are neurodegenerative disorders characterized by deficiency of lysosomal beta-hexosaminidase A and B, respectively. Ganglioside GM2 disrupts the function of immune cells and, when used at a concentration of 25 µM, increases migration and invasion of SK-RC-45 cells with no effect on proliferation. This 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 C18 ganglioside GM2 by GC-MS.Formal Name: (2S,4S,5R,6R)-5-acetamido-2-(((2R,3S,4R,5R,6S)-3-(((2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((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)-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: C18 GM2-d7, Monosialoganglioside GM2-d7, N-omega-CD7-Octadecanoyl monosialoganglioside GM2, N-Stearoyl Monosialoganglioside GM2-d7. Molecular Formula: C67H113D7N3O26 . NH4. Formula Weight: 1408.8. Purity: >99% deuterated forms (d1-d7). Formulation: (Request formulation change), A solution in methanol. Solubility: Methanol: 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(CCCCCCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O.[NH4+]. InChi Code: InChI=1S/C67H121N3O26.H3N/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-50(80)70-43(44(77)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-89-64-57(85)56(84)59(48(38-73)91-64)93-65-58(86)62(60(49(39-74)92-65)94-63-52(69-42(4)76)55(83)54(82)47(37-72)90-63)96-67(66(87)88)35-45(78)51(68-41(3)75)61(95-67)53(81)46(79)36-71,/h31,33,43-49,51-65,71-74,77-79,81-86H,5-30,32,34-40H2,1-4H3,(H,68,75)(H,69,76)(H,70,80)(H,87,88),1H3/b33-31+,/t43-,44+,45-,46+,47+,48+,49+,51+,52+,53+,54-,55+,56+,57+,58+,59+,60-,61+,62+,63-,64+,65-,67-,/m0./s1/i1D3,5D2,7D2,. InChi Key: OUYSNHGGXMUSJO-WHQUDGAJSA-N.