A sphingolipid
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Ganglioside GD1b (bovine) (ammonium salt)

Item No. 31708

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
ganglioside GD1b, diammonium salt
CAS Number
19553-76-5
Synonyms
  • Disialoganglioside GD1b
  • Ganglioside C1
  • Ganglioside G2
Molecular Formula
C84H146N4O39 • 2NH4 (for stearoyl)
Formula Weight
1872.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
CHCl3/MeOH/H2O (2:1:0.1): solubleChloroform:Methanol:DI Water (2:1:0.1): solubleWater: forms micellar solution
SMILES
OC[C@H]([C@H]([C@]1([C@H](NC(C)=O)[C@@H](O)C[C@@](C([O-])=O)(O[C@@H]2[C@@H](O)[C@H](O[C@H]3[C@@H]([C@H]([C@@H](O[C@@H]3CO)OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC([R])=O)O)O)O[C@@H]([C@@H]2O[C@@H]4O[C@@H]([C@@H]([C@@H]([C@H]4NC(C)=O)O[C@@H]5O[C@@H]([C@@H]([C@@H]([C@H]5O)O)O)CO)O)CO)CO)O1)[H])O)O[C@]6(C([O-])=O)C[C@H](O)[C@@H](NC(C)=O)[C@@]([C@H](O)[C@H](O)CO)([H])O6.[NH4+].[NH4+]
InChi Code
InChI=1S/C84H148N4O39.2H3N/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-58(102)88-48(49(98)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2)44-116-78-69(110)67(108)71(56(42-93)119-78)121-80-70(111)76(72(57(43-94)120-80)122-77-61(87-47(5)97)73(64(105)54(40-91)117-77)123-79-68(109)66(107)63(104)53(39-90)118-79)127-84(82(114)115)37-51(100)60(86-46(4)96)75(126-84)65(106)55(41-92)124-83(81(112)113)36-50(99)59(85-45(3)95)74(125-83)62(103)52(101)38-89;;/h32,34,48-57,59-80,89-94,98-101,103-111H,6-31,33,35-44H2,1-5H3,(H,85,95)(H,86,96)(H,87,97)(H,88,102)(H,112,113)(H,114,115);2*1H3/b34-32+;;/t48-,49+,50-,51-,52+,53+,54+,55+,56+,57+,59+,60+,61+,62+,63-,64-,65+,66-,67+,68+,69+,70+,71+,72-,73+,74+,75+,76+,77-,78+,79-,80-,83+,84-;;/m0../s1
InChi Key
DUBNVGIEAKWVFE-CSDJVHJJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ganglioside GD1b is an acidic glycosphingolipid that contains two sialic acid residues linked to an inner galactose unit. It is a component of plasma membranes where it packs densely with cholesterol to form lipid microdomains that modulate both intra- and intercellular signaling events.1 The concentration of ganglioside GD1b in human brain increases with age, constituting 7.85% of total sialic acid in the brain of 0- to 10-year-old subjects and 20.29% in 11- to 30-year-old subjects.2 Ganglioside GD1b levels are positively correlated with pilocytic astrocytoma tumor grade, and GD1b has been detected in various other gliomas, including primitive neuroectodermal tumors, glioblastomas, and anaplastic astrocytomas.3 This product contains ganglioside GD1b molecular species with primarily C18:0 fatty acyl chain lengths. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1501]

    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. Riboni, L., Sonnino, S., Acquotti, D., et al. Natural occurrence of ganglioside lactones. Isolation and characterization of GD1b inner ester from adult human brain. The Journal of Biological Chemisty 261(18), 8514-8519 (1986).

    3. Comas, T.C., Tai, T., Kimmel, D., et al. Immunohistochemical staining for ganglioside GD1b as a diagnostic and prognostic marker for primary human brain tumors. Neuro Oncol. 1(4), 261-267 (1999).