A sphingolipid
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Ganglioside GQ1b (porcine) (ammonium salt)

Item No. 31562

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
68652-37-9
Molecular Formula
C106H178N6O55 • 4NH4 (for stearoyl)
Formula Weight
2416.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol:Water (2:1:0.1): soluble
SMILES
O=C([O-])[C@]1(C[C@@H]([C@H]([C@@]([H])(O1)[C@H](O)[C@@H](CO)O[C@@]2(C[C@@H]([C@H]([C@@]([H])(O2)[C@H](O)[C@H](O)CO)NC(C)=O)O)C([O-])=O)NC(C)=O)O)O[C@H]3[C@H]([C@H](O[C@H]([C@@H]3O)O[C@@H]4[C@H](O[C@H]([C@@H]([C@H]4O)O)OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)NC([R])=O)CO)CO)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O[C@@]7(C[C@@H]([C@H]([C@@]([H])(O7)[C@H](O)[C@@H](CO)O[C@@]8(C[C@@H]([C@H]([C@@]([H])(O8)[C@H](O)[C@H](O)CO)NC(C)=O)O)C([O-])=O)NC(C)=O)O)C([O-])=O)O)NC(C)=O.[NH4+].[NH4+].[NH4+].[NH4+]
InChi Code
InChI=1S/C106H182N6O55.4H3N/c1-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-70(133)112-56(57(126)36-34-32-30-28-26-24-21-19-17-15-13-11-9-2)50-152-96-83(141)82(140)86(68(48-119)155-96)157-98-85(143)94(167-106(102(150)151)41-61(130)74(110-54(6)124)92(165-106)81(139)67(47-118)161-104(100(146)147)39-59(128)72(108-52(4)122)90(163-104)77(135)63(132)43-114)87(69(49-120)156-98)158-95-75(111-55(7)125)88(78(136)64(44-115)153-95)159-97-84(142)93(79(137)65(45-116)154-97)166-105(101(148)149)40-60(129)73(109-53(5)123)91(164-105)80(138)66(46-117)160-103(99(144)145)38-58(127)71(107-51(3)121)89(162-103)76(134)62(131)42-113;;;;/h34,36,56-69,71-98,113-120,126-132,134-143H,8-33,35,37-50H2,1-7H3,(H,107,121)(H,108,122)(H,109,123)(H,110,124)(H,111,125)(H,112,133)(H,144,145)(H,146,147)(H,148,149)(H,150,151);4*1H3/b36-34+;;;;/t56-,57+,58-,59-,60-,61-,62+,63+,64+,65+,66+,67+,68+,69+,71+,72+,73+,74+,75+,76+,77+,78-,79-,80+,81+,82+,83+,84+,85+,86+,87-,88+,89+,90+,91+,92+,93-,94+,95-,96+,97-,98-,103+,104+,105-,106-;;;;/m0..../s1
InChi Key
AXJNQSYPMOITPA-JURXONBXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

    $156

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    $1,169

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    Product Description

    Ganglioside GQ1b is a tetrasialoganglioside that contains two sialic acid residues linked to an inner galactose unit. It stimulates phosphorylation of several ecto-type protein kinase substrates on the surface of GOTO human neuroblastoma cells when used at a concentration of 5 nM.1 Ganglioside GQ1b promotes differentiation of murine embryonic stem cells (mESCs) to neuronal precursor and glial cells via activation of the ERK1/2 pathway.2 It also induces differentiation of murine keratinocytes through phosphoinositide turnover.3 This product contains ganglioside GQ1b 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. 1549]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tsuji, S., Yamashita, T., and Nagai, Y. A novel, carbohydrate signal-mediated cell surface protein phosphorylation: Ganglioside GQ1b stimulates ecto-protein kinase activity on the cell surface of a human neuroblastoma cell line, GOTO. The Journal of Biological Chemisty 104(4), 498-503 (1988).

    2. Kwak, D.H., Jin, J.W., Ryu, J.S., et al. Regulatory roles of ganglioside GQ1b in neuronal cell differentiation of mouse embryonic stem cells. BMB Rep. 44(12), 799-804 (2011).

    3. Yada, Y., Okano, Y., and Nozawa, Y. Ganglioside GQ1b-induced terminal differentiation in cultured mouse keratinocytes. Phosphoinositide turnover forms the onset signal. Biochem. J. 279(Pt 3), 665-670 (1991).