A globotetraosylceramide lacking the fatty acyl group
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Lyso-globotetraosylceramide (d18:1)

Item No. 29134

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-((2S,3R,4R,5R,6R)-2-(((2R,3R,4S,5S,6R)-2-(((2R,3R,4R,5R,6S)-6-(((2R,3S,4R,5R,6R)-6-(((2S,3R,E)-2-amino-3-hydroxyoctadec-4-en-1-yl)oxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide
Synonyms
  • lyso-Globoside
Molecular Formula
C44H80N2O22
Formula Weight
989.1
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@@H]1[C@H]([C@@H](O[C@H](CO)[C@@H]1O)O[C@@H]2[C@H]([C@H](O[C@H](CO)[C@@H]2O)O[C@H]3[C@H](O[C@H]([C@H](O)[C@H]3O)O[C@@H]4[C@H](O[C@H]([C@H](O)[C@H]4O)OC[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)N)CO)CO)O)NC(C)=O
InChi Code
InChI=1S/C44H80N2O22/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24(52)23(45)21-61-42-35(58)33(56)38(27(19-49)64-42)66-43-36(59)34(57)39(28(20-50)65-43)67-44-37(60)40(31(54)26(18-48)63-44)68-41-29(46-22(2)51)32(55)30(53)25(17-47)62-41/h15-16,23-44,47-50,52-60H,3-14,17-21,45H2,1-2H3,(H,46,51)/b16-15+/t23-,24+,25+,26+,27+,28+,29+,30-,31-,32+,33+,34+,35+,36+,37+,38+,39-,40-,41-,42+,43-,44+/m0/s1
InChi Key
GKLWBWQLQGVPSV-JGPNDWKISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $662

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    Product Description

    Lyso-globotetraosylceramide is a form of globotetraosylceramide (Gb4) lacking the fatty acyl group. It binds to the Shiga-like toxin pig verotoxin of edema disease (VTE) in a glycolipid binding assay.1 Lyso-globotetraosylceramide is acylated to stearic acid (Item No. 10011298) via a condensation reaction mediated by sphingolipid ceramide N-deacylase to form a ceramide.2 As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1541]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. DeGrandis, S., Law, H., Brunton, J., et al. Globotetraosylceramide is recognized by the pig edema disease toxin. The Journal of Biological Chemisty 264(21), 12520-12525 (1989).

    2. Kita, K., Kurita, T., and Ito, M. Characterization of the reversible nature of the reaction catalyzed by sphingolipid ceramide N-deacylase. A novel form of reverse hydrolysis reaction. Eur. J. Biochem. 268(3), 592-602 (2001).