An α-linked glycosphingolipid
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Product Categories

Product Type

Biochemicals
Lipids
Sphingolipids

Research Area

Lipid Biochemistry
Sphingolipids

C16 α-Glucosylceramide (d18:1/16:0) (synthetic)

Item No. 40274

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-1-[(α-D-glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-hexadecanamide
Synonyms
  • α-GluCer(d18:1/16:0)
  • N-ω-CD3-Hexadecanoyl-glucopsychosine
Molecular Formula
C40H77NO8
Formula Weight
700.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Sparingly soluble: 1-10 mg/ml
SMILES
O[C@H]1[C@H](O)[C@@H](CO)O[C@H](OC[C@H](NC(CCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CCCCCCCCCCCCC)[C@@H]1O
InChi Code
InChI=1S/C40H77NO8/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(43)33(32-48-40-39(47)38(46)37(45)35(31-42)49-40)41-36(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,33-35,37-40,42-43,45-47H,3-26,28,30-32H2,1-2H3,(H,41,44)/b29-27+/t33-,34+,35+,37+,38-,39+,40-/m0/s1
InChi Key
VJLLLMIZEJJZTE-PPCZGQGBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $160

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    1 mg

    $304

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    Product Description

    C16 α-Glucosylceramide (d18:1/16:0) is an α-linked glycosphingolipid containing a 16:0 fatty acid chain. It is an α-anomeric analog of the endogenous sphingolipid β-glucosylceramide. α-Linked hexosylceramides are minor endogenous lipids, with certain species capable of activating mammalian invariant natural killer T (iNKT) cells.1,2 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. Brennan, P.J., Tatituri, R.V., Heiss, C., et al. Activation of iNKT cells by a distinct constituent of the endogenous glucosylceramide fraction. Proc. Natl. Acad. Sci. U S A 111(37), 13433-13438 (2014).

    2. Brennan, P.J., Cheng, T.Y., Pellicci, D.G., et al. Structural determination of lipid antigens captured at the CD1d-T-cell receptor interface. Proc. Natl. Acad. Sci. U S A 114(31), 8348-8353 (2017).