An internal standard for the quantification of C16 lactosylceramide
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Unlabeled Version(s)
24352C16 Lactosylceramide (d18:1/16:0)
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C16 Lactosylceramide-d3 (d18:1/16:0-d3)

Item No. 24625

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-1-[[(4-O-β-D-galactopyranosyl-β-D-glucopyranosyl)oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]-hexadecanamide-d3
Synonyms
  • C16 Lactosyl(β) Ceramide-d3 (d18:1/16:0-d3)
  • LacCer(d18:1/16:0-d3)
  • Lactosylceramide-d3 (d18:1/16:0-d3)
  • N-ω-CD3-Hexadecanoyl-lactosylceramide
  • N-Hexadecanoyl Lactosylceramide-d3
Molecular Formula
C46H84D3NO13
Formula Weight
865.2
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol:Water (5:1:0.1): soluble
SMILES
O[C@H]1[C@H](O[C@]2([H])O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](CO)O[C@@H](OC[C@H](NC(CCCCCCCCCCCCCCC([2H])([2H])[2H])=O)[C@H](O)/C=C/CCCCCCCCCCCCC)[C@@H]1O
InChi Code
InChI=1S/C46H87NO13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-35(50)34(47-38(51)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-45-43(56)41(54)44(37(32-49)59-45)60-46-42(55)40(53)39(52)36(31-48)58-46/h27,29,34-37,39-46,48-50,52-56H,3-26,28,30-33H2,1-2H3,(H,47,51)/b29-27+/t34-,35+,36+,37+,39-,40-,41+,42+,43+,44+,45+,46-/m0/s1/i2D3
InChi Key
HLIJNIKSBCIDGO-CWONEMGQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $614

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    Product Description

    C16 Lactosylceramide-d3 (d18:1/16:0-d3) is intended for use as an internal standard for the quantification of C16 lactosylceramide (Item No. 24352) by GC- or LC-MS. C16 Lactosylceramide is an endogenous bioactive sphingolipid.1 It forms membrane microdomains with Lyn kinase and the αi subunits of inhibitory G protein-coupled receptors (GPCRs), suggesting a role in cell signaling. Plasma levels of C16 lactosylceramide are elevated in insulin-resistant cattle.2 C16 Lactosylceramide is also upregulated in a mouse model of Niemann-Pick type C1 disease, a neurodegenerative cholesterol-sphingolipid lysosomal storage disorder.3 As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1534]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Iwabuchi, K., Nakayama, H., Oizumi, A., et al. Role of ceramide from glycosphingolipids and its metabolites in immunological and inflammatory responses in humans. Mediators Inflamm. 2015, 120748 (2015).

    2. Rico, J.E., Bandaru, V.V., Dorskind, J.M., et al. Plasma ceramides are elevated in overweight Holstein dairy cows experiencing greater lipolysis and insulin resistance during the transition from late pregnancy to early lactation. J. Dairy Sci. 98(11), 7757-7770 (2015).

    3. Praggastis, M., Tortelli, B., Zhang, J., et al. A murine Niemann-Pick C1 I1061T knock-in model recapitulates the pathological features of the most prevalent human disease allele. J. Neurosci. 35(21), 8091-8106 (2015).