A fluorescently tagged sphingolipid
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C12 NBD Galactosylceramide (d18:1/12:0)

Item No. 22851

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R,3E)-1-[(β-D-galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-dodecanamide
CAS Number
474942-98-8
Synonyms
  • N-Dodecanoyl-NBD-Galactosylceramide
  • C12 NBD Galactosylceramide
  • NBD Galactosylceramide (d18:1/12:0)
  • C12-NBD GalCer
  • NBD GalCer(d18:1/12:0)
Molecular Formula
C42H71N5O11
Formula Weight
822.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol (2:1): soluble
SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC(CCCCCCCCCCCNC1=CC=C([N+]([O-])=O)C2=NON=C12)=O)CO[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O
InChi Code
InChI=1S/C42H71N5O11/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-34(49)32(30-56-42-41(53)40(52)39(51)35(29-48)57-42)44-36(50)25-22-19-16-13-11-14-17-20-23-28-43-31-26-27-33(47(54)55)38-37(31)45-58-46-38/h21,24,26-27,32,34-35,39-43,48-49,51-53H,2-20,22-23,25,28-30H2,1H3,(H,44,50)/b24-21+/t32-,34+,35+,39-,40-,41+,42+/m0/s1
InChi Key
OCDSLZRKFZYMMN-VKVPAIOESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

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    Product Description

    C12 NBD galactosylceramide is a biologically active derivative of galactosylceramide that is tagged with a fluorescent C12 nitrobenzoxadiazole (C12 NBD) group.1 C12 NBD galactosylceramide has been used as an internal standard to detect products of C12 NBD ceramide glycosylation. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1633]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Turáková, K., Pavlíková, L., Messingerová, L., et al. Reduced UDP-glucose levels are associated with P-glycoprotein over-expression in L1210 cells and limit glucosylceramide synthase activity. Anticancer Res. 35(5), 2627-2634 (2015).

    Product Citations

    Li, Y., Xu, Y., Benitez, B.A., et al. Genetic ablation of acid ceramidase in Krabbe disease confirms the psychosine hypothesis and identifies a new therapeutic target. Proc. Natl. Acad. Sci. USA 116(40), 20097-20103 (2019).