A fluorescently tagged sphingolipid
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C6 NBD Galactosylceramide (d18:1/6:0)

Item No. 22830

Technical Information
Formal Name
N-[(1S,2R,3E)-1-[(β-D-galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-hexanamide
CAS Number
170212-26-7
Synonyms
  • N-hexanoyl-NBD-Galactosylceramide
  • C6 NBD Galactosylceramide
  • NBD Galactosylceramide (d18:1/6:0)
  • C6-NBD-GalCer
  • NBD GalCer(d18:1/6:0)
Molecular Formula
C36H59N5O11
Formula Weight
Purity
≥98%
Chloroform:Methanol (5:1): solubleMethanol: soluble
SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC(CCCCCNC1=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/C36H59N5O11/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-28(43)26(24-50-36-35(47)34(46)33(45)29(23-42)51-36)38-30(44)19-16-14-17-22-37-25-20-21-27(41(48)49)32-31(25)39-52-40-32/h15,18,20-21,26,28-29,33-37,42-43,45-47H,2-14,16-17,19,22-24H2,1H3,(H,38,44)/b18-15+/t26-,28+,29+,33-,34-,35+,36+/m0/s1
InChi Key
ZYEQNDHFYIPTAY-LFUFHFQKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    C6 NBD galactosylceramide is a biologically active derivative of galactosylceramide that is tagged with a fluorescent C6 nitrobenzoxadiazole (C6 NBD; Item No. 18871) group.1 C6 NBD galactosylceramide has been used to study intracellular localization and metabolism of galactosylceramide, a sphingolipid whose synthesis is disrupted in Krabbe disease due to a deficiency of galactosylceramide β-galactosidase.1,2,3 As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1621]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lipsky, N.G., and Pagano, R.E. Sphingolipid metabolism in cultured fibroblasts: Microscopic and biochemical studies employing a fluorescent ceramide analogue. Proc. Natl. Acad. Sci. USA 80(9), 2608-2612 (1983).

    2. Kok, J.W., Babia, T., and Hoekstra, D. Sorting of sphingolipids in the endocytic pathway of HT29 cells. J. Cell. Biol. 114(2), 231-239 (1991).

    3. Won, J.S., Kim, J., Paintlia, M.K., et alRole of endogenous psychosine accumulation in oligodendrocytes differentiation and survival: Implication for Krabbe disease. Brain Res. 1508, 44-52 (2013).