A biologically active, fluorescent analog of ceramide
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C6 NBD Ceramide (d18:1/6:0)

Item No. 62527

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[7-(4-nitrobenzo-2-oxa-1,3-diazole)]-6-aminocaproyl-D-erythro-sphingosine
CAS Number
94885-02-6
Synonyms
  • C6 NBD Ceramide
  • NBD Cer(18:1/2:0)
  • NBD Ceramide (d18:1/6:0)
  • N-C6-NBD-D-erythro-Sphingosine
Molecular Formula
C30H49N5O6
Formula Weight
575.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:1): 500 µg/mlDMSO: 10 mg/mlEthanol: 5 mg/ml
λmax
229, 333, 465 nm
SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC(CCCCCN(C1=CC=C([N+]([O-])=O)C2=NON=C12)[H])=O)CO
InChi Code
InChI=1S/C30H49N5O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-27(37)25(23-36)32-28(38)19-16-14-17-22-31-24-20-21-26(35(39)40)30-29(24)33-41-34-30/h15,18,20-21,25,27,31,36-37H,2-14,16-17,19,22-23H2,1H3,(H,32,38)/b18-15+/t25-,27+/m0/s1
InChi Key
HZIRBXILQRLFIK-VPZZKNKNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $108

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    5 mg

    $432

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    10 mg

    $755

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    Product Description

    C6 NBD ceramide is a biologically active fluorescent analog of short chain, membrane-permeable ceramides.1 It is as effective as C6 ceramide in the inhibition of viral glycoprotein transport through the Golgi.1 C6 NBD ceramide has been used as a fluorescent substrate for the activity of UDP-glucose:ceramide glucosyltransferase and to demonstrate the translocation of glucocerebroside and sphingomyelin from the Golgi to the plasma membrane.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rosenwald, A.G., and Pagano, R.E. Inhibition of glycoprotein traffic through the secretory pathway by ceramide. The Journal of Biological Chemisty 268(7), 4577-4579 (1993).

    2. Paul, P., Kamisaka, Y., Marks, D.L., et al. Purification and characterization of UDP-glucose: Ceramide glucosyltransferase from rat liver Golgi membranes. The Journal of Biological Chemisty 271(4), 2287-2293 (1996).

    3. Lipsky, N.G., and Pagano, R.E. Intracellular translocation of fluorescent sphingolipids in cultured fibroblasts: Endogenously synthesized sphingomyelin and glucocerebroside analogues pass through the Golgi apparatus en route to the plasma membrane. J. Cell Biol. 100(1), 27-34 (1985).