A fluorescent analog of long-chain ceramides
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C12 NBD dihydro Ceramide (d18:0/12:0)

Item No. 10008097

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-dodecanamide
CAS Number
474943-05-0
Synonyms
  • NBD Cer(d18:0/12:0)
  • NBD Ceramide (d18:0/12:0)
Molecular Formula
C36H63N5O6
Formula Weight
661.9
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/ml
λmax
229, 333, 465 nm
SMILES
OC[C@H](NC(CCCCCCCCCCCNC1=CC=C([N+]([O-])=O)C2=NON=C12)=O)[C@H](O)CCCCCCCCCCCCCCC
InChi Code
InChI=1S/C36H63N5O6/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-33(43)31(29-42)38-34(44)25-22-19-16-13-11-14-17-20-23-28-37-30-26-27-32(41(45)46)36-35(30)39-47-40-36/h26-27,31,33,37,42-43H,2-25,28-29H2,1H3,(H,38,44)/t31-,33+/m0/s1
InChi Key
STPDREBSVHTICB-CQTOTRCISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $109

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    1 mg

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    5 mg

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    Product Description

    C12 NBD dihydro ceramide is a fluorescent ceramide analog that contains a saturated bond in the C-4/C-5 position of the sphingosine backbone. C-12 NBD ceramide, which contains the C-4/C-5 double bond, is a fluorescent ceramidase substrate that can be used for the measurement of alkaline and neutral ceramidase activity from a variety of sources.1 C12 NBD dihydro ceramide may exhibit reduced activity in ceramidase assays compared to C-12 NBD ceramide. This is based on the observation that saturation of the C-4/C-5 sphingosine bond in C-16-ceramide results in approximately a 10-fold reduction in efficiency as a substrate for rat brain ceramidase compared to the unsaturated substrate.2 However, experimental characterization of C12 NBD dihydro ceramide as a ceramidase substrate needs to be performed.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tani, M., Okino, N., Mitsutake, S., et al. Specific and sensitive assay for alkaline and neutral ceramidases involving C12-NBD-ceramide. J. Biochem. 125(4), 746-749 (1999).

    2. Bawab, S.E., Usta, J., Roddy, P., et al. Substrate specificty of rat brain ceramidase. J. Lipid Res. 43, 141-148 (2002).