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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

C-12 NBD Ceramide

Cayman Chemical Item Number 10007958

N-C12-NBD-D-erythro-Sphingosine (CAS 202850-01-9)

C-12 NBD Ceramide (CAS 202850-01-9)

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Description

Ceramidase catalyzes the hydrolysis of the N-acyl linkage between the fatty acid and sphingosine base in ceramide to produce sphingosine and a free fatty acid. Three isoforms of ceramidases (acid, neutral, and alkaline) have been characterized based on differences in their catalytic pH optimum.1,2 C-12 NBD ceramide is a long-chain fluorescent ceramide analog that can be used for the measurement of alkaline and neutral ceramidase activity.3 It is hydrolyzed efficiently by alkaline ceramidase from P. aeruginosa and by neutral ceramidase from mouse liver. In addition, alkaline and neutral ceramidases from a variety of mammalian cell lines also hydrolyze C-12 NBD ceramide. Acid ceramidase does not appear to utilize C-12 NBD ceramide as a substrate. The possibility exists for C-12 NBD ceramide to also be applied to the measurement of ceramide kinase and/or sphingomyelin synthase activity.

1 Tani, M., Okino, N., Mori, K., et al. Molecular cloning of the full-length cDNA encoding mouse neutral ceramidase. A novel but highly conserved gene family of neutral/alkaline ceramidases. J Biol Chem 275(15) 11229-11234 (2000).

2 Ferlinz, K., Kopal, G., Bernardo, K., et al. Human acid ceramidase. Processing, glycosylation, and lysosomal targeting. J Biol Chem 276 (38) 35352-35360 (2001).

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

Synonyms
  • N-C12-NBD-D-erythro-Sphingosine
Formal Name N-​[(1S,​2R,​3E)-​2-​hydroxy-​1-​(hydroxymethyl)-​3-​heptadecen-​1-​yl]-​12-​[(7-​nitro-​2,​1,​3-​benzoxadiazol-​4-​yl)amino]-​dodecanamide
CAS Number 202850-01-9
Molecular Formula C36H61N5O6
Formula Weight 659.9
Formulation A solution in chloroform
Purity >98%
λmax 242, 337, 477 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCC[C@H]​(O)​[C@@H]​(CO)​NC(CCCCCCCCCCCNC1=CC=C([N+]​([O-]​)​=O)​C2=NON=C12)​=O

Background Reading

Tani, M., Okino, N., Mori, K., et al. Molecular cloning of the full-length cDNA encoding mouse neutral ceramidase. A novel but highly conserved gene family of neutral/alkaline ceramidases. J Biol Chem 275(15) 11229-11234 (2000).

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

Ferlinz, K., Kopal, G., Bernardo, K., et al. Human acid ceramidase. Processing, glycosylation, and lysosomal targeting. J Biol Chem 276 (38) 35352-35360 (2001).
Size Price Quantity Subtotal
1 mg $145.00 $0.00
5 mg $653.00 $0.00
10 mg $1,160.00 $0.00
25 mg $2,538.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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