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C2 Dihydroceramide (CAS 13031-64-6)

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Alternate Names:
D-erythro-N-Acetylsphinganine
Application:
C2 Dihydroceramide is a fatty acid that may be applied as a negative control for C2 Ceramide
CAS Number:
13031-64-6
Molecular Weight:
343.54
Molecular Formula:
C20H41NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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C2 Dihydroceramide is an important sphingolipid molecule that plays a key role in maintaining the structural and functional integrity of cell membranes. It is a metabolite of sphingomyelin, and is synthesized from the breakdown of sphingomyelin by the enzyme sphingomyelinase. It is involved in a number of physiological and biochemical processes, including signal transduction, cell proliferation and differentiation, apoptosis, and inflammation. It may act to have anti-inflammatory, anti-apoptotic, and anti-proliferative effects. C2 Dihydroceramide plays a role in regulating the activity of certain proteins, such as sphingosine kinase, ceramide synthase, and sphingomyelinase, as well as certain transcription factors, such as NF-κB and AP-1. This compound may be applied as a negative control for C2 Ceramide.


C2 Dihydroceramide (CAS 13031-64-6) References

  1. Induction of the manganese superoxide dismutase gene by sphingomyelinase and ceramide.  |  Pahan, K., et al. 1999. J Neurochem. 73: 513-20. PMID: 10428046
  2. Ceramide increases steroid hormone production in MA-10 Leydig cells.  |  Kwun, C., et al. 1999. Steroids. 64: 499-509. PMID: 10493594
  3. Ceramide induces cell death in the human prostatic carcinoma cell lines PC3 and DU145 but does not seem to be involved in Fas-mediated apoptosis.  |  Gewies, A., et al. 2000. Lab Invest. 80: 671-6. PMID: 10830777
  4. Ceramide induces cytochrome c release from isolated mitochondria.  |  Richter, C. and Ghafourifar, P. 1999. Biochem Soc Symp. 66: 27-31. PMID: 10989654
  5. Ceramide mediates insulin resistance by tumor necrosis factor-alpha in brown adipocytes by maintaining Akt in an inactive dephosphorylated state.  |  Teruel, T., et al. 2001. Diabetes. 50: 2563-71. PMID: 11679435
  6. Ceramide enhances acrosomal exocytosis triggered by calcium and the calcium ionophore A23187 in boar spermatozoa.  |  Murase, T., et al. 2004. J Reprod Dev. 50: 667-74. PMID: 15647619
  7. Leptin-induced suppression of cardiomyocyte contraction is amplified by ceramide.  |  Ren, J. and Relling, DP. 2006. Peptides. 27: 1415-9. PMID: 16387389
  8. Ceramide structural features required to stimulate ABCA1-mediated cholesterol efflux to apolipoprotein A-I.  |  Ghering, AB. and Davidson, WS. 2006. J Lipid Res. 47: 2781-8. PMID: 16990644
  9. N-acetylsphingosine (C2-ceramide) inhibited neutrophil superoxide formation and calcium influx.  |  Wong, K., et al. 1995. J Biol Chem. 270: 3056-62. PMID: 7852386
  10. Selectivity of ceramide-mediated biology. Lack of activity of erythro-dihydroceramide.  |  Bielawska, A., et al. 1993. J Biol Chem. 268: 26226-32. PMID: 8253743
  11. Ceramide-mediated growth inhibition and CAPP are conserved in Saccharomyces cerevisiae.  |  Fishbein, JD., et al. 1993. J Biol Chem. 268: 9255-61. PMID: 8387486
  12. Programmed cell death induced by ceramide.  |  Obeid, LM., et al. 1993. Science. 259: 1769-71. PMID: 8456305
  13. Ceramide induces apoptosis in cultured mesencephalic neurons.  |  Brugg, B., et al. 1996. J Neurochem. 66: 733-9. PMID: 8592146
  14. C2-ceramide and C6-ceramide inhibited priming for enhanced release of superoxide in monocytes, but had no effect on the killing of leukaemic cells by monocytes.  |  Nakabo, Y. and Pabst, MJ. 1997. Immunology. 90: 477-82. PMID: 9176098
  15. Membrane-destabilizing properties of C2-ceramide may be responsible for its ability to inhibit platelet aggregation.  |  Simon, CG. and Gear, AR. 1998. Biochemistry. 37: 2059-69. PMID: 9485333

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

C2 Dihydroceramide, 5 mg

sc-210988
5 mg
$97.00