Molecular structure of Safingol, CAS Number: 15639-50-6
Safingol (CAS 15639-50-6)
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Alternate Names:
L-threo-Dihydrosphingosine
Application:
Safingol is a lyso-sphingolipid protein kinase C inhibitor
CAS Number:
15639-50-6
Molecular Weight:
301.5
Molecular Formula:
C18H39NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Safingol is a lyso-sphingolipid PKC (protein kinase C) inhibitor that competitively interacts at the regulatory phorbol binding domain of PKC. Safingol inhibits enzymatic activity and 3H-phorbol dibutyrate binding of purified rat brain PKC (IC50 = 37.5 muM and 31muM, respectively). Inhibits human PKCalpha, the major overexpressed isoenzyme in MCF-7 DOXR cells (IC50 = 40 muM). Safingol enhances the cytotoxic effect of the chemotherapeutic agent Mitomycin C (MMC) in gastric cancer cells by promoting drug-induced apoptosis. Safingol is an inhibitor of SphK (Sphingosine kinase).
Safingol (CAS 15639-50-6) References
- Metabolism of the unnatural anticancer lipid safingol, L-threo-dihydrosphingosine, in cultured cells. | Dragusin, M., et al. 2003. J Lipid Res. 44: 1772-9. PMID: 12777464
- Induction of endonuclease G-mediated apopotosis in human oral squamous cell carcinoma cells by protein kinase C inhibitor safingol. | Hamada, M., et al. 2006. Apoptosis. 11: 47-56. PMID: 16374540
- Safingol (L-threo-sphinganine) induces autophagy in solid tumor cells through inhibition of PKC and the PI3-kinase pathway. | Coward, J., et al. 2009. Autophagy. 5: 184-93. PMID: 19098447
- Induction of apoptosis of detached oral squamous cell carcinoma cells by safingol. Possible role of Bim, focal adhesion kinase and endonuclease G. | Noda, T., et al. 2009. Apoptosis. 14: 287-97. PMID: 19199036
- The role of protein kinase C in the synergistic interaction of safingol and irinotecan in colon cancer cells. | Ling, LU., et al. 2009. Int J Oncol. 35: 1463-71. PMID: 19885570
- The role of reactive oxygen species and autophagy in safingol-induced cell death. | Ling, LU., et al. 2011. Cell Death Dis. 2: e129. PMID: 21390063
- In vivo efficacy of a novel liposomal formulation of safingol in the treatment of acute myeloid leukemia. | Tan, KB., et al. 2012. J Control Release. 160: 290-8. PMID: 22100388
- Role of reactive oxygen species in the synergistic cytotoxicity of safingol-based combination regimens with conventional chemotherapeutics. | Ling, LU., et al. 2011. Oncol Lett. 2: 905-910. PMID: 22866148
- syn- and enantioselective Henry reactions of aliphatic aldehydes and application to the synthesis of safingol. | Qin, DD., et al. 2013. Chemistry. 19: 16541-4. PMID: 24281803
- Structure-function analysis of lipid substrates and inhibitors of sphingosine kinases. | Adams, DR., et al. 2020. Cell Signal. 76: 109806. PMID: 33035646
- Partial inhibition of multidrug resistance by safingol is independent of modulation of P-glycoprotein substrate activities and correlated with inhibition of protein kinase C. | Sachs, CW., et al. 1995. J Biol Chem. 270: 26639-48. PMID: 7592889
- Potentiation of apoptosis by treatment with the protein kinase C-specific inhibitor safingol in mitomycin C-treated gastric cancer cells. | Schwartz, GK., et al. 1995. J Natl Cancer Inst. 87: 1394-9. PMID: 7658500
- Sex differences in rat hepatic cytolethality of the protein kinase C inhibitor safingol: role of biotransformation. | Carfagna, MA., et al. 1996. Toxicol Appl Pharmacol. 137: 173-81. PMID: 8661342
Inhibitor of:
APHC, N-SMase, Ser/Thr Protein Kinase, and SphK.Activator of:
GD3 Synthase.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Safingol, 1 mg | sc-204258 | 1 mg | $235.00 |