Molecular structure of DL-erythro-Dihydrosphingosine, CAS Number: 3102-56-5
DL-erythro-Dihydrosphingosine (CAS 3102-56-5)
Alternate Names:
DL-erythro-1,3-Dihydroxy-2-aminooctadecane; DL-erythro-2-Amino-1,3-octadecanediol; DL-Sphinganine
Application:
DL-erythro-Dihydrosphingosine is an inhibitor of PKC and PLA2
CAS Number:
3102-56-5
Molecular Weight:
301.51
Molecular Formula:
C18H39NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
Dihydro-D-erythro-Sphingosine is a compound that acts as a protein kinase C (PKC) inhibitor, with an IC50 value of 2-4 µM. It plays a role in ceramide biosynthesis and mitogenesis and exhibits activity in vitro. Dihydro-D-erythro-Sphingosine serves as a precursor for ceramide and sphingosine and is also utilized as a substrate by sphingosine kinases, which produce sphinganine-1-phosphate. Notably, sphinganine levels experience a significant increase in response to certain mycotoxins including fumonisins. Dihydro-D-erythro-Sphingosine functions as an inhibitor for PKC, while also blocking phospholipases A2 (PLA2) and the precursor of D-sphingosine.
DL-erythro-Dihydrosphingosine (CAS 3102-56-5) References
- New methods for determining the enantiomeric purity of erythro -sphingosine. | Li, S., et al. 1999. J Lipid Res. 40: 764-72. PMID: 10191301
- Determination of sphinganine, sphingosine and Sa/So ratio in urine of humans exposed to dietary fumonisin B1. | Qiu, M. and Liu, X. 2001. Food Addit Contam. 18: 263-9. PMID: 11304035
- Cycloserine and threo-dihydrosphingosine inhibit TNF-alpha-induced cytotoxicity: evidence for the importance of de novo ceramide synthesis in TNF-alpha signaling. | Meyer, SG. and de Groot, H. 2003. Biochim Biophys Acta. 1643: 1-4. PMID: 14654222
- Sphingosine activation of protein kinases in Jurkat T cells. In vitro phosphorylation of endogenous protein substrates and specificity of action. | Pushkareva MYu, ., et al. 1992. J Biol Chem. 267: 15246-51. PMID: 1634554
- Sphingolipid synthesis as a target for chemotherapy against malaria parasites. | Lauer, SA., et al. 1995. Proc Natl Acad Sci U S A. 92: 9181-5. PMID: 7568097
- Serine palmitoyltransferase is the primary target of a sphingosine-like immunosuppressant, ISP-1/myriocin. | Miyake, Y., et al. 1995. Biochem Biophys Res Commun. 211: 396-403. PMID: 7794249
- Stereospecificity of sphingosine-induced intracellular calcium mobilization and cellular proliferation. | Olivera, A., et al. 1994. J Biol Chem. 269: 17924-30. PMID: 8027049
- Role of ceramide in mitogenesis induced by exogenous sphingoid bases. | Hauser, JM., et al. 1994. J Biol Chem. 269: 6803-9. PMID: 8120042
- Selectivity of ceramide-mediated biology. Lack of activity of erythro-dihydroceramide. | Bielawska, A., et al. 1993. J Biol Chem. 268: 26226-32. PMID: 8253743
- Structural studies of lipid fibers formed by sphingosine. | Archibald, DD. and Mann, S. 1993. Biochim Biophys Acta. 1166: 154-62. PMID: 8443231
- Stereospecific induction of apoptosis in U937 cells by N-octanoyl-sphingosine stereoisomers and N-octyl-sphingosine. The ceramide amide group is not required for apoptosis. | Karasavvas, N., et al. 1996. Eur J Biochem. 236: 729-37. PMID: 8612651
- Rapid method to determine sphinganine/sphingosine in human and animal urine as a biomarker for fumonisin exposure. | Solfrizzo, M., et al. 1997. J Chromatogr B Biomed Sci Appl. 692: 87-93. PMID: 9187387
- Selectivity of sphingosine-induced apoptosis. Lack of activity of DL-erythyro-dihydrosphingosine. | Sakakura, C., et al. 1998. Biochem Biophys Res Commun. 246: 827-30. PMID: 9618297
Inhibitor of:
PKC, and Ser/Thr Protein Kinase.Activator of:
Desmuslin.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
DL-erythro-Dihydrosphingosine, 10 mg | sc-203018 | 10 mg | $161.00 | |||
DL-erythro-Dihydrosphingosine, 100 mg | sc-203018A | 100 mg | $1046.00 |