EMAIL THIS PAGE TO A FRIEND
S7049 Sigma-Aldrich

D-Sphingosine

synthetic

Synonym: (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol, 4-Sphingenine, trans-D-erythro-2-Amino-4-octadecene-1,3-diol

  • CAS Number 123-78-4

  • Empirical Formula (Hill Notation) C18H37NO2

  • Molecular Weight 299.49

  •  Beilstein/REAXYS Number 1727294

  •  EC Number 204-651-3

  •  MDL number MFCD00036751

  •  PubChem Substance ID 24899729

  •  NACRES NA.77

Purchase

Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
biological source   synthetic
assay   ≥98% (TLC)
form   powder
mp   74.2-78.1 °C
solubility   chloroform: complete 20 mg/mL, clear, colorless
storage temp.   −20°C
SMILES string   OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI   1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1
InChI key   WWUZIQQURGPMPG-KRWOKUGFSA-N
Gene Information   rat ... Prkca(24680)

Description

Application

The effects of D-Sphingosine, synthetic, on germination activity was studied in the fungus Nomuraea rileyi.8

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

A constituent of cell membranes. Precursor of ceramide. Selective inhibitor of protein kinase C, but does not inhibit protein kinase A or myosin light chain kinase. Inhibitor of calmodulin-dependent enzymes.

Natural isomer of sphingosine

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number
Protocols & Articles

Articles

HPLC Separation of D-sphingosine and related compounds on Ascentis® Express C18

From our library of Articles, Sigma-Aldrich presents HPLC Separation of D-sphingosine and related compounds on Ascentis® Express C18
Keywords: Chromatography, High performance liquid chromatography, Mass spectrometry, Separation

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?