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SML0311 Sigma-Aldrich

N,N-Dimethylsphingosine

≥98% (HPLC)

Synonym: (2S,3R,4E)-2-(Dimethylamino)-4-octadecene-1,3-diol, D-Erythro-N,N-Dimethylsphingosine, DMS, Dimethylsphingosine, N,N-Dimethylsphingosine

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, DIG-DY,
Quality Level   100
assay   ≥98% (HPLC)
form   film
color   colorless
storage temp.   −20°C
SMILES string   OC[C@@](N(C)C)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI   1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m0/s1
InChI key   YRXOQXUDKDCXME-YIVRLKKSSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

N,N-Dimethylsphingosine (DMS) is an endogenous metabolite of sphingosine produced in various tissues and tumor cell lines. N,N-Dimethylsphingosine is a potent inhbitor of sphingosine kinase. DMS levels are elevated in the spinal cord, and contributes to allodynia, in a transected-nerve model of neuropathic pain.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety & Documentation

Safety Information

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)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Phosphorylation is a ubiquitous cellular regulatory mechanism that mediates signal transduction pathways, which carry signals from the cell surface to the nucleus or cytoplasm, by altering the activi...
Keywords: Apoptosis, Bioactive small molecules, Cancer, Diseases, Inflammation, Metabolism, Neurodegenerative Diseases, Phosphorylations, Transduction

Peer-Reviewed Papers
15

References

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