SML0311

N,N-Dimethylsphingosine

≥98% (HPLC)

• Synonym(e): N,N-Dimethylsphingosine, (2S,3R,4E)-2-(Dimethylamino)-4-octadecene-1,3-diol, D-Erythro-N,N-Dimethylsphingosine, DMS, Dimethylsphingosine
• Empirische Formel (Hill-System): C₂₀H₄₁NO₂
• CAS-Nummer: 119567-63-4
• Molekulargewicht: 327.55
• MDL-Nummer: MFCD02259309
• UNSPSC-Code: 12352211
• PubChem Substanz-ID: 329825316
• NACRES: NA.77

Eigenschaften

• Assay: ≥98% (HPLC)
• Form: film
• Farbe: colorless
• Lagertemp.: −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
• InChIKey: YRXOQXUDKDCXME-YIVRLKKSSA-N

Beschreibung

Anwendung

N,N-Dimethylsphingosine has been used as an internal standard in liquid chromatography with tandem mass spectrometry (LC-MS-MS) for psychosine quantification in fibroblasts from twitcher (TWI) and wild type mice. It has also been used as an inhibitor of sphingosine kinase (SphK) to investigate the role of SphK in enhancing lipopolysaccharide (LPS)-mediated chemokine expression.

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable