A7191

N-Acetyl-D-Sphingosin

≥97% (TLC), powder

• Synonym(e): (2S,3R,4E)-2-(Acetylamino)-4-octadecen-1,3-diol, N-Acetoyl-D-erythro-sphingosin, Acetylceramid, C2 Ceramid (d18:1/2:0), C₂-Ceramid
• Empirische Formel (Hill-System): C₂₀H₃₉NO₃
• Molekulargewicht: 341.53
• NACRES: NA.77
• PubChem Substance ID: 24891187
• UNSPSC Code: 12352211
• MDL number: MFCD00153903
• Assay: ≥97% (TLC)
• Form: powder

Eigenschaften

• biological source: semisynthetic
• Quality Segment: 200
• assay: ≥97% (TLC)
• form: powder
• color: white
• solubility: DMSO: soluble, ethanol: soluble
• lipid type: sphingolipids
• storage temp.: −20°C
• SMILES string: CCCCCCCCCCCCC\C=C\[C@H](O)[C@@H](CO)NC(C)=O
• InChI: 1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m1/s1
• InChI key: BLTCBVOJNNKFKC-HEQKZDDYSA-N

Beschreibung

Application

N-Acetyl-D-sphingosine is a cell-permeable and biologically active ceramide. N-Acetyl-D-sphingosine induces differentiation and apoptosis in cells. N-Acetyl-D-sphingosine produces concentration-dependent impairment of vasorelaxation in response to the endothelium-dependent agonist acetylcholine in nontransgenic mice.

Biochem/physiol Actions

Zellpermeables, biologisch aktives Ceramid. Es induziert die Differenzierung und Apoptose in Zellen und aktiviert nachgewiesenerweise Proteinphosphatasen.

Preparation Note

Prepared from D-sphingosine from bovine brain cerebrosides.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• PSA (Persönliche Schutzausrüstung): Eyeshields, Gloves, type N95 (US)