A7191

N-Acetyl-D-sphingosine

≥97% (TLC), powder

• Synonyme(s) : (2S,3R,4E)-2-(Acetylamino)-4-octadecene-1,3-diol, N-Acetoyl-D-erythro-sphingosine, Acetyl ceramide, C2 Ceramide (d18:1/2:0), C₂ ceramide
• Formule empirique (notation de Hill): C₂₀H₃₉NO₃
• Poids moléculaire : 341.53
• Numéro MDL: MFCD00153903
• Code UNSPSC : 12352211
• ID de substance PubChem : 24891187
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: semisynthetic
• Pureté: ≥97% (TLC)
• Forme: powder
• Couleur: white
• Solubilité: DMSO: soluble; ethanol: soluble
• Type de lipide: sphingolipids
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: BLTCBVOJNNKFKC-HEQKZDDYSA-N

Description

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.

Actions biochimiques/physiologiques

Cell-permeable, biologically active ceramide. It induces differentiation and apoptosis in cells and has been shown to activate protein phosphatases.

Notes préparatoires

Prepared from D-sphingosine from bovine brain cerebrosides.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)