SMB00703

Tetraacetylphytosphingosine

≥98% (HPLC)

• Sinonimo/i: N-[(1S,2S,3R)-2,3-bis(acetyloxy)-1-[(acetyloxy)methyl]heptadecyl]-acetamide, TAPS
• Formula empirica (notazione di Hill): C₂₆H₄₇NO₇
• Numero CAS: 13018-48-9
• Peso molecolare: 485.65
• Codice UNSPSC: 12352211
• NACRES: NA.25

Proprietà

• Livello qualitativo: 200
• Saggio: ≥98% (HPLC)
• Stato: solid
• Punto di fusione: 46 °C
• Solubilità: ethanol: ≤25 mg/mL
• Tipo di lipide: sphingolipids
• Temperatura di conservazione: −20°C
• Stringa SMILE: N([C@H]([C@H](OC(=O)C)[C@H](OC(=O)C)CCCCCCCCCCCCCC)COC(=O)C)C(=O)C
• InChI: 1S/C26H47NO7/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-25(33-22(4)30)26(34-23(5)31)24(27-20(2)28)19-32-21(3)29/h24-26H,6-19H2,1-5H3,(H,27,28)/t24-,25+,26-/m0/s1; SGTYQWGEVAMVKB-NXCFDTQHSA-N

Descrizione

Azioni biochim/fisiol

Tetraacetylphytosphingosine (TAPS) is a sphingolipid metabolite produced by Wickerhamomyces ciferrii (also known as Hansenula ciferrii). It exerts an inhibitory action on angiogenesis through inhibition of the mitogen-activated protein kinase (MAPK) pathway and intracellular calcium increase. Therefore, TAPS was suggested as a potential treatment for angiogenesis related disorders such as arthritis, cancer and psoriasis.

TAPS was found to induce apoptosis in HaCaT human keratinocyte cells. In addition, it was demonstrated that TAPS synergistically increases UVB-induced apoptosis via caspase activation by regulating the level of pro-apoptotic Bax and anti-apoptotic Bcl-2 in HaCaT cells.

Altre note

Due to the low transition temperature of tetraacetylphytosphingosine, the product may be a semi-solid at room temperature.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable