SMB00703

Tetraacetylphytosphingosine

≥98% (HPLC)

• 別名: TAPS
• 実験式（ヒル表記法）: C₂₆H₄₇NO₇
• CAS番号: 13018-48-9
• 分子量: 485.65
• UNSPSCコード: 12352211
• NACRES: NA.25

特性

• 品質水準: 200
• アッセイ: ≥98% (HPLC)
• フォーム: solid
• mp: 46 °C
• 溶解性: ethanol: ≤25 mg/mL
• 脂質タイプ: sphingolipids
• 保管温度: −20°C
• SMILES記法: 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
• InChI Key: SGTYQWGEVAMVKB-NXCFDTQHSA-N

詳細

生物化学的／生理学的作用

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.

その他情報

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

安全性情報

• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable