Tetraacetylphytosphingosine
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- CAS-Nr.
- 13018-48-9
- Englisch Name:
- Tetraacetylphytosphingosine
- Synonyma:
- TETRAACETYLPHYTOSPHINGOSINE;Tetraacetylphytosphingosine >Tetraacetyl-D-ribo-Phytosphingosine;Tetraacetylphytosphingosine >=98% (HPLC);Acetamide, N-[(1S,2S,3R)-2,3-bis(acetyloxy)-1-[(acetyloxy)methyl]heptadecyl]-
- CBNumber:
- CB35550091
- Summenformel:
- C26H47NO7
- Molgewicht:
- 485.65
- MOL-Datei:
- 13018-48-9.mol
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Tetraacetylphytosphingosine Eigenschaften
- Schmelzpunkt:
- 46 °C
- Siedepunkt:
- 594.3±50.0 °C(Predicted)
- Dichte
- 1.021±0.06 g/cm3(Predicted)
- pka
- 14.72±0.46(Predicted)
- InChIKey
- SGTYQWGEVAMVKB-NXCFDTQHSA-N
- SMILES
- C(N[C@@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)CCCCCCCCCCCCCC)(=O)C
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
Tetraacetylphytosphingosine Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
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.
Biologische Aktivität
Tetraacetylphytosphingosine 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.
in vitro
Tetraacetylphytosphingosine (TAPS; 5 μM; 24 h) markedly decreases VEGF-induced chemotactic migration and capillary-like tube formation in HUVEC. It significantly inhibits VEGF-induced proteolytic enzyme production, including MMP-2, urokinase-type plasminogen activator (uPA) and plasminogen activator inhibitor-1 (PAI-1). It also suppresses VEGF-induced phosphorylation of p42/44 extracellular signal-regulated kinase and c-JNK. In addition, Tetraacetylphytosphingosine abolished VEGF-induced intracellular calcium increase. In HaCaT cells, Tetraacetylphytosphingosine co-treatment synergistically increases the level of UVB-induced apoptosis via caspase activation by regulating pro-apoptotic Bax and anti-apoptotic Bcl-2 levels.
Tetraacetylphytosphingosine Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Tetraacetylphytosphingosine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 21)Lieferanten
- Acetamide, N-[(1S,2S,3R)-2,3-bis(acetyloxy)-1-[(acetyloxy)methyl]heptadecyl]-
- Tetraacetylphytosphingosine >=98% (HPLC)
- Tetraacetylphytosphingosine >
- Tetraacetyl-D-ribo-Phytosphingosine
- TETRAACETYLPHYTOSPHINGOSINE
- 13018-48-9
- C26H47NO7
