SMB00703
Tetraacetylphytosphingosine
≥98% (HPLC)
Synonym(e):
N-[(1S,2S,3R)-2,3-bis(acetyloxy)-1-[(acetyloxy)methyl]heptadecyl]-acetamide, TAPS
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Alle Fotos(3)
About This Item
Empirische Formel (Hill-System):
C26H47NO7
CAS-Nummer:
Molekulargewicht:
485.65
UNSPSC-Code:
12352211
NACRES:
NA.25
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Qualitätsniveau
Assay
≥98% (HPLC)
Form
solid
mp (Schmelzpunkt)
46 °C
Löslichkeit
ethanol: ≤25 mg/mL
Lipid-Typ
sphingolipids
Lagertemp.
−20°C
Biochem./physiol. Wirkung
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.
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.
Sonstige Hinweise
Due to the low transition temperature of tetraacetylphytosphingosine, the product may be a semi-solid at room temperature.
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
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Studies on the production of sphingolipid bases by the yeast, Hansenula ciferri.
M L Greene et al.
Biochimica et biophysica acta, 98(3), 582-588 (1965-06-01)
H J Kim et al.
Apoptosis : an international journal on programmed cell death, 9(4), 449-456 (2004-06-12)
Inappropriate apoptosis results in the epidermal hyperplasia as in psoriasis and UVB irradiation has been successfully used to treat this kind of skin disorders. Previously, we reported that the novel phytosphingosine derivative, tetraacetyl phytosphingosine (TAPS) induced apoptosis in HaCaT cells.
Yoo Bin Kwon et al.
Experimental dermatology, 16(4), 311-317 (2007-03-16)
In a search for the wound healing accelerators, we found that tetraacetyl-phytosphingosine (TAPS), a sphingolipid metabolite produced by phytosphingosine acetylation, has significant inhibitory potential on healing of rabbit ear wound. As angiogenesis is fundamental to proper wound healing, we examined
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