SMB00703
Tetraacetylphytosphingosine
≥98% (HPLC)
Sinónimos:
N-[(1S,2S,3R)-2,3-bis(acetyloxy)-1-[(acetyloxy)methyl]heptadecyl]-acetamide, TAPS
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About This Item
Fórmula empírica (notación de Hill):
C26H47NO7
Número de CAS:
Peso molecular:
485.65
UNSPSC Code:
12352211
NACRES:
NA.25
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Quality Level
assay
≥98% (HPLC)
form
solid
mp
46 °C
solubility
ethanol: ≤25 mg/mL
lipid type
sphingolipids
storage temp.
−20°C
Biochem/physiol Actions
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.
Other Notes
Due to the low transition temperature of tetraacetylphytosphingosine, the product may be a semi-solid at room temperature.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Los clientes también vieron
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
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.
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)
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