产品名称
四乙酰植物鞘氨醇, ≥98% (HPLC)
SMILES string
N([C@H]([C@H](OC(=O)C)[C@H](OC(=O)C)CCCCCCCCCCCCCC)COC(=O)C)C(=O)C
InChI key
SGTYQWGEVAMVKB-NXCFDTQHSA-N
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
assay
≥98% (HPLC)
form
solid
mp
46 °C
solubility
ethanol: ≤25 mg/mL
lipid type
sphingolipids
storage temp.
−20°C
Quality Level
Biochem/physiol Actions
四乙酰植物鞘氨醇（TAPS）是由 Wickerhamomyces ciferrii （也称为 Hansenula ciferrii）产生的一种鞘脂代谢物。 它通过抑制有丝分裂原激活的蛋白激酶（MAPK）途径和细胞内钙增加而发挥抑制血管生成的作用。因此，建议将 TAPS 作为与血管生成有关的疾病（例如关节炎、癌症和牛皮癣）的潜在治疗方法。
研究发现 TAPS 可诱导 HaCaT 人角质形成细胞凋亡。此外，已证明 TAPS 通过调节 HaCaT 细胞中促凋亡 Bax 和抗凋亡 Bcl-2 的水平，通过激活胱天蛋白酶协同增加 UVB 诱导的凋亡。
研究发现 TAPS 可诱导 HaCaT 人角质形成细胞凋亡。此外，已证明 TAPS 通过调节 HaCaT 细胞中促凋亡 Bax 和抗凋亡 Bcl-2 的水平，通过激活胱天蛋白酶协同增加 UVB 诱导的凋亡。
Other Notes
由于四乙酰植物鞘氨醇的转变温度较低，该产品在室温下可能为半固体。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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)
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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