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SMB00703 Sigma-Aldrich

Tetraacetylphytosphingosine

≥98% (HPLC)

Synonym: N-[(1S,2S,3R)-2,3-bis(acetyloxy)-1-[(acetyloxy)methyl]heptadecyl]-acetamide, TAPS

  • CAS Number 13018-48-9

  • Empirical Formula (Hill Notation) C26H47NO7

  • Molecular Weight 485.65

  •  NACRES NA.25

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Properties

Related Categories Cell Biology, Metabolic Pathways, Metabolomics, Nutrition Research, Other Biochemical,
Quality Level   200
assay   ≥98% (HPLC)
form   solid
mp   46 °C
solubility   ethanol: ≤25 mg/mL
storage temp.   −20°C

Description

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.

Other Notes

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

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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