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110145

D-erythro-Sphingosine, N-Acetyl-

Name: D-<i>erythro</i>-Sphingosine, N-Acetyl-
Brand: MM

Biologically active, cell-permeable, non-physiological ceramide analog.

别名:

D-erythro-Sphingosine, N-Acetyl-, C₂ Ceramide

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关于此项目

经验公式（希尔记法）:

C₂₀H₃₉NO₃

化学文摘社编号:

3102-57-6

分子量:

341.53

MDL number:

MFCD07374281

UNSPSC Code:

12352211

NACRES:

NA.77

Assay:

≥98% (TLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze

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属性

Quality Level

100

assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

color

white to off-white

solubility

DMSO: 25 mg/mL, ethanol: 5 mg/mL, methanol: 5 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

N([C@H]([C@H](O)\C=C\CCCCCCCCCCCCC)CO)C(=O)C

InChI

1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m0/s1

InChI key

BLTCBVOJNNKFKC-QUDYQQOWSA-N

说明

General description

Biologically active, cell-permeable, non-physiological ceramide analog. Inhibits cell growth and induces apoptosis in HL-60 cells. Induces intranucleosomal DNA fragmentation. An activator of heterotrimeric protein phosphatase 2A (PP2A). Stimulates a cytosolic serine/threonine protein phosphatase in T9 cells at concentrations as low as 100 nM. Activates stress activated protein kinase (SAPK) in HL-60 human promyelocytic cells.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Inhibits cell growth and induces apoptosis in HL-60 cells

Product does not compete with ATP.

Reversible: no

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 1 month at -20°C. Alcohol stock solutions are stable for <1 week at -20°C.

When diluting into aqueous solution, sonication may be necessary to achieve a uniform suspension.

Other Notes

Westwick, J.K., et al. 1995. J. Biol. Chem.270, 22689.
Cifone, M.G., et al. 1994. J. Exp. Med.180, 1547.
Hannun, Y.A. 1994. J. Biol. Chem. 269, 3125.
Bielawska, A., et al. 1993. J. Biol. Chem.268, 26226.
Obeid, L.M., et al. 1993. Science259, 1769.
Ballou, L.R., et al. 1992. J. Biol. Chem.267, 20044.
Dobrowsky, R.T., and Hannun, Y.A. 1992. J. Biol. Chem.267, 5048.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c