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General description
A cell-permeable and reversible cytotoxic agent that shows selective cytocidal activity against neoplastic cells and virally transformed cells. Selectively inhibits phosphatidylinositol-specific phospholipase C (PI-PLC, IC50 = 9.6 µM) but does not inhibit phosphatidylcholine-specific PLC or PLD. Promotes apoptosis in mitogen-activated, but not resting, T lymphocytes in a dose- and time-dependent manner. Also promotes rapid and selective apoptosis in human leukemic cells.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
PI-PLC
Product does not compete with ATP.
Reversible: yes
Target IC50: 9.6 µM against phosphatidylinositol-specific phospholipase C (PI-PLC)
Preparation Note
Following reconstitution in ethanol, aliquot and freeze (-20°C). Ethanol stock solutions are stable for up to 3 months at -20°C. Unstable in aqueous solution; reconstitute just prior to use.
Other Notes
Harguindey, J., et al. 2000. Apoptosis5, 87.
Cabaner, C., et al. 1999. Br. J. Pharmacol. 127, 813.
Powis, G., and Phil, D. 1994. Cancer Metastasis Rev.13, 91.
Helfman, D., et al. 1993. Cancer Res. 53, 2955.
Mollinedo, F., et al. 1993. Biochem. Biophys. Res. Commun. 192, 603.
Powis, G., et al. 1992. Cancer Res.52, 2835.
Oishi, K., et al. 1988. Biochem. Biophys. Res. Commun.157, 1000.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Material may form micelles in aqueous stock solutions, which may affect experimental results.
Toxicity: Carcinogenic / Teratogenic (D)
| Quality Segment | 100 |
| description | RTECS - YK0718000 |
| assay | ≥95% (TLC) |
| form | solid |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze |
| color | white |
| solubility | DMSO: 5 mg/mL,ethanol: 5 mg/mL,chloroform: 50 mg/mL,water: soluble |
| shipped in | ambient |
| storage temp. | −20°C |
| SMILES string | [P](=O)([O-])(OCC[N+](C)(C)C)OCC(OC)COCCCCCCCCCCCCCCCCCC |
| InChI | 1S/C27H58NO6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4/h27H,6-26H2,1-5H3 |
| InChI key | MHFRGQHAERHWKZ-UHFFFAOYSA-N |
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¥ 2573.97
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¥ 2617.87
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¥ 2307.00
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¥ 1196.14
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¥ 5014.59
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¥ 5061.38
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¥ 787.34
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¥ 8072.66
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¥ 15537.49
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¥ 39676.71
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¥ 200318.99
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