General description
Cell-permeable protein phosphatase 2A (PP2A) inhibitor (IC50 = 0.5-1.0 nM). Also inhibits protein phosphatase 1 (PP1; IC50 = 2 nM). A non-phorbol ester type tumor promoter that induces oxidative DNA damage. Selectively increases the efficacy of AMPA receptor-mediated synaptic transmission at excitatory synapses. Recently, it has been used to study the regulation of Ca2+-activated K+ channels in smooth muscle and to correlate shape changes in fibroblasts with the degree of protein phosphorylation. Also known to prevent γ-radiation induced apoptosis in Burkitt′s lymphoma cell line BM13674.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
protein phosphatase-2A & -1
Reversible: yes
Target IC50: 0.5-1.0 and 2 nM for PP2A and PP1, respectively
Packaging
Packaged under inert gas
Physical form
A 100 µM (5 µg/50 µL) sterile-filtered solution of Calyculin A, Discodermia calyx (Cat. No. 208851) in DMSO.
Preparation Note
Following initial thaw, aliquot and freeze (-20°C). Aliquots are stable for up to 6 months at -20°C. Use only fresh DMSO for further dilutions.
Other Notes
Murakami, N., et al. 1994. Neurosci. Lett.176, 181.
Takeuchi, T., et al. 1994. Biochem. Biophys. Res. Commun.205, 1803.
Figurov, A., et al. 1993. Eur. J. Neurosci.5, 1083.
Song, Q., and Lavin, M.F. 1993. Biochem. Biophys. Res. Commun.190, 47.
Gopalakrishna, R., et al. 1992. Biochem. Biophys. Res. Commun.189, 950.
Carl, A., et al. 1991. Am. J. Physiol.261, C387.
Suganuma, M., et al. 1990. Cancer Res.50, 3521.
Cohen, P. 1989. Annu. Rev. Biochem.58, 453.
Cohen, P., et al. 1989. J. Biol. Chem.264, 21435.
Ishihara, H., et al. 1989. Biochem. Biophys. Res. Commun.159, 871.
Kato, Y., et al. 1988. J. Org. Chem.53, 3930.
Kato, Y., et al. 1986. J. Am. Chem. Soc.108, 2780.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
| Quality Level | 100 |
| assay | ≥98% (HPLC) |
| form | liquid |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze,avoid repeated freeze/thaw cycles,desiccated (hygroscopic),protect from light |
| storage temp. | −70°C |
| SMILES string | [P](=O)(O[C@H]1[C@H](O[C@]2(O[C@@H]([C@@H]([C@H](C2)O)C)C\C=C\c3nc([o]c3)[C@H](CCNC(=O)[C@@H](O)[C@@H](O)[C@@H](N(C)C)COC)C)C1(C)C)[C@@H](OC)C[C@H](O)[C@H]([C@H](O)[C@H](C)\C=C(/C)\C(=C\C=C\C(=C/C#N)\C)\C)C)(O)O |
| InChI | 1S/C50H81N4O15P/c1-29(20-22-51)16-14-17-30(2)32(4)24-33(5)42(57)35(7)38(55)25-41(65-13)45-46(69-70(61,62)63)49(8,9)50(68-45)26-39(56)34(6)40(67-50)19-15-18-36-27-66-48(53-36)31(3)21-23-52-47(60)44(59)43(58)37(28-64-12)54(10)11/h14-18,20,24,27,31,33-35,37-46,55-59H,19,21,23,25-26,28H2,1-13H3,(H,52,60)(H2,61,62,63)/b16-14+,18-15+,29-20-,30-17+,32-24+/t31-,33+,34+,35+,37-,38-,39-,40+,41-,42+,43-,44-,45+,46-,50-/m0/s1 |
| InChI key | FKAWLXNLHHIHLA-QJLNTFFJSA-N |
