5.08226

Calyculin A, Discodermia calyx

InSolution, ≥98%, 100 µM in DMSO, Cell-permeable protein phosphatase 2A (PP2A) inhibitor

• Synonym(s): InSolution Calyculin A, Discodermia calyx
• Empirical Formula (Hill Notation): C₅₀H₈₁N₄O₁₅P
• CAS Number: 101932-71-2
• Molecular Weight: 1009.17
• MDL number: MFCD06795864
• UNSPSC Code: 12352200

Properties

• 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
• 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

Description

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

Warning

Toxicity: Standard Handling (A)

Physical form

A 100 µM (5 µg/50 µL) sterile-filtered solution of Calyculin A, Discodermia calyx (Cat. No. 208851) in DMSO.

Reconstitution

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

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: 188.6 °F - (refers to pure substance)
• flash_point_c: 87 °C - (refers to pure substance)