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5.08226

Sigma-Aldrich

Calyculin A, Discodermia calyx

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

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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
NACRES:
NA.77

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

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

188.6 °F - (refers to pure substance)

Flash Point(C)

87 °C - (refers to pure substance)

Certificates of Analysis (COA)

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