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208851

Sigma-Aldrich

Calyculin A

from Discodermia calyx, ≥98% (HPLC), crystalline (powder), protein phosphatases types 1 and 2A inhibitor, Calbiochem

Synonym(s):

Calyculin A, Discodermia calyx

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About This Item

Empirical Formula (Hill Notation):
C50H81N4O15P
CAS Number:
101932-71-2
Molecular Weight:
1009.17
MDL number:
MFCD06795864
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Calyculin A, Discodermia calyx, Calyculin A, CAS 101932-71-2, is a cell-permeable inhibitor of protein phosphatase 2A (IC₅₀ = 0.5-1 nM) and protein phosphatase 1 (PP1; IC₅₀ = 2 nM).

Quality Level

100

Assay

≥98% (HPLC)

form

crystalline (powder)

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

white

solubility

ethanol: 2 mg/mL
DMSO: soluble

shipped in

ambient

storage temp.

−20°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

A cell-permeable inhibitor of protein phosphatase 2A (PP2A; IC50 = 0.5-1 nM) and 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. Also known to prevent γ-radiation induced apoptosis in Burkitt’s lymphoma cell line BM13674. Also available as a 100 µM solution in DMSO (Cat. No. 508226).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
PP2A
Product does not compete with ATP.
Reversible: no
Target IC50: 0.5-1 nM and 2 nM against protein phosphatase 2A (PP2A) and protein phosphatase 1 (PP1)

Packaging

Packaged under inert gas

Warning

Toxicity: Toxic (F)

Reconstitution

Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 12 months at 4°C.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331,H315

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Skin Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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