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208851

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
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD06795864
Assay:
≥98% (HPLC)
Form:
crystalline (powder)
Quality level:
100
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
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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

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

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

Preparation Note

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

Disclaimer

Toxicity: Toxic (F)

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pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Deleterious substance

pdsc

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
208851-10UGCN04055977219470