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Merck
CN

208851

Calyculin A

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

别名:

Calyculin A, Discodermia calyx

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关于此项目

经验公式(希尔记法):
C50H81N4O15P
化学文摘社编号:
分子量:
1009.17
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
crystalline (powder)
Quality level:
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
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产品名称

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

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

signalword

Danger

Hazard Classifications

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

存储类别

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

法规信息

高风险级别生物产品-Merck

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货号GTIN
208851-10UG04055977219470