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475815-M

Microcystin-LR

Name: Microcystin-LR
Brand: MM

from Microcystis aeruginosa, ≥95% (HPLC), protein phosphatase inhibitor, lyophilized solid

别名:

Microcystin-LR, Microcystis aeruginosa, MCYST-LR

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关于此项目

经验公式（希尔记法）:

C₄₉H₇₄N₁₀O₁₂

化学文摘社编号:

101043-37-2

分子量:

995.17

UNSPSC Code:

12352200

MDL number:

MFCD01774058

Assay:

≥95% (HPLC)

Form:

lyophilized solid

Storage condition:

OK to freeze

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属性

产品名称

Microcystin-LR, Microcystis aeruginosa, Cyclic heptapeptide toxin isolated from the freshwater cyanobacteria Microcystis aeruginosa.

Quality Segment

100

description

RTECS - GT2810000

assay

≥95% (HPLC)

form

lyophilized solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

color

pale yellow

solubility

methanol: 2 mg/mL, DMSO: 2.5 mg/mL

storage temp.

−20°C

SMILES string

N1[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N(C(=C)C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](C1=O)CCCN=C(N)N)C)C(=O)O)CC(C)C)C)C)C(=O)O)C)\C=C\C(=C\[C@@H]([C@@H](OC)Cc2ccccc2)C)\C

InChI

1S/C49H74N10O12/c1-26(2)23-37-46(66)58-40(48(69)70)30(6)42(62)55-35(17-14-22-52-49(50)51)45(65)54-34(19-18-27(3)24-28(4)38(71-10)25-33-15-12-11-13-16-33)29(5)41(61)56-36(47(67)68)20-21-39(60)59(9)32(8)44(64)53-31(7)43(63)57-37/h11-13,15-16,18-19,24,26,28-31,34-38,40H,8,14,17,20-23,25H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,62)(H,56,61)(H,57,63)(H,58,66)(H,67,68)(H,69,70)(H4,50,51,52)/b19-18+,27-24+/t28-,29-,30-,31+,34-,35-,36+,37-,38-,40+/m0/s1

InChI key

ZYZCGGRZINLQBL-GWRQVWKTSA-N

说明

General description

Cyclic heptapeptide toxin isolated from the freshwater cyanobacteria Microcystis aeruginosa. Potent inhibitor of protein phosphatase 1 (PP1) and protein phosphatase 2A (PP2A). Unlike Okadaic Acid (Cat. No. 495604), microcystin-LR is effective on both PP1 (IC₅₀ = 1.7 nM) and PP2A (IC₅₀ = 40 pM). Reacts with phosphatase in a two-step mechanism involving rapid binding and inactivation of the catalytic subunit followed by slower covalent interactions. Has no effect on protein kinases, making it useful for reducing the effect of contaminating phosphatase activities in protein kinase assays. A 2.5 mM (250 µg/100 µl) solution of Microcystin-LR, Microcystis aeruginosa (Cat. No. 475821) in DMSO is also available.

Biochem/physiol Actions

Target IC₅₀: 1.7 nM and 40 pM against PP1 and PP2A, respectively

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C. Unstable at > pH 7.7.

Further dilute with aqueous buffer just prior to use.

Other Notes

Craig, M., et al. 1996. Biochem. Cell Biol. 74, 569.
Nishiwaki, R., et al. 1994. Cancer Lett. 83, 283.
Amick, G.D., et al. 1992. Biochem. J.287, 1019.
Davidson, H.W., et al. 1992. J. Cell Biol.116, 1343.
Nishiwaki-Matsushima, R., et al. 1992. J. Cancer Res. Clin. Oncol. 118, 420.
Cohen, P., et al. 1990. Trends Biochem. Sci.15, 98.
MacKintosh, C., et al. 1990. FEBS Lett.264, 187.
Cohen, P., et al. 1989. FEBS Lett.250, 596.
Carmichael, W.W. 1988. in Handbook of Natural Toxins3: Marine Toxins and Venoms(Tu, A.T., Ed.) p. 121, Decker, New York.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Highly Toxic (H)

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

No data available

flash_point_c