475815-M

Microcystin-LR, Microcystis aeruginosa

Cyclic heptapeptide toxin isolated from the freshwater cyanobacteria Microcystis aeruginosa.

• Sinónimos: Microcystin-LR, Microcystis aeruginosa, MCYST-LR
• Fórmula empírica (notación de Hill): C₄₉H₇₄N₁₀O₁₂
• Número de CAS: 101043-37-2
• Peso molecular: 995.17
• Número MDL: MFCD01774058
• Código UNSPSC: 12352200

Propiedades

• Nivel de calidad: 100
• descripción: RTECS - GT2810000
• Ensayo: ≥95% (HPLC)
• Formulario: lyophilized solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze
• color: pale yellow
• solubilidad: methanol: 2 mg/mL; DMSO: 2.5 mg/mL
• temp. de almacenamiento: −20°C
• cadena SMILES: 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
• Clave InChI: ZYZCGGRZINLQBL-GWRQVWKTSA-N

Descripción

Descripción general

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.

Acciones bioquímicas o fisiológicas

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

Advertencia

Toxicity: Highly Toxic (H)

Nota de preparación

Further dilute with aqueous buffer just prior to use.

Reconstitución

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

Otras notas

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.

Información legal

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

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H300 + H310,H315,H317,H319,H335
• Consejos de prudencia: P261 - P262 - P280 - P301 + P310 - P302 + P352 + P310 - P305 + P351 + P338
• Clasificaciones de peligro: Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable