475815-M

Microcystin-LR, Microcystis aeruginosa

Cyclic heptapeptide toxin isolated from the freshwater cyanobacteria Microcystis aeruginosa.

• Sinonimo/i: Microcystin-LR, Microcystis aeruginosa, MCYST-LR
• Formula empirica (notazione di Hill): C₄₉H₇₄N₁₀O₁₂
• Numero CAS: 101043-37-2
• Peso molecolare: 995.17
• Numero MDL: MFCD01774058
• Codice UNSPSC: 12352200

Proprietà

• Livello qualitativo: 100
• Descrizione: RTECS - GT2810000
• Saggio: ≥95% (HPLC)
• Stato: lyophilized solid
• Produttore/marchio commerciale: Calbiochem^®
• Condizioni di stoccaggio: OK to freeze
• Colore: pale yellow
• Solubilità: methanol: 2 mg/mL; DMSO: 2.5 mg/mL
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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; ZYZCGGRZINLQBL-GWRQVWKTSA-N

Descrizione

Descrizione generale

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.

Azioni biochim/fisiol

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

Attenzione

Toxicity: Highly Toxic (H)

Nota sulla preparazione

Further dilute with aqueous buffer just prior to use.

Ricostituzione

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

Altre note

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.

Note legali

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

Informazioni sulla sicurezza

• Pittogrammi: GHS06
• Avvertenze: Danger
• Indicazioni di pericolo: H300 + H310,H315,H317,H319,H335
• Consigli di prudenza: P261 - P262 - P280 - P301 + P310 - P302 + P352 + P310 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable