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| | MICROCYSTIN-LR Basic information |
| Product Name: | MICROCYSTIN-LR | | Synonyms: | 5-l-arginine-cyanoginosinl;5-l-argininecyanoginosinla;MCYST-LR;5-L-ARGININE-MICROCYSTIN LA;CYANOGINOSIN-LR;Cyanoginosin, Fast-death factor;Cyclo[D-Ala-L-Leu-[(3S)-3-methyl-D-βAsp-]-L-Arg-[(2S,3S)-2-methyl-3-[(1E,3E,5S,6S)-3,5-dimethyl-6-methoxy-7-phenyl-1,3-heptadiene-1-yl]-βAla-]-D-γGlu-N-methyl-Dha-];5-L-Arginine-cyanoginosin | | CAS: | 101043-37-2 | | MF: | C49H74N10O12 | | MW: | 995.17 | | EINECS: | 621-323-9 | | Product Categories: | Natural Products | | Mol File: | 101043-37-2.mol |  |
| | MICROCYSTIN-LR Chemical Properties |
| density | 1.29±0.1 g/cm3(Predicted) | | Fp | 11 °C | | storage temp. | −20°C | | solubility | ethanol: 1 mg/mL | | form | solid film | | pka | 3.03±0.70(Predicted) | | color | Off-white | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO, methanol or ethanol may be stored at -20°C for up to 2 months. | | IARC | 2B (Vol. 94) 2010 | | EPA Substance Registry System | Microcystin LR (101043-37-2) |
| | MICROCYSTIN-LR Usage And Synthesis |
| Description | Microcystins are hepatotoxic cyclic heptapeptide toxins produced by cyanobacteria. They are responsible for periodic poisonings of humans and livestock drinking fresh water where the blue-green algae are endemic. Microcystin-LR is a selective inhibitor of protein phosphatase 2A (PP2A) (IC50= 0.04 nM) and will completely inhibit this enzyme without affecting PP1 when used at a concentration of 0.5 nM. The PP1 IC50 is about 1.7 nM. Microcystins are at least 10 times more potent as serine/threonine PP inhibitors than okadaic acid, another microalgal toxin also used for this purpose. | | Definition | ChEBI: Microcystin-LR is a microcystin consisting of D-alanyl, L-leucyl, (3S)-3-methyl-D-beta-aspartyl,L-arginyl, 2S,3S,4E,6E,8S,9S)-3-amino-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyldecanoyl, D-gamma-glutamyl, and 2,3-didehydro-N-methylalanyl residues joined into a 25-membered macrocycle. Produced by the cyanobacterium Microcystis aeruginosa, it is the most studied of the microcystins. It has a role as a bacterial metabolite, an EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor, a xenobiotic and an environmental contaminant. | | Hazard | A poison by ingestion and inhalation.
| | Safety Profile | A poison by ingestion, inhalation,intraperitoneal, and intravenous route. Experimentalreproductive effects. When heated to decomposition itemits toxic vapors of NOx. | | References | 1) Rinehart?et al.?(1988),?Nodularin, microcystin, and the configuration of Adda; J. Am. Chem. Soc.,?110?8557
2) Honkanen?et al. (1990),?Characterization of microcystin-LR, a potent inhibitor of type 1 and type 2A protein phosphatases;?J. Biol. Chem,?265?19401
3) Runnegar?et al.?(1995),?Microcystin uptake and inhibition of protein phosphatases: effects of chemoprotectants and self-inhibition in relation to known hepatic transporters; Toxicol. Appl. Pharmacol.,?134?264 |
| | MICROCYSTIN-LR Preparation Products And Raw materials |
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