Identification | Back Directory | [Name]
MICROCYSTIN-LR | [CAS]
101043-37-2 | [Synonyms]
MC-LR C05371 MCYST-LR akerstox toxin-lr microcystin-a MICROCYSTIN-LR CYANOGINOSIN-LR Microcystin LR 95% TOXIN,BLUE-GREENALGA CYANOGINOSIN-LR;MC-LR microcystin-lr solution 5-L-Arginine-cyanoginosin 5-l-arginine-cyanoginosinl 5-l-argininecyanoginosinla microcystisaeruginosatoxin 5-L-ARGININE-MICROCYSTIN LA toxini(microcystisaeruginosa) toxint17(microcystisaeruginosa) Cyanoginosin, Fast-death factor MICROCYSTIN-LR, MICROCYSTIS AERUGINOSA toxin,bluegreenalga,microcystisaeruginosa microcystin lr from microcystis aeruginosa Microcystin LR Solution in Methanol,10μg/mL Microcystin-LR solution 10 UG/ML IN METHANOL Microcystin-LR solution,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-] cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-(3S)-3-methyl-D-β-aspartyl-L-arginyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-γ-glutamyl cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-(3S)-3-methyl-D-β-aspartyl-L-arginyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-γ-glutamyl] (5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-guanidinopropyl)-8-isobutyl-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl)-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxy (5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-guanidinopropyl)-8-isobutyl-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl)-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid | [EINECS(EC#)]
621-323-9 | [Molecular Formula]
C49H74N10O12 | [MDL Number]
MFCD00131607 | [MOL File]
101043-37-2.mol | [Molecular Weight]
995.17 |
Chemical Properties | Back Directory | [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) |
Hazard Information | Back Directory | [Hazard]
A poison by ingestion and inhalation.
| [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. | [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 |
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Spectrum Chemical Manufacturing Corp.
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BOC Sciences
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