| Identification | Back Directory | [Name]
MICROCYSTIN LA | [CAS]
96180-79-9 | [Synonyms]
toxinbe4
cyanoginosin-la
Microcystin-leucine-alanine
DIAQQISRBBDJIM-DRSCAGMXSA-N
Toxin be 4 (microcystis aeruginosa) | [Molecular Formula]
C46H67N7O12 | [MDL Number]
MFCD32693968 | [MOL File]
96180-79-9.mol | [Molecular Weight]
910.064 |
| Safety Data | Back Directory | [Hazard Codes ]
T+ | [Risk Statements ]
26/27/28-36/37/38-43 | [Safety Statements ]
26-36/37/39-45 | [RIDADR ]
UN 2811 6.1/PG 1
| [WGK Germany ]
3
| [RTECS ]
GT2805000
| [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 2 Oral
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3 |
| Hazard Information | Back Directory | [Description]
Microcystins are hepatotoxic cyclic heptapeptide toxins produced by cyanobacteria. They are responsible for periodic poisonings of humans and livestock following consumption of freshwater in areas where the blue-green algae are endemic. The toxicity of microcystins is initiated by the inhibition of the catalytic activity of protein phosphatase (PP) 1 and PP2A. Microcystin-LA differs from the major microcystin variant LR with the substitution of alanine in place of the arginine. It inhibits both PP1C and PP2A with an IC50 value of 0.3 nM. | [Uses]
Microcystin LA from algae has been used as a standard for liquid chromatography/mass spectrometry (LCMS) for toxin analysis. | [Definition]
ChEBI: Microcystin la is a peptide. | [General Description]
Microcystin is a small, monocyclic peptide, composed of seven amino acids connected via peptide bonds. It is a cyanotoxin with hepatotoxic and tumor promoting properties. Several algal genera like Anabaena, Aphanizomenon, Microcystis and Planktothrix produce microcystin. Microcystin has four congeners namely, -LR, -LA, -YR and -RR. | [Biochem/physiol Actions]
Microcystin LA inhibits protein phosphatase type 2A and protein phosphatase type 3 more potently than protein phosphatase type 1 (order of potency PP2A > PP3 > PP1). Induces neutrophil-activating chemokines and extracellular reactive oxygen species, possible mechanisms of its hepatotoxic effects. | [References]
[1] J B AGGEN. The design, synthesis, and biological evaluation of analogues of the serine-threonine protein phosphatase 1 and 2A selective inhibitor microcystin LA: rational modifications imparting PP1 selectivity.[J]. Bioorganic & Medicinal Chemistry, 1999, 7 3: 543-564. DOI: 10.1016/s0968-0896(98)00254-5
[2] NEIL CHERNOFF. Dose-Response Study of Microcystin Congeners MCLA, MCLR, MCLY, MCRR, and MCYR Administered Orally to Mice.[J]. ACS Applied Electronic Materials, 2021. DOI: 10.3390/toxins13020086
[3] MOURAD SKAFI . Occurrence of microcystins, anabaenopeptins and other cyanotoxins in fish from a freshwater wildlife reserve impacted by harmful cyanobacterial blooms[J]. Toxicon, 2021, 194: Pages 44-52. DOI: 10.1016/j.toxicon.2021.02.004 |
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