M4194
Microcystin LA from algae
cyanotoxin
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About This Item
Empirical Formula (Hill Notation):
C46H67N7O12
CAS Number:
Molecular Weight:
910.06
UNSPSC Code:
12352202
NACRES:
NA.77
MDL number:
biological source
microbial (Microcystis aerguinosa)
assay
≥95% (HPLC)
form
solid
solubility
methanol: 2 mg/mL, ethanol: soluble
storage temp.
−20°C
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.
Application
Microcystin LA from algae has been used as a standard for liquid chromatography/mass spectrometry (LCMS) for toxin analysis.
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).
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.
signalword
Danger
Hazard Classifications
Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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An overview of the accumulation of microcystins in aquatic ecosystems
Pham TL and Utsumi M
Journal of Environmental Management, 213, 520e529-520e529 (2018)
Widespread anatoxin-a detection in benthic cyanobacterial mats throughout a river network
Bouma-Gregson K, et al.
PLoS ONE, 13(5), e0197669-e0197669 (2018)
Prabha Painuly et al.
Tetrahedron Letters, 29, 11-14 (1988)
A review of microcystin detections in estuarine and marine waters: environmental implications and human health risk
Preece EP, et al.
Harmful Algae, 61, 31-45 (2017)
R E Honkanen et al.
The Journal of biological chemistry, 265(32), 19401-19404 (1990-11-15)
The level of protein phosphorylation is dependent on the relative activities of both protein kinases and protein phosphatases. By comparison with protein kinases, however, there have been considerably fewer studies on the functions of serine/threonine protein phosphatases. This is partly
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