Microcystin-LR
Sign in to saveMicrocystin-LR (MC-LR) is a toxin produced by cyanobacteria. It is the most toxic of the microcystins.
Wikidata facts
- Mass
- 994.548767808
Show 6 more facts
- found in taxon
- Anabaena
- canonical SMILES
- CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
- isomeric SMILES
- C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
- chemical formula
- C₄₉H₇₄N₁₀O₁₂
- subject has role
- enzyme inhibitor
- Commons category
- Microcystin-LR
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Encyclopedic overview
26 sectionsContents
- Structure
- Biosynthesis
- Mechanism of toxicity
- Effects
- Human poisonings
- Short-term effects
- Long-term effects
- Animal effects
- Exposure Routes
- Disposition and metabolism
- Disposition
- Metabolism
- Toxicity
- Acute subacute toxicity
- Repeated oral administration
- Carcinogenicity
- Microcystin alone
- Interaction with tumors
- ''In vivo'' animal experiments
- Developmental effects
- Genotoxicity
- ''In vitro'' studies
- Biodegradation
- History
- References
- External links
Microcystin-LR (MC-LR) is a toxin produced by cyanobacteria. It is the most toxic of the microcystins.
==Structure== Microcystins are cyclic heptapeptides. The seven amino acids that are involved in the structure of a microcystin include the unique amino acids ADDA and D-β-methyl-isoaspartate (D-β-Me-isoAsp). Furthermore, microcystins contain two variable residues, which make the differentiation between variants of microcystins. These two variable functionalities are always standard proteinogenic amino acids - In microcystin-LR these are leucine and arginine.
Excerpted from Wikipedia’s “Microcystin-LR” article, available under the CC BY-SA 4.0 licence.