γ-amanitin
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γ-Amanitin ('''gamma-Amanitin') is a cyclic peptide of eight amino acids. It is an amatoxin, a group of toxins isolated from and found in several members of the mushroom genus Amanita, one being the death cap (Amanita phalloides) as well as the destroying angel, a complex of similar species, principally A. virosa and A. bisporigera''. The compound is highly toxic, inhibits RNA polymerase II, disrupts synthesis of mRNA, and can be fatal.
Wikidata facts
- Mass
- 902.359253
Show 3 more facts
- chemical formula
- C₃₉H₅₄N₁₀O₁₃S
- canonical SMILES
- CCC(C)C1C(=O)NCC(=O)NC2CS(=O)C3=C(CC(C(=O)NCC(=O)N1)NC(=O)C(NC(=O)C4CC(CN4C(=O)C(NC2=O)CC(=O)N)O)C(C)C(C)O)C5=C(N3)C=C(C=C5)O
- isomeric SMILES
- CC[C@H](C)[C@H]1C(=O)NCC(=O)N[C@H]2CS(=O)C3=C(C[C@@H](C(=O)NCC(=O)N1)NC(=O)[C@@H](NC(=O)[C@@H]4C[C@H](CN4C(=O)[C@@H](NC2=O)CC(=O)N)O)[C@@H](C)[C@H](C)O)C5=C(N3)C=C(C=C5)O
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Encyclopedic overview
3 sectionsContents
- Toxicity
- See also
- References
γ-Amanitin ('''gamma-Amanitin') is a cyclic peptide of eight amino acids. It is an amatoxin, a group of toxins isolated from and found in several members of the mushroom genus Amanita, one being the death cap (Amanita phalloides) as well as the destroying angel, a complex of similar species, principally A. virosa and A. bisporigera''. The compound is highly toxic, inhibits RNA polymerase II, disrupts synthesis of mRNA, and can be fatal.
== Toxicity == Amatoxins selectively inhibit Eukaryotic RNA polymerase II by tightly to the enzyme and severely inhibits translocation along the DNA template; thus the synthesis of mRNA and proteins stops. Amatoxin consumption is characterized by a long asymptomatic period of a few hours (up to a day or more) followed by quick physiological decline due to acute hepatic and tubular necrosis. γ-Amanitin has been found to have similar levels of toxicity to other amatoxins such as α-Amanitin.
Excerpted from Wikipedia’s “γ-amanitin” article, available under the CC BY-SA 4.0 licence.