Amaninamide

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search
Amaninamide
Amaninamide structure.png
Amaninamide with tube model.png
Names
Other names
4-(2-mercapto-L-tryptophan)-alpha-Amanitin
Identifiers
3D model (JSmol)
ChemSpider
Properties
C39H54N10O13S
Molar mass 902.97 g/mol
Appearance Colorless, crystalline solid
Soluble
Solubility in ethanol, methanol Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☑Y verify (what is ☑Y☒N ?)
Infobox references

Amaninamide is a cyclic peptide. It is one of the amatoxins, all of which are found in several members of the mushroom genera Amanita, Lepiota and Galerina. It differs from alpha-amanitin in lacking the hydroxyl group on tryptophan. This alters its UV absorption spectrum but not its toxicity.

Toxicology[edit]

Like other amatoxins, amaninamide is an inhibitor of RNA polymerase II. Upon ingestion, it binds to the RNA polymerase II enzyme which completely prevents mRNA synthesis, effectively causing cytolysis of hepatocytes (liver cells) and kidney cells.[1]

See also[edit]

References[edit]

  1. ^ M. Cochet-Meillhac; Chambon P. (1974). "Animal DNA-dependent RNA polymerases. 11. Mechanism of the inhibition of RNA polymerases B by amatoxins". Biochim Biophys Acta. 353 (2): 160–184. doi:10.1016/0005-2787(74)90182-8. PMID 4601749.

External links[edit]