Chemistry:Arsinothricin

From HandWiki

Arsinothricin is a naturally occurring organoarsenical antibiotic produced by the rhizosphere bacterium Burkholderia gladioli.[1][2] Structurally, it is a non-proteinogenic amino acid analog of glutamate, in which the γ-carboxyl group is replaced by a methylarsenate moiety. Arsinothricin acts as a broad-spectrum antibiotic effective against a variety of bacterial pathogens, including multidrug-resistant species, through competitive inhibition of bacterial glutamine synthetase. Unlike many arsenic compounds that are highly toxic due to their trivalent state,[3] arsinothricin is unusual as a pentavalent arsenical, displaying antibiotic activity with a novel mechanism of action.[2][4]

References

  1. "Arsinothricin, an arsenic-containing non-proteinogenic amino acid analog of glutamate, is a broad-spectrum antibiotic". Communications Biology 2. 2019. doi:10.1038/s42003-019-0365-y. PMID 30993215. 
  2. 2.0 2.1 "Recent advances in the biosynthetic studies of bacterial organoarsenic natural products". Natural Product Reports 42 (4): 663–671. April 2025. doi:10.1039/d4np00036f. PMID 39192828. 
  3. "Metabolism and toxicity of arsenicals in mammals". Environmental Toxicology and Pharmacology 48: 214–224. December 2016. doi:10.1016/j.etap.2016.10.020. PMID 27829199. Bibcode2016EnvTP..48..214S. 
  4. "Chemical synthesis of the organoarsenical antibiotic arsinothricin". RSC Advances 11 (56): 35600–35606. October 2021. doi:10.1039/d1ra06770b. PMID 35493177. Bibcode2021RSCAd..1135600H.