Nigericin

Nigericin
Nigericin
Identifiers
CAS number 28643-80-3 YesY
PubChem 34230
ChemSpider 10196461 YesY
ChEBI CHEBI:7569 N
ChEMBL CHEMBL405862 YesY
Jmol-3D images Image 1
Properties
Molecular formula C40H68O11
Molar mass 724.96132
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Nigericin is an antibiotic derived from Streptomyces hygroscopicus. Its isolation was described in the 1950s[1], and in 1968 the structure could be elucidated by X-ray crystallography.[2] The structure and properties of nigericin are similar to the antibiotic monensin. Commercially it is obtained as a byproduct, or contaminant, at the fermentation of Geldanamycin. It is also called Polyetherin A, Azalomycin M, Helixin C, Antibiotic K178, Antibiotic X-464.

Nigericin acts as an H+, K+, Pb2+ ionophore. Most commonly it is an antiporter of H+ and K+.

In the past nigericin was used as an antibiotic active against gram positive bacteria. It inhibits the Golgi functions in Eukaryotic cells. Nigericin exhibits anti-HIV activity.

References

  1. ^ Graven SN, Estrada-O S, Lardy HA (1966). "Alkali metal cation release and respiratory inhibition induced by nigericin in rat liver mitochondria". Proc. Natl. Acad. Sci. U.S.A. 56 (2): 654–8. doi:10.1073/pnas.56.2.654. PMC 224422. PMID 5229984. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=224422. 
  2. ^ Steinrauf LK, Pinkerton M, Chamberlin JW (1968). "The structure of nigericin". Biochem. Biophys. Res. Commun. 33 (1): 29–31. doi:10.1016/0006-291X(68)90249-0. PMID 5696503. 

External references

Commercial supplier of nigericin sodium