title: Quantitative structure activity relationships for the electron transfer reactions of Anabaena PCC 7119 ferredoxin-NADP+ oxidoreductase with nitrobenzene and nitrobenzimidazolone derivatives: mechanistic implications.
abstract: The steady state single electron reduction of polynitroaromatics by ferredoxin-NADP+ oxidoreductase (EC 1.18.1.2) from cyanobacterium Anabaena PCC 7119 has been studied and quantitative structure activity relationships are described. The solubility of the polynitroaromatics as well as their reactivity towards ferredoxin-NADP+ oxidoreductase are markedly higher than those for previously studied mononitroaromatics and this enabled the independent measurement of the kinetic parameters-k(cat) and Km. Interestingly, the natural logarithm of the bimolecular rate constant, k(cat)/Km, and also the natural logarithm of k(cat) correlate with the calculated energy of the lowest unoccupied molecular orbital of the polynitroaromatic substrates. The minimal kinetic model in line with these quantitative structure activity relationships is a ping-pong mechanism which includes substrate binding equilibria in the second half reaction.
authors.affiliation: Laboratory of Biochemistry, Wageningen Agricultural University, The Netherlands.
authors.forename: Z
authors.initials: Z
authors.lastname: Anusevicius
authors.forename: A E
authors.initials: AE
authors.lastname: Soffers
authors.forename: N
authors.initials: N
authors.lastname: Cenas
authors.forename: J
authors.initials: J
authors.lastname: Sarlauskas
authors.forename: M
authors.initials: M
authors.lastname: Martinez-Julvez
authors.forename: I M
authors.initials: IM
authors.lastname: Rietjens
mesh_terms: D017033:Anabaena / Q000201:enzymology* / Q000235:genetics; D001426:Bacterial Proteins / Q000737:chemistry; D001562:Benzimidazoles / Q000737:chemistry*; D004579:Electron Transport; D005287:Ferredoxin-NADP Reductase / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure; D009578:Nitrobenzenes / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D001426:Bacterial Proteins; D001562:Benzimidazoles; D009578:Nitrobenzenes; C036077:nitrobenzene; D005287:Ferredoxin-NADP Reductase