Two-electron reduction of nitroaromatic compounds by Enterobacter cloacae NAD[P]H nitroreductase: description of quantitative structure - activity relationships

• Autorzy: Nivinskas H. , Koder R.L. , Anusevicius Z. , Sarlauskas J. , Miller A.F. , Cenas N.
• Języki publikacji: EN

Abstrakty

EN

Enterobacter cloacae NAD(P)H:nitroreductase catalyzes the reduction of a series of nitroaromatic compounds with steady-state bimolecular rate constants (kcat/Km) ranging from 104 M-1s-1 to 107 M-1s-1, and oxidizing 2 moles NADH per mole mononitrocompound. Oxidation of excess NADH by polynitrobenzenes including explosives 2,4,6-trinitrotoluene (TNT) and 2,4,6-trinitrophenyl-N-methylnitramine (tetryl), has been observed as a slower secondary process, accompanied by O2 consumption. This type of 'redox cycling' was not related to reactions of nitroaromatic anion-radicals, but was caused by the autoxidation of relatively stable reaction products. The logs kcat/Km of all the compounds examined exhibited parabolic dependence on their enthalpies of single-electron- or two-electron (hydride) reduction, obtained by quantum mechanical calculations. This type of quantitative structure-activity relationships shows that the reactivity of nitroaromatics towards E. cloacae nitroreductase depends mainly on their hydride accepting properties, but not on their particular structure, and does not exclude the possibility of multistep hydride transfer.

Słowa kluczowe

EN

nitroaromatic compound; Enterobacter cloacae; electron transfer; nitroreductase; pentryl; tetryl

• Wydawca: -
• Czasopismo: Acta Biochimica Polonica
• Rocznik: 2000
• Tom: 47
• Numer: 4
• Opis fizyczny: p.941-949,fig.,ref.

Twórcy

autor

Nivinskas H.

• Institute of Biochemistry, Mokslininku 12, Vilnius 2600, Lithuania

autor

Koder R.L.

autor

Anusevicius Z.

autor

Sarlauskas J.

autor

Miller A.F.

autor

Cenas N.

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