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. 1984 Aug;7(8):570-6.
doi: 10.1248/bpb1978.7.570.

Studies on cis-trans isomerization of nitrofuran derivatives by bacterial nitroreductases

N Koga, K Tatsumi, H Koga, T Horiuchi, H Yoshimura

Studies on cis-trans isomerization of nitrofuran derivatives by bacterial nitroreductases

N Koga et al. J Pharmacobiodyn. 1984 Aug.

Abstract

cis-trans Isomerization of 3-(5-nitro-2-furyl)-2-(2-furyl)-acrylamide(AF-2) using Escherichia coli B/r and its two 5-nitro-2-furaldehyde semicarbazone (nitrofurazone)-resistant mutants was investigated. The isomerizing activity was detected in all three strains and markedly increased with acquiring resistance to nitro-furazone in intact cells and cell free extracts. Two distinct isomerases, nicotinamide adenine dinucleotide phosphate(NADPH)-dependent one with high activity and NAD(P)H-dependent with low activity were separated by Sephadex G-100 and Sepharose 4B columns. Both enzyme activities agreed with the nitrofurazone-reducing activity due to O2-sensitive nitroreductase as reported previously. Another nitroreductase, O2-insensitive one, was unable to isomerize cis AF-2 to trans form. These results suggest that bacterial cis-trans isomerases are not O2-insensitive nitroreductase, but O2-sensitive ones.

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