O. Drzyzga et al., COMETABOLIC TRANSFORMATION AND CLEAVAGE OF NITRODIPHENYLAMINES BY 3 NEWLY ISOLATED SULFATE-REDUCING BACTERIAL STRAINS, Applied and environmental microbiology, 62(5), 1996, pp. 1710-1716
Three sulfate-reducing bacterial strains (Desulfovibrio sp. strain SHV
, Desulfococcus so, strain WHC, and Desulfomicrobium so, strain WHB) w
ith the capacity to cometabolize 2-nitrodiphenylamine, 4-nitrodiphenyl
amine, and 2,4-dinitrodiphenylamine were newly, isolated, Before break
ing down the diphenylamine structure, these strains cometabolically re
duce the nitrodiphenylamines to the corresponding aminodiphenylamines
during anaerobic oxidation of the growth substrate lactate (Desulfovib
rio strain SHV and Desulfomicrobium strain WHC) or benzoate (Desulfoco
ccus strain WHB), leading to the formation of aniline and a smatter qu
antity of methylaniline. These compounds were not further metabolized
by the sulfate reducers. The anaerobic metabolism of aminodiphenylamin
es also led to the formation of heterocyclic condensation products suc
h as phenazine and acridine derivatives, provided that they contained
an amino group in the ortho position of the diphenylamine (e.g., 2-ami
nodiphenylamine or 2,4-diaminodiphenylamine). In addition, low levels
of indole and benzothiazole derivatives were identified, but these als
o were not further metabolized by the three sulfate-reducing strains.