Transformation of Aniline and its Chlorinated Derivatives by Azotobacter agilis
Aniline and its different chlorinated derivatives were metabolized in a liquid growth medium by a Azotobacter agilis which was isolated from soil. After one week of incubation unsubstituted aniline was completely disappeared. From monochloroanilines, 4-chloroaniline was transformed in 85% where as at the same time Azotobacter agilis metabolized about 50% of dichlorinated anilines.
When 14C-ring-labeled 4-chloroaniline was used as a substrate in the growth medium after 7 days of incubation only about 5% of total radioactivity was not detected but the most of radioactivity after extraction with ethyl-ether in organic phase was found.
Clear evidence of the ability of the Azotobacter agilis to metabolize 4-chloroaniline was obtained by TLC analysis. Several metabolites of 4-chloroanilne was detected by TLC method.
4-chloroacetanilide and 4-chloropropionanilide were identified as a main products. This identification was confirmed by melting point, UV and IR spectra and mass-spectra of isolated metabolites and chemically synthesized 4-chloroacetanilide and 4-chloropropionanilide.
Using gas-chromatography it was possible to find in Azotobacter agilis culture medium amended with 4-chloroaniline two additional metabolites: 4,4′- dichloroazoxybenzene and 4,4′-dichloroazobenzene.
KeywordsTotal Radioactivity Substitute Aniline Compound Optical Liquid Growth Medium Scintillation Solution
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