Home LiteratureArticle Details
PMID: 779650 Published · ppublish English Journal Article

Microbial transformation of 2,4,6-trinitrotoluene and other nitroaromatic compounds.

Applied and environmental microbiology ·Vol. 31 ·No. 6 ·1976-06-00 ·Pages 949-58

McCormick NG, Feeherry FE, Levinson HS

Abstract

A variety of nitroaromatic compounds, including 2,4,6-trinitrotoluene (TNT), were reduced by hydrogen in the presence of enzyme preparations from Veillonella alkalescens. Consistent with the proposed reduction pathway, R-NO2 H2 leads to R-NO H2 leads to R-NHOH H2 leads to R-NH2, 3 mol of H2 was utilized per mol of nitro group. The rates of reduction of 40 mono-, di-, and trinitroaromatic compounds by V. alkalescens extract were determined. The reactivity of the nitro groups depended on other substituents and on the position of the nitro groups relative to these substituents. In the case of the nitrotoluenes, the para-nitro group was the most readily reduced, the 4-nitro position of 2,4-dinitrotulene being reduced first. The pattern of reduction of TNT (disappearance of TNT and reduction products formed) depended on the type of preparation (cell-free extract, resting cells, or growing culture), on the species, and on the atmosphere (air or H2). The "nitro-reductase" activity of V. alkalescens extracts was associated with protein fractions, one having some ferredoxin-like properties and the other possessing hydrogenase activity. Efforts to eliminate hydrogenase from the reaction have thus far been unsuccessful. The question of whether ferredoxin acts as a nonspecific reductase for nitroaromatic compounds remains unresolved.

MeSH Terms
Air Biodegradation, Environmental Cell-Free System Chemical Phenomena Chemistry Clostridium/enzymology,metabolism Escherichia coli/enzymology,metabolism Hydrogen/metabolism Nitro Compounds/metabolism Nitrogenase/metabolism Oxidation-Reduction Pseudomonas/enzymology,metabolism Species Specificity Trinitrotoluene/metabolism Veillonella/enzymology,metabolism
Chemicals
Nitro Compounds Trinitrotoluene Hydrogen Nitrogenase
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
McCormick N G
Feeherry F E
Levinson H S
References (17)
17 references, click to expand
  1. The metabolism of 2:4:6-trinitrotoluene (alpha-T.N.T.).
    Biochem J. 1944;38(1):70-85 PMID: 16747752
  2. DEGRADATION OF PYRUVATE BY MICROCOCCUS LACTILYTICUS II. : Studies of Cofactors in the Formate-Exchange Reaction.
    J Bacteriol. 1962 Apr;83(4):899-906 PMID: 16561937
  3. DEGRADATION OF PYRUVATE BY MICROCOCCUS LACTILYTICUS I. : General Properties of the Formate-Exchange Reaction.
    J Bacteriol. 1962 Apr;83(4):887-98 PMID: 16561936
  4. Evidence for oxidative phosphorylation during the reduction of sulfate with hydrogen by Desulfovibrio desulfuricans.
    J Biol Chem. 1960 Sep;235:2734-8 PMID: 14431287
  5. A new procedure for assay of bacterial hydrogenases.
    J Bacteriol. 1956 Jan;71(1):70-80 PMID: 13286232
  6. DISC ELECTROPHORESIS. II. METHOD AND APPLICATION TO HUMAN SERUM PROTEINS.
    Ann N Y Acad Sci. 1964 Dec 28;121:404-27 PMID: 14240539
  7. THE PURIFICATION OF A NITRO-REDUCTASE OF NOCARDIA V.
    J Biol Chem. 1964 Mar;239:773-6 PMID: 14154454
  8. Bacterial degradation of the nitrobenzoic acids.
    Biochem J. 1959 Feb;71(2):248-61 PMID: 13628563
  9. The inhibition of organiz nitro reductase by aureomycin in cell-free extracts. II. Cofactor requirements for the nitro reductase enzyme complex.
    Arch Biochem Biophys. 1954 Jul;51(1):5-16 PMID: 13181454
  10. The metabolism of nitrophenols by certain bacteria.
    Biochem J. 1953 Jul 17;55(320th Meeting):xxiv PMID: 13093710
  11. Protein measurement with the Folin phenol reagent.
    J Biol Chem. 1951 Nov;193(1):265-75 PMID: 14907713
  12. The purification and properties of nitrite reductase from higher plants, and its dependence on ferredoxin.
    Biochem J. 1966 Jul;100(1):263-73 PMID: 4381617
  13. Ferredoxins and flavodoxins of bacteria.
    Annu Rev Microbiol. 1972;26:139-62 PMID: 4562807
  14. Biological treatability of trinitrotoluene manufacturing wastewater.
    J Water Pollut Control Fed. 1974 Mar;46(3):485-97 PMID: 4846804
  15. Metabolic disposition of 2,4,6-trinitrotoluene.
    Appl Microbiol. 1974 Mar;27(3):513-6 PMID: 4824881
  16. Preparation and properties of clostridial ferredoxins.
    Methods Enzymol. 1972;24:431-46 PMID: 4670202
  17. Microbial degradation of organic compounds in the biosphere.
    Am Sci. 1975 Nov-Dec;63(6):681-9 PMID: 1200481
Article Info
Journal
Applied and environmental microbiology
Abbr.
Appl Environ Microbiol
ISSN
0099-2240
Published
1976-06-00
Pages
949-58
Language
English
Region
United States
NLM ID
7605801
PMCID
PMC169861
Subset
IM
Analysis Services
Analysis Services

Contact

No. 2 Wenbo Road, Zhangqiu District, Jinan, Shandong

Qilu Normal University · Genelibs Bioinformatics Lab

750 Shunhua Rd, Jinan

2F, Bldg F, University Science Park

Tel: 0531-88819269

WeChat Official Account

Follow our WeChat subscription account for real-time updates and the latest in medical and biological research.


Business Email

E-mail: product@genelibs.com