Accession Number:

ADA277603

Title:

Biodegradation of 2,4,6-trinitrotoluene: Strategies for the Selection of Novel Catabolic Potential

Descriptive Note:

Final rept. 15 Apr 1992-15 Aug 1993

Corporate Author:

STUTTGART UNIV (GERMANY F R) INST FUER MIKROBIOLOGIE

Personal Author(s):

Report Date:

1993-09-01

Pagination or Media Count:

23.0

Abstract:

Polynitrophenols were used as model compounds for the metabolism of 2,4,6-trinitrotoluene. Oxidative as well as reductive initial reactions were observed during catabolism of polynitrophenols. The elimination of nitrite by an oxygenolytic mechanism was demonstrated with 2,6-dinitrophenol whereas 2,4- dinitrophenol or picric acid were subject to a nucleophilic reductive attack. The formation of a hydride-Meisenheimer complex followed by an elimination of nitrite leading to 2,4-dinitrophenol was also observed in cell-free systems. 2, 4,6-trinitrotoluene was subject to a nucleophilic attack by a hydride ion leading to a Meisenheimer complex as the initial metabolite. The hydride- Meisenheimer complex of 2,4,6-trinitrotoluene was synthesized chemically as a reference and identified by spectroscopic methods. In an anaerobic sludge supplemented with glucose and ammonia all nitro groups of 2,4,6-trinitrotoluene were reduced completely leading to 2,4,6-triaminotoluene which seemed to be further transformed under anaerobic conditions.

Subject Categories:

  • Microbiology
  • Organic Chemistry
  • Polymer Chemistry
  • Ammunition and Explosives

Distribution Statement:

APPROVED FOR PUBLIC RELEASE