title: Aerobic mineralization of nitroguanidine by Variovorax strain VC1 isolated from soil.
abstract: Nitroguanidine (NQ) is an energetic material that is used as a key ingredient of triple-base propellants and is currently being considered as a TNT replacement in explosive formulations. NQ was efficiently degraded in aerobic microcosms when a carbon source was added. NQ persisted in unamended microcosms or under anaerobic conditions. An aerobic NQ-degrading bacterium, Variovorax strain VC1, was isolated from soil microcosms containing NQ as the sole nitrogen source. NQ degradation was inhibited in the presence of a more favorable source of nitrogen. Resting cells of VC1 degraded NQ effectively (54 μmol h(-1) g(-1) protein) giving NH(3) (50.0%), nitrous oxide (N(2)O) (48.5%) and CO(2) (100%). Disappearance of NQ was accompanied by the formation of a key intermediate product that we identified as nitrourea by comparison with a reference material. Nitrourea is unstable in water and suffered both biotic and abiotic decomposition to eventually give NH(3), N(2)O, and CO(2). However, we were unable to detect urea. Based on products distribution and reaction stoichiometry, we suggested that degradation of NQ, O(2)NN═C(NH(2))(2), might involve initial enzymatic hydroxylation of the imine, -C═N- bond, leading first to the formation of the unstable α-hydroxynitroamine intermediate, O(2)NNHC(OH)(NH(2))(2), whose decomposition in water should lead to the formation of NH(3), N(2)O, and CO(2). NQ biodegradation was induced by nitroguanidine itself, L-arginine, and creatinine, all being iminic compounds containing a guanidine group. This first description of NQ mineralization by a bacterial isolate demonstrates the potential for efficient microbial remediation of NQ in soil.
authors.affiliation: Biotechnology Research Institute, National Research Council Canada, 6100 Royalmount Avenue, Montreal, Quebec, H4P 2R2, Canada.
authors.forename: Nancy N
authors.initials: NN
authors.lastname: Perreault
authors.forename: Annamaria
authors.initials: A
authors.lastname: Halasz
authors.forename: Dominic
authors.initials: D
authors.lastname: Manno
authors.forename: Sonia
authors.initials: S
authors.lastname: Thiboutot
authors.forename: Guy
authors.initials: G
authors.lastname: Ampleman
authors.forename: Jalal
authors.initials: J
authors.lastname: Hawari
mesh_terms: D000332:Aerobiosis; D001673:Biodegradation, Environmental; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D042621:Comamonadaceae / Q000166:cytology / Q000254:growth & development / Q000302:isolation & purification* / Q000378:metabolism*; D006146:Guanidines / Q000737:chemistry / Q000378:metabolism*; D053858:Metabolic Networks and Pathways; D008903:Minerals / Q000378:metabolism*; D000644:Quaternary Ammonium Compounds / Q000378:metabolism; D012988:Soil Microbiology
chemical_list: D006146:Guanidines; D008903:Minerals; D000644:Quaternary Ammonium Compounds; C056179:nitroguanidine