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Chemical Compound Review:

AC1LBGFP 1,3-dinitro-5-nitroso-1,3,5- triazinane

Synonyms: CCRIS 9501, CHEBI:24559, KST-1B5843, AR-1B7080, LS-155372, ...

Zhao, J.S. et al., Zhang, B. et al., Fournier, D. et al., Beller, H.R., Van Aken, B. et al., et al.

Beller, Van Aken, Yoon, Just, Schnoor, Zhang, Kendall, Anderson,

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Disease relevance of CHEBI:24559

Biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine and its mononitroso derivative hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine by Klebsiella pneumoniae strain SCZ-1 isolated from an anaerobic sludge [1].
Toxicity of hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine (MNX) and hexahydro-1,3,5-trinitroso-1,3,5-triazine (TNX) to earthworm was evaluated [2].
Metabolism of hexahydro-1,3,5-trinitro-1,3,5-triazine through initial reduction to hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine followed by denitration in Clostridium bifermentans HAW-1 [3].

High impact information on CHEBI:24559

A soil sample taken from an ammunition plant contained RDX (342 micromol kg(-1)), HMX (octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine; 3,057 micromol kg(-1)), MNX (hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine; 155 micromol kg(-1)), and traces of NDAB (3.8 micromol kg(-1)) [4].
Likewise, hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine (MNX) was degraded to HCHO, CH3OH, and N2O (16.5%) with a removal rate (0.39 micromol. h(-1). g [dry weight] of cells(-1)) similar to that of RDX (0.41 micromol. h(-1). g [dry weight] of cells(-1)) (biomass, 0.91 g [dry weight] of cells. liter(-1)) [1].
Poplar tissue cultures were able to partially reduce RDX to hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine (MNX) and hexahydro-1,3-dinitroso-5-nitro-1,3,5-triazine (DNX), regardless of the presence or absence of light [5].
Toxicity of the explosive metabolites hexahydro-1,3,5-trinitroso-1,3,5-triazine (TNX) and hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine (MNX) to the earthworm Eisenia fetida [2].
Transient formation of mononitroso- and dinitroso-RDX metabolites (hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine and hexahydro-1,3-dinitroso-5-nitro-1,3,5-triazine, respectively) was documented by liquid chromatography-mass spectrometry [6].

References

Biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine and its mononitroso derivative hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine by Klebsiella pneumoniae strain SCZ-1 isolated from an anaerobic sludge. Zhao, J.S., Halasz, A., Paquet, L., Beaulieu, C., Hawari, J. Appl. Environ. Microbiol. (2002) [Pubmed]
Toxicity of the explosive metabolites hexahydro-1,3,5-trinitroso-1,3,5-triazine (TNX) and hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine (MNX) to the earthworm Eisenia fetida. Zhang, B., Kendall, R.J., Anderson, T.A. Chemosphere (2006) [Pubmed]
Metabolism of hexahydro-1,3,5-trinitro-1,3,5-triazine through initial reduction to hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine followed by denitration in Clostridium bifermentans HAW-1. Zhao, J.S., Paquet, L., Halasz, A., Hawari, J. Appl. Microbiol. Biotechnol. (2003) [Pubmed]
Biodegradation of the hexahydro-1,3,5-trinitro-1,3,5-triazine ring cleavage product 4-nitro-2,4-diazabutanal by Phanerochaete chrysosporium. Fournier, D., Halasz, A., Spain, J., Spanggord, R.J., Bottaro, J.C., Hawari, J. Appl. Environ. Microbiol. (2004) [Pubmed]
Metabolism and mineralization of hexahydro-1,3,5-trinitro-1,3,5-triazine inside poplar tissues (Populus deltoides x nigra DN-34). Van Aken, B., Yoon, J.M., Just, C.L., Schnoor, J.L. Environ. Sci. Technol. (2004) [Pubmed]
Anaerobic biotransformation of RDX (hexahydro-1,3,5-trinitro-1,3,5-triazine) by aquifer bacteria using hydrogen as the sole electron donor. Beller, H.R. Water Res. (2002) [Pubmed]

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