Photolysis of aryl glycosides with ultraviolet irradiation.

Yamada, Tetsuya; Sawada, Masanori; TAKI, Motoji

doi:10.1271/bbb1961.39.909

Cited by 3 publications

(2 citation statements)

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“…However, it remains unknown whether plant metabolites of any xenobiotics can undergo photolysis inside photosynthetic tissues, potentially altering the phytoremediation process. We are unaware of any previous reports of DNAN, or DNAN metabolite, photolysis inside plant tissues despite knowledge that DNAN, and a model plant metabolite of DNAN (4-nitrophenyl-β- d -glucopyranoside), are photolyzed in aqueous solution. , Here, we report DNAN metabolism and photolysis within the model plant Arabidopsis .…”

Section: Introductionmentioning

confidence: 96%

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Metabolism and Photolysis of 2,4-Dinitroanisole in Arabidopsis

Schroer

Lehmler

et al. 2017

Environ. Sci. Technol.

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New insensitive munitions explosives, including 2,4-dinitroanisole (DNAN), are replacing traditional explosive compounds to protect soldiers and simplify transport logistics. Despite the occupational safety benefits of these new explosives, feasible strategies for cleaning up DNAN from soil and water have not been developed. Here, we evaluate the metabolism of DNAN by the model plant Arabidopsis to determine whether phytoremediation can be used to clean-up contaminated sites. Furthermore, we evaluate the role of photodegradation of DNAN and its plant metabolites within Arabidopsis leaves to determine the potential impact of photolysis on the phytoremediation of contaminants. When exposed to DNAN for three days, Arabidopsis took up and metabolized 67% of the DNAN in hydroponic solution. We used high resolution and tandem mass spectrometry in combination with stable-isotope labeled DNAN to confirm ten phase II DNAN metabolites in Arabidopsis. The plants separately reduced both the para- and ortho-nitro groups and produced glycosylated products that accumulated within plant tissues. Both DNAN and a glycosylated metabolite were subsequently photolyzed within leaf tissue under simulated sunlight, and [15N2]DNAN yielded 15NO2 in leaves. Therefore, photolysis inside leaves may be an important, yet under-explored, phytoremediation mechanism.

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Section: Introductionmentioning

confidence: 96%

“…We are unaware of any previous reports of DNAN, or DNAN metabolite, photolysis inside plant tissues despite knowledge that DNAN, and a model plant metabolite of DNAN (4-nitrophenyl-β-D-glucopyranoside), are photolyzed in aqueous solution. 3,34 Here, we report DNAN metabolism and photolysis within the model plant Arabidopsis.…”

Section: ■ Introductionmentioning

confidence: 99%