Effect of Cytochrome P-450 Monooxygenase Inhibitors on the Rice Tolerance of Azimsulfuron and Bensulfuron-methyl.

Shirakura, Shinichi; Ito, Kenji; Aizawa, Hiroyasu

doi:10.3719/weed.40.218

Cited by 5 publications

(5 citation statements)

References 2 publications

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“…edu/CytochromeP450.html) (Nelson et al, 2004;Mizutani and Ohta, 2010). Pioneer studies on cytochrome P450s mainly focused on the herbicide selectivity and resistance in weeds (Shirakura et al, 1995;Werck-Reichhart et al, 2000), while recent investigations have extended to the crop contamination and Contents lists available at ScienceDirect journal homepage: www.elsevier.com/locate/ecoenv environment-related toxicology of herbicides (Shirakura et al, 1995;Powles and Yu, 2010;Zhang et al, 2012). The metabolism of herbicide mediated by cytochrome P450s may impact crop growth and production (Singh et al, 1998;Deng and Hatzios, 2002).…”

Section: Introductionmentioning

confidence: 99%

A collection of cytochrome P450 monooxygenase genes involved in modification and detoxification of herbicide atrazine in rice (Oryza sativa) plants

Tan

Zhang

et al. 2015

Ecotoxicology and Environmental Safety

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Section: Introductionmentioning

confidence: 99%

A collection of cytochrome P450 monooxygenase genes involved in modification and detoxification of herbicide atrazine in rice (Oryza sativa) plants

Tan

Zhang

et al. 2015

Ecotoxicology and Environmental Safety

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“…The selectivity of BSM between rice ( Oryza sativa ) and weeds is based on the detoxification of the herbicide; BSM is rapidly metabolized to detoxified products in rice compared to that in susceptible weeds (Takeda, Yuyama, & Ackerson, 1989). Cytochrome P450s (P450s) play a crucial role in the detoxification process (Shirakura, Ito, & Aizawa, 1995). P450s, localized in the rice microsome fraction, catalyze the O ‐demethylation of BSM to form non‐toxic O ‐demethylated BSM (Deng & Hatzios, 2002).…”

Section: Introductionmentioning

confidence: 99%

Heterologous expression of CYP81A6 from rice (Oryza sativa) in Escherichia coli and structural analyses of bensulfuron‐methyl metabolites

Yamaguchi

Matsumura

Iwakami

et al. 2021

Weed Biology and Management

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Herbicides are often selective and kill only weeds without affecting crops. In rice, CYP81A6 is responsible for tolerance toward acetolactate synthase herbicides such as bensulfuron‐methyl (BSM). CYP81A6 is thought to metabolize BSM into a nontoxic metabolite, that is, O‐demethylated BSM. However, direct evidences for this reaction have not been reported, likely due to difficulties in the heterologous expression of plant P450s in bacterial expression systems. In this study, we established CYP81A6 expression in Escherichia coli via modification of its N‐terminal basic region coding sequence, optimization of cultivation temperature, and selection of E. coli strains. Heterologous production of CYP81A6 was evaluated by the conversion of BSM in autoinduction medium after the culture, compared to that with an empty vector control. The optimized heterologous production condition of rice CYP81A6 in E. coli using 48‐well plates involved replacement of the N‐terminal basic region with that of CYP2C3, the use of E. coli BL21(DE3) as an expression host, and culture at 34°C. Further, co‐expression of gene encoding glucose dehydrogenase enhanced the conversion of 0.5 mM BSM from 58.7 to 73.1% in the optimized condition. In the optimization process, we detected two metabolites, M1 and M2. Mass spectrometry and 1H nuclear magnetic resonance analyses indicated that M1 was O‐demethylated BSM. Although we could not isolate M2 because of its low abundance in the medium, mass spectrometry analysis suggested that it was the monooxygenated (+O) form of BSM. Overall, these results confirm that CYP81A6 catalyzes the formation of O‐demethylated BSM from BSM.

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“…In fact, it was reported that an extremely strong increase in biophoton intensity is observed when rice and barnyard grass, which has tolerance by detoxification metabolism, are treated with SU herbicide [19]. Furthermore, these photon emissions from rice and barnyard grass were suppressed when the leaf segments were treated with cytochrome P450 monooxygenase (P450) inhibitors, and it is suggested that this generation of emission is associated with P450, which is an enzyme involved in oxidative metabolism [20][21][22][23][24].…”

Section: Introductionmentioning

confidence: 99%

Sulfonylurea-resistant biotypes of Monochoria vaginalis generate higher ultraweak photon emissions than the susceptible ones

Inagaki

Imaizumi

Wang

et al. 2009

Pesticide Biochemistry and Physiology

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All living organisms spontaneously generate ultraweak photon emissions, which originate from biochemical reactions in cells. Current research uses the ultraweak photon emission from organisms as a novel indicator in nondestructive analyses of an organisms living state. This study indicates that ultraweak photon emissions from Monochoria vaginalis are different between resistant biotypes (R) to sulfonulurea (SU) and susceptible biotypes (S). In SU-R biotypes, distinct increases in photon emissions were observed, but there was little increase in SU-S biotypes. In addition, photon emissions from the resistant biotypes of M. vaginalis were suppressed by treatment with P450 inhibitors. This suggests that cytochrome P450 monooxygenase, which plays a crucial role in the metabolic detoxification of SUs, could be associated with the generation of ultraweak photon emissions. Ultraweak photon emissions have a potential use in a novel diagnosis system as an indicator in a nondestructive testing of weeds resistant to SUs.

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Effect of Cytochrome P-450 Monooxygenase Inhibitors on the Rice Tolerance of Azimsulfuron and Bensulfuron-methyl.

Cited by 5 publications

References 2 publications

A collection of cytochrome P450 monooxygenase genes involved in modification and detoxification of herbicide atrazine in rice (Oryza sativa) plants

A collection of cytochrome P450 monooxygenase genes involved in modification and detoxification of herbicide atrazine in rice (Oryza sativa) plants

Heterologous expression of CYP81A6 from rice (Oryza sativa) in Escherichia coli and structural analyses of bensulfuron‐methyl metabolites

Sulfonylurea-resistant biotypes of Monochoria vaginalis generate higher ultraweak photon emissions than the susceptible ones

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