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2,4-二氯苯氧乙酸代谢物在野萝卜(Raphanus raphanistrum)中的身份和活性。

Identity and Activity of 2,4-Dichlorophenoxyacetic Acid Metabolites in Wild Radish ( Raphanus raphanistrum).

机构信息

School of Chemistry , University of Leeds , Leeds LS2 9JT , United Kingdom.

出版信息

J Agric Food Chem. 2018 Dec 26;66(51):13378-13385. doi: 10.1021/acs.jafc.8b05300. Epub 2018 Dec 14.

DOI:10.1021/acs.jafc.8b05300
PMID:30516986
Abstract

Synthetic auxin herbicides, such as 2,4-dichlorophenoxyacetic acid (2,4-D), are widely used for selective control of broadleaf weeds in cereals and transgenic crops. Although the troublesome weed wild radish ( Raphanus raphanistrum) has developed resistance to 2,4-D, no populations have yet displayed an enhanced capacity for metabolic detoxification of the herbicide, with both susceptible and resistant wild radish plants readily metabolizing 2,4-D. Using mass spectrometry and nuclear magnetic resonance, the major 2,4-D metabolite was identified as the glucose ester, and its structure was confirmed by synthesis. As expected, both the endogenous and synthetic compounds retained auxin activity in a bioassay. The lack of detectable 2,4-D hydroxylation in wild radish and the lability of the glucose ester suggest that metabolic 2,4-D resistance is unlikely to develop in this species.

摘要

合成生长素除草剂,如 2,4-二氯苯氧乙酸(2,4-D),被广泛用于谷物和转基因作物中阔叶杂草的选择性控制。尽管棘手的杂草野萝卜(Raphanus raphanistrum)已经对 2,4-D 产生了抗性,但尚未出现对除草剂代谢解毒能力增强的种群,敏感和抗性野萝卜植物都很容易代谢 2,4-D。使用质谱和核磁共振,确定了主要的 2,4-D 代谢物为葡萄糖酯,并通过合成确定了其结构。正如预期的那样,生物测定中内源性和合成化合物都保留了生长素活性。野萝卜中未检测到 2,4-D 羟化作用,以及葡萄糖酯的不稳定性表明,这种物种不太可能产生代谢 2,4-D 抗性。

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