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Enantioselective Effects of Imazapyr on Resistant Arabidopsis thaliana GH90

抗依滅草阿拉伯芥突變品系GH90對依滅草之光學選擇性研究

摘要


The imidazolinone herbicide imazapyr is a chiral compound that targets acetolactate synthase (ALS). Imazapyr has been widely used for weed control since the early 1980s; however, some weed species are resistant to ALS-inhibiting herbicides. This study applied herbicide to the resistant mutant Arabidopsis thaliana GH90 to investigate the enantioselectivity of imazapyr. There was no observable effect on plant shoots exposed to (R,+)-imazapyr at a concentration of 0.01 mg L^(-1) or 1 mg L^(-1); however, exposure to (R,+)- imazapyr at the same concentration turned the shoot stems and leaves purple and resulted in plants of smaller size. At a herbicide concentration of 0.1 mg L^(-1), the total chlorophyll content was higher in samples exposed to (S,-)-imazapyr than in those exposed to rac- or (R,+)-imazapyr and did not differ from that of the controls. At a herbicide concentration of 1 mg L^(-1), proline and malonaldehyde (MDA) content was proportional to the concentration of rac- and (R,+)-imazapyr as follows: (R,+)-imazapyr > rac-imazapyr > (S,-)-imazapyr. Overall, (R,+)-imazapyr was more stressful to mutant A. thaliana GH90 plants than was racand (S,-)-imazapyr. The effect of the herbicides on ascorbate peroxidase activity was in the following order: (R,+)-imazapyr > rac-imazapyr > (S,-)-imazapyr. Total superoxide dismutase activity did not increase with an increase in the concentration of (R,+)-imazapyr, due to damage caused to plant cells and a reduction in enzyme synthesis. The effect of (R,+)- Imazapyr on reducing ALS activity exceeded that of rac- or (S,-)-imazapyr. The structure of ALS reveals clues by which to elucidate the enantioselectivity of imazapyr to imazapyrresistant A. thaliana GH90.

並列摘要


咪唑啉酮類(imidazolinone)除草劑依滅草(imazapyr),為一具有對掌性(chiral)化學結構的農藥,市場上是以消旋體形式販售。而依滅草之作用位置為乙醯乳酸合成酶(acetolactate synthase, ALS),自1980年代初即廣泛被應用於田間雜草管理,由於長期使用,目前已有雜草對抑制乙醯乳酸合成酶的除草劑產生抗藥性的情形,而抗性雜草是否對依滅草不同光學活性成分具有光學活性的選擇性,即為本文主要探討目標。由結果顯示,抗依滅草的阿拉伯芥(arabidopsis thaliana)突變品系GH90,在0.01 mg L^(-1)的各種除草劑依滅草處理下,皆未受影響;但在0.1 mg L^(-1)的處理下(R,+)-依滅草處理會造成葉部紫色植株矮小;而(S,-)-依滅草總葉綠素含量顯著高於外消旋(rac)-依滅草及(R,+)-依滅草,但與未以除草劑處理之對照組比較則無區別。GH90阿拉伯芥中之脯氨酸及丙二醛含量隨著外消旋(rac)-依滅草及(R,+)-依滅草施用量增加而增加,影響效應則以(R,+)-依滅草>外消旋(rac)-依滅草>(S,-)-依滅草,顯見(R,+)-依滅草對GH90阿拉伯芥造成較大生長壓力。抗壞血酸過氧化物酶活性以(R,+)-依滅草>外消旋-依滅草>(S,-)-依滅草的順序增加。而總超氧化物歧化酶(SOD)活性則不隨(R,+)-依滅草煙濃度的增加而增加,則是因為(R,+)-依滅草已對植物細胞造成損傷而減少酶的合成。(R,+)-依滅草比消旋(rac)-或(S,-)-依滅草更能降低ALS活性。由GH90阿拉伯芥ALS的結構亦可發現其對依滅草具有光學的選擇性。

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