• Applied Biological Chemistry
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• v.40 no.4
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• pp.277-282
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• 1997

Acetolactate synthase (ALS) was partially purified from Escherichia coli MF2000/pTATX containing Arabidopsis thaliana ALS gene. The partially purified ALS was examined for its sensitivity toward various modifying reagents such as iodoacetic acid, iodoacetamide, N-ethylmaleimide (NEM), 5,5'-dithiobis(2-nitrobenzoic acid) (DTNB), p-chloromercuribenzoic acid (PCMB), and phenylglyoxal. It was found that PCMB inhibited the enzyme activity most strongly followed by DTNB and NEM. Since iodoacetic acid did not compete with substrate pyruvate, it appeared that cysteine is not involved in the substrate binding site. On the other hand, the substrate protected the enzyme partly from inactivation by phenylglyoxal, which might indicate interaction of arginine residue with the substrate. The partially purified enzyme was inhibited by end products, valine and isoleucine, but not by leucine. However, the ALS modified with PCMB led to potentiate the feedback inhibition of all end products. Additionally, derivatives of pyrimidyl sulfur benzoate, a candidate for a new herbicide for ALS, were examined for their inhibitory effects.

• Korean Journal of Weed Science
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• v.16 no.4
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• pp.317-326
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• 1996

To know whether pyrazosulfuron-ethyl(PYR) and imazaquin(IMA), known as a acetolactate synthase(ALS) inhibitors, have a same herbicidal action pattern in rice(Oryza sativa) or barnyardgrass (Echinochloa crus-galli), an inhibition pattern and a response characteristics in combination with dymron or butachlor were investigated. In contrast to the phytotoxicity of rice treated with IMA, the one treated with PYR was completely tended to be recovered after 25 days after treatment. Safening effect of dymron against PYR was effectively developed to transplanted-rice, while such an effect was not shown in combination with IMA. In combination with PYR and butachlor, antagonistic effect was observed in both simultaneous or sequential treatment on bamyardgrass, however, additive effect was rather shown in combination with IMA and its activity was dominantly dependent on the first applied compound. $I_{50}$ of PYR and IMA on the ALS extracted from barnyardgrass was $4{\times}10^{-7}$M and $2.8{\times}10^{-6})$M, respectively. Butachlor did not affect their activities on ALS in vitro. These results suggest that PYR and IMA might have a different action each other in the pathway to a final herbicidal activity even though their primary action site is ALS.

• Korean Journal of Weed Science
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• v.18 no.3
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• pp.197-204
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• 1998

This study was conducted to determine the activity of ALS, content of endogenous free amino acids and fatty acids affected by herbicide mixture of cyhalofop-butyl, pyribenzoxim and pyrazosulfuron-ethyl. $I_{50}$ values (concentration required for 50% inhibition of ALS activity) of pyribenzoxim herbicide on the activity of ALS in Echinochloa crus-galli and Cyperus serotinus in vitro were recorded at 4${\times}$100 nM and 5${\times}$10 nM, respectively, while $I_{50}$ values of pyrazosulfuron against E crus-galli and C. serotinus were 4.5${\times}$10 nM and 4${\times}$10 nM, respectively, and the mixture of two herbicides showed additive effect on ALS activity at the low application rate, and independent effect at the high application rates of two herbicides. The inhibition rates of the three herbicides mixture treatment on the three branch-chain amino acids such as valine, leucine and isoleucine were 74.6%, 66.6% and 57.9% in C. serotinus and 36.6% 51.1% and 48.1% in E. crus-galli, respectively. A little bit higher inhibitory effect on the three branch-chain amino acids in C. serotinus and E. crus-galli seedlings was observed in two herbicide mixture of pyribenzoxim with pyrazosulfuron than three herbicide mixture of cyhalofop with pyribenzoxim and pyrazosulfuron. The interaction among three herbicides showed non-antagonism on the amounts of endogenous free amino acids.

• Korean Journal of Weed Science
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• v.17 no.3
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• pp.325-333
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• 1997

Selection of pepper (Capsicum sp.) cultivars tolerant to acetolactate synthase (ALS)-inhibiting herbicides {imazethapyr, 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-ethyl-3=pyridine-carboxylic acid, and primisulfuron methyl 2-[[[[[4,6-bis(difluoromethoxy)-2-pyrimidinyl]amino] carbonyl]amino]sulfonyl]benzoate} was investigated. Pepper cultivars such as Red Top, Happy Dry, Golden Tower, and Hagyeorae showed relatively tolerant response to imazethapyr, while cultivars; Korea, Cheongyang, Oriental Glory, and Hanam were susceptible. Red Horn, Jopoong, Kwangbok, and Wangcho cultivars were tolerant to primisulfuron whereas Korea, Dahhong, Chamjoah, and Poongchon cultivars were susceptible. Determination of growth inhibition by ALS-inhibiting herbicides showed that the $I_{50}$ estimates of growth from the susceptible- and tolerant-cultivars were 0.075 and 0.20kg ai/ha for imazethapyr; 0.06 and 0.16kg ai/ha for primisulfuron, respectively. Furthermore, the $GR_{50}$ estimates of growth from the susceptible and tolerant cultivars were 0.05 and 0.20kg ai/ha for imazethapyr; 0.07 and 0.16kg ai/ha for primisulfuron, respectively. This result, based on the $GR_{50}$ and $I_{50}$ values, indicates that responses of pepper to ALS-inhibiting herbicides between tolerant- and susceptible-cultivars were different about 3- to 4-fold to imazethapyr, and 2- to 3-fold to primisulfuron.

• Korean Journal of Weed Science
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• v.18 no.4
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• pp.333-340
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• 1998

The combined effects of primisulfuron and imazethapyr treated with piperonyl butoxide(PBO) on growth inhibition and acetolactate synthase(ALS) activity in corn were studied to identify the tolerance mechanism among corn cultivars. Pioneer 3751 IR showed resistance to primisulfuron and imazethapyr, but Pioneer 3751 and Chalok 2 were susceptible to them. Pioneer 3751 IR was tolerant to primisulfuron regardless of PBO treatment, but Pioneer 3751, Suwon 118 and Chalok 2 were more greatly inhibited by combined treatment of primisulfuron with PBO. Synergistic effect on growth inhibition in Pioneer 3751 IR, Pioneer 3751, Suwon 118 and Chalok 2 was not occurred when imazethapyr was treated with PBO, but Pioneer 3751, Suwon 118 and Chalok 2 tended to inhibit by combined treatment of imazethapyr with PBO. Pioneer 3751 IR showed higher ALS activity than Pioneer 3751 when primisulfuron or imazethapyr was treated. ALS activity was inhibited by primisulfuron at $0.01{\mu}M$ or above and imazethapyr at $1{\mu}M$ or above, and inhibitory effect on ALS activity was observed by primisufuron and imazethapyr treatments with PBO.

• The Korean Journal of Pesticide Science
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• v.7 no.1
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• pp.58-65
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• 2003

Various physicochemical parameters for the active ingredients of 245 herbicides were calculated to develope a diagnosis and estimation system for utility as herbicide. The range of physico-chemical parameters for each inhibitors of photo system II (H1), acetolactate synthase (ALS) (H2) and herbicides were confirmed. The distribution ranges of 85% dependence for each physicochemical parameters were Obs.logP :$-0.90\sim4.50$, dipol moment: $1.80\sim12.22$ (debye), molecular refractivity: $53.0\sim104.0(cm^3/mol)$, polarizability: $19.0\sim37.0(\AA^3)$, HOMO energy: $-9.98\sim-7.34$ (eV), LUMO energy:$-2.76\sim0.40$ (eV), Van der Waals molecular volumes: $558.0\sim995.0(cm^3)$, molecular weight: $202.0\sim430.0$ (amu) and surface areas (Grids): $194.0\sim356.0(\AA^2)$, hydration energy: $-10.16\sim114.7$ Kcal/mol, respectively. It is suggested that MR and polarizability constants will be able to distinguish between herbicides and medicinal drugs. Results revealed that various compounds based on the range of physicochemical parameters of herbicides could be diagnosed and estimated.

• Weed & Turfgrass Science
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• v.7 no.3
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• pp.181-190
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• 2018

This study was conducted to investigate the occurrence of an acetolactate synthase (ALS) inhibiting herbicide resistant weed on paddy at 289 sites by soil sampling in Chungcheongbuk-Do of Republic of Korea from February to April in 2017. The most dominant weed was Monochoria vaginalis and Echinochloa oryzicola on each city and county. ALS inhibiting herbicide resistant ratio and occurrence area were 80.6% and 28,272 ha, respectively, in Chungcheongbuk-Do which was 3 times than in 5 years ago. The herbicide resistant ratio, Okcheon-Gun was the highest at 93.8%, Chungju-Si, Boeun-Gun, Yeongdong-Gun, Jincheon-Gun and Geosan-Gun were over 80%, Cheongju-Si, Eumseong-Gun and Jeungpyeong-Gun were over 70%. The herbicide resistant area, Cheongju-Si had the largest at 6,957 ha, Chungju-Si was 4,277 ha, Jincheon-Gun and Boeun-Gun was 3,536 ha and 3,282 ha, respectively. By weed, ALS inhibiting herbicide resistant ratio and occurrence area, Monochoria vaginalis was 49%, 17,646 ha, Echinochloa oryzicola 44%, 15,617 ha, Schoenoplectiella juncoides 29%, 10,377 ha, respectively. In all cities and counties of Chungcheongbuk-Do, Monochoria vaginalis and Echinochloa oryzicola are more than 40% resistant to ALS inhibiting herbicides, intensive management is required. The use of sulfonylurea herbicides is increasing, most farmers use herbicides 10 days after transplanting, so management after transplanting is necessary and the occurrence of herbicide resistant weeds should be reduced by alternating herbicide application every year.

• The Korean Journal of Pesticide Science
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• v.7 no.4
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• pp.239-247
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• 2003

This experiment was carried out to study the resistant mechanism of sulfonylurea(SU) herbicides to Monochoria korsakowii occurring in the rice fields of Korea. The activity of acetolactate synthase(ALS), absorption and translocation of $[^{14C}]$bensulfuron-methyl, and DNA sequence of ALS genes were studied. The apparent SU resiatance to Monochoria korsakowii was confirmed in greenhouse testes. Fresh weight accumulation$(GR_{50})$ in the resistant biotype was about 5- to 64-fold higher in the presence of six SU herbicides compared to the susceptible biotype. The ALS activity isolated from the resistant biotype to herbicides tested was less sensitive than that of susceptible biotype. The concentration of herbicide required for 50% inhibition of ALS activity$(I_{50})$ was 14- to 76-fold higher as compared to the susceptible biotype. No differences were observed in the rates of $[^{14C}]$bensulfuron uptake and translocation. However, the DNA sequence from the resistant biotype differed from that of the susceptible biotype by single nucleotide substitution at three amino acid each in the middle region excluding the ends of ALS genes. We found three point mutations causing substitution of serine for threonine at amino acid 168, arginine for histidine at amino acid 189, and a aspartic acid for phenylalanine at amino acid 247, respectively, in the resistant biotype.

• Korean Journal of Weed Science
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• v.17 no.1
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• pp.66-70
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• 1997

LGC-40863(proposed common name ; pyribenzoxim), (benzophenone O-[2,6-bis[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzoyl]oxime) is a new rice herbicide being developed by LG Chemical Ltd. The herbicide is highly selective between rice(Oryza sativa L.) and weeds including barnyardgrass (Echinochloa crus-galli(L.) P. Beauv.), and assumed to inhibit acetolactate synthase(ALS ; EC 4.1.3.18) because other structurally related herbicides inhibit the enzyme. To know inhibitory activity and the mode of inhibition of LGC-40863, $I_{50}$(concentration inhibiting ALS activity by 50%) and inhibition kinetics were investigated using ALS extracted from rice and barnyardgrass. $I_{50}$ values of LGC-40863 were 14 and 16mM in rice and barnyardgrass, respectively. In contrast to imazapyr(2-[4,5-dihydro-4-mythyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-3-pyridine-carboxylic acid) which showed an uncompetitive inhibition pattern, LGC-40863 was a noncompetitive inhibitor to ALS with respect to pyruvate similar to chlorsulfuron(2-chloro-N-((4-methoxy-6-methyl-l,3,5-triazin-2-yl) aminocarbonyl)benz-enesulfonamide) in both plants.

• Weed & Turfgrass Science
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• v.2 no.3
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• pp.248-253
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• 2013

This study was conducted to select alternative herbicides to control herbicide-resistant and - troublesome weeds in rice fields, Korea. The resistant Echinochloa oryzicola to ACCase inhibitor was tested by herbicides registered to control Echinochloa oryzicola. And the resistant and troublesome weeds to sulfonylurea (SU) herbicides, ALS inhibitors, were tested by widely using herbicides to control the resistant weeds in Korea. The oxadiazon, pyrazolate, pretilachlor and benzobicyclone+thiobencarb effectively controlled resistant Echinochloa oryzicola to ACCase and ALS inhibitors at 0.5 leaf stage of the, Herbicides containing mefenacet or fentrazamide controlled effectively by the 2 leaf stage. In controlling other SU resistant weeds including Sagittaria trifolia and Ludwigia prostrate, benzobicyclon and mesotrione performed well all tested weeds, and carfentrazone and pytazolate were effective to broadleaf weeds. Sagittaria trifolia and Ludwigia prostrate, which were suspected to be resistance to SU herbicides, were well controlled by carfentrazone and pytazolate.