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Literature summary for 2.2.1.6 extracted from

  • Qu, R.Y.; Yang, J.F.; Devendar, P.; Kang, W.M.; Liu, Y.C.; Chen, Q.; Niu, C.W.; Xi, Z.; Yang, G.F.
    Discovery of New 2-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(substituted phenoxy)benzoic acids as flexible inhibitors of Arabidopsis thaliana acetohydroxyacid synthase and its P197L Mutant (2017), J. Agric. Food Chem., 65, 11170-11178 .
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
P197L the mutation causes serious cross-resistance to most types of enzyme inhibitors Arabidopsis thaliana

Inhibitors

Inhibitors Comment Organism Structure
2-(2,3-dichlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(2,3-difluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(2,4-dichlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(2,4-difluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(2,5-dichlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(2,5-difluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(2-bromo-4-fluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(2-bromophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(2-chloro-4-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(2-chlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(3-bromo-4-fluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(3-chlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(4-bromo-3-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(4-chloro-2-fluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(4-chloro-2-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(4-chloro-3-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-(4-chlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluoro-3-methylphenoxy)benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluoro-4-methylphenoxy)benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluoro-5-methylphenoxy)benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluorophenoxy)benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(3-fluorophenoxy)benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(3-methylphenoxy)benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(4-fluorophenoxy)benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(4-methylphenoxy)benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(naphthalen-2-yloxy)benzoic acid
-
Arabidopsis thaliana
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-phenoxybenzoic acid
-
Arabidopsis thaliana
2-[([1,1'-biphenyl]-4-yl)oxy]-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid
-
Arabidopsis thaliana
bispyribac
-
Arabidopsis thaliana
chlorsulfuron
-
Arabidopsis thaliana
flumetsulam
-
Arabidopsis thaliana
imazaquin
-
Arabidopsis thaliana
propoxycarbazone
-
Arabidopsis thaliana
pyriftalid
-
Arabidopsis thaliana
tribenuron-methyl
-
Arabidopsis thaliana

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2 pyruvate Arabidopsis thaliana
-
2-acetolactate + CO2
-
?

Organism

Organism UniProt Comment Textmining
Arabidopsis thaliana
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2 pyruvate
-
Arabidopsis thaliana 2-acetolactate + CO2
-
?

Synonyms

Synonyms Comment Organism
acetohydroxyacid synthase
-
Arabidopsis thaliana
AHAS
-
Arabidopsis thaliana

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000054
-
bispyribac wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00008
-
tribenuron-methyl wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00053
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluoro-3-methylphenoxy)benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00134
-
2-(4-chloro-3-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00141
-
2-(4-bromo-3-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00159
-
2-(2-chloro-4-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00179
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(naphthalen-2-yloxy)benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00184
-
2-(3-chlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00201
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(3-fluorophenoxy)benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00212
-
2-(2,4-dichlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00247
-
bispyribac mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.00271
-
2-[([1,1'-biphenyl]-4-yl)oxy]-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.00317
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(naphthalen-2-yloxy)benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.00325
-
2-(4-chloro-2-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00334
-
2-(4-bromo-3-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.00335
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluoro-3-methylphenoxy)benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.00369
-
2-[([1,1'-biphenyl]-4-yl)oxy]-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.0037
-
2-(2-chloro-4-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0042
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-phenoxybenzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00451
-
2-(4-chlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00458
-
2-(2-bromo-4-fluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00537
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluoro-5-methylphenoxy)benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00572
-
2-(2,5-difluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00607
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluoro-4-methylphenoxy)benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00642
-
2-(4-chloro-3-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.00645
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(3-methylphenoxy)benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00694
-
2-(3-bromo-4-fluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00758
-
2-(2,4-dichlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.00827
-
2-(2-chlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.00916
-
2-(4-chloro-2-methylphenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0119
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(4-fluorophenoxy)benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.0144
-
2-(2,5-dichlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.0147
-
2-(2,4-difluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.0157
-
2-(4-chloro-2-fluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.0158
-
2-(2,3-difluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.0178
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(4-methylphenoxy)benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.0189
-
2-(4-chloro-2-fluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0201
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(3-methylphenoxy)benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0202
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluoro-4-methylphenoxy)benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0214
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(4-fluorophenoxy)benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0234
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(4-methylphenoxy)benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0257
-
2-(2-bromophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.0263
-
2-(2,5-difluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0274
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluorophenoxy)benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.0434
-
2-(3-chlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.047
-
2-(2-bromo-4-fluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0528
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-phenoxybenzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0553
-
2-(2,5-dichlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.056
-
2-(4-chlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0605
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(3-fluorophenoxy)benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0612
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluoro-5-methylphenoxy)benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0657
-
2-(2-bromophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0757
-
2-(2,3-dichlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0843
-
2-(2,4-difluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.0929
-
2-(2,3-dichlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid wild type enzyme, pH and temperature not specified in the publication Arabidopsis thaliana
0.108
-
2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(2-fluorophenoxy)benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.145
-
2-(3-bromo-4-fluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.212
-
2-(2-chlorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.212
-
tribenuron-methyl mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana
0.228
-
2-(2,3-difluorophenoxy)-6-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoic acid mutant enzyme P197L, pH and temperature not specified in the publication Arabidopsis thaliana