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Literature summary extracted from

  • Liu, X.H.; Zhang, C.Y.; Guo, W.C.; Li, Y.H.; Chen, P.Q.; Wang, T.; Dong, W.L.; Wang, B.L.; Sun, H.W.; Li, Z.M.
    Synthesis, bioactivity and SAR study of N-(5-substituted-1,3,4-thiadiazol-2-yl)-N-cyclopropylformyl-thioureas as ketol-acid reductoisomerase inhibitors (2009), J. Enzyme Inhib. Med. Chem., 24, 545-552.
    View publication on PubMed

Application

EC Number Application Comment Organism
1.1.1.86 drug development the enzyme is a promising target for the design of herbicides Oryza sativa

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.1.1.86 overexpression in Escherichia coli strain BL21(DE3) Oryza sativa

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.86 2-dimethylphosphinoyl-2-hydroxyacetate i.e. Hoe 704, potent competitive inhibitor in vitro but weak in vivo Oryza sativa
1.1.1.86 additional information no inhibition by N'-(5-methyl-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea, N'-(5-ethyl-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea, and N'-(5-propyl-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea; structure-activity relationship Oryza sativa
1.1.1.86 N'-(5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-(2-fluorophenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-(2-methyl-phenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-(3-methyl-phenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-(3-pyridinyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-(4-chlorophenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-(4-nitrophenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-butyl-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-furan-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-isopropyl-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N'-(5-phenyl-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea
-
Oryza sativa
1.1.1.86 N-(5-substituted-1,3,4-thiadiazol-2-yl)-N-cyclopropylformyl-thiourea
-
Oryza sativa
1.1.1.86 N-Hydroxy-N-isopropyloxamate i.e. IpOHA, potent competitive inhibitor in vitro but weak in vivo Oryza sativa

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.1.1.86 Mg2+ required for the alkyl migration reaction step Oryza sativa
1.1.1.86 additional information the NADPH reaction step requires a divalent cation, e.g. Mg2+, Mn2+, or Co2+, but in a non-specific manner Oryza sativa

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.86 (R)-2,3-dihydroxy-3-methylbutanoate + NADP+ Oryza sativa
-
(S)-2-hydroxy-2-methyl-3-oxobutanoate + NADPH + H+
-
r

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.86 Oryza sativa
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
1.1.1.86 (2R)-2,3-dihydroxy-3-methylbutanoate + NADP+ = (2S)-2-hydroxy-2-methyl-3-oxobutanoate + NADPH + H+ catalytic mechanism, overview Oryza sativa

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.86 (R)-2,3-dihydroxy-3-methylbutanoate + NADP+
-
Oryza sativa (S)-2-hydroxy-2-methyl-3-oxobutanoate + NADPH + H+
-
r
1.1.1.86 (R)-2,3-dihydroxy-3-methylbutanoate + NADP+ the enzyme performs a two-step reaction of an alkyl migration followed by an NADPH-dependent reduction rection Oryza sativa (S)-2-hydroxy-2-methyl-3-oxobutanoate + NADPH + H+
-
r
1.1.1.86 additional information structure-activity relationship Oryza sativa ?
-
?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.86 KARI
-
Oryza sativa

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.1.1.86 30
-
assay at Oryza sativa

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.1.1.86 8
-
assay at Oryza sativa

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.86 NADP+
-
Oryza sativa
1.1.1.86 NADPH
-
Oryza sativa

General Information

EC Number General Information Comment Organism
1.1.1.86 metabolism the enzyme catalyzes the first common step in biosynthesis of branched-chain amino acids isoleucine, leucine and valine Oryza sativa