Literature summary for 1.1.1.86 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.

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Application

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

Cloned(Commentary)

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

Inhibitors

Inhibitors	Comment	Organism	Structure
2-dimethylphosphinoyl-2-hydroxyacetate	i.e. Hoe 704, potent competitive inhibitor in vitro but weak in vivo	Oryza sativa
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
N'-(5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-(2-fluorophenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-(2-methyl-phenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-(3-methyl-phenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-(3-pyridinyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-(4-chlorophenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-(4-nitrophenyl)-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-butyl-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-furan-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-isopropyl-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N'-(5-phenyl-1,3,4-thiadiazol-2-yl)-N-cyclopropyformyl-thiourea	-	Oryza sativa
N-(5-substituted-1,3,4-thiadiazol-2-yl)-N-cyclopropylformyl-thiourea	-	Oryza sativa
N-Hydroxy-N-isopropyloxamate	i.e. IpOHA, potent competitive inhibitor in vitro but weak in vivo	Oryza sativa

Metals/Ions

Metals/Ions	Comment	Organism	Structure
Mg2+	required for the alkyl migration reaction step	Oryza sativa
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)

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

Organism

Organism	UniProt	Comment	Textmining
Oryza sativa	-	-	-

Reaction

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

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
(R)-2,3-dihydroxy-3-methylbutanoate + NADP+	-	Oryza sativa	(S)-2-hydroxy-2-methyl-3-oxobutanoate + NADPH + H+	-	r
(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
additional information	structure-activity relationship	Oryza sativa	?	-	?

Synonyms

Synonyms	Comment	Organism
KARI	-	Oryza sativa

Temperature Optimum [°C]

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

pH Optimum

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

Cofactor

Cofactor	Comment	Organism	Structure
NADP+	-	Oryza sativa
NADPH	-	Oryza sativa

General Information

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

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Release 2023.1 (January 2023)