1.1.1.86: ketol-acid reductoisomerase (NADP+)
This is an abbreviated version!
For detailed information about ketol-acid reductoisomerase (NADP+), go to the full flat file.
Word Map on EC 1.1.1.86
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1.1.1.86
-
branched-chain
-
5-phosphate
-
karis
-
1-deoxy-d-xylulose
-
fosmidomycin
-
isoprenoids
-
methylerythritol
-
1-deoxy-d-xylulose-5-phosphate
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deoxyxylulose
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l-valine
-
isobutanol
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2-c-methyl-d-erythritol
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non-mevalonate
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dihydroxyacid
-
2-keto
-
isoleucine-valine
-
ilvbnce
-
drug development
-
biofuel production
-
industry
- 1.1.1.86
-
branched-chain
- 5-phosphate
-
karis
- 1-deoxy-d-xylulose
- fosmidomycin
-
isoprenoids
- methylerythritol
- 1-deoxy-d-xylulose-5-phosphate
- deoxyxylulose
- l-valine
- isobutanol
-
2-c-methyl-d-erythritol
-
non-mevalonate
-
dihydroxyacid
-
2-keto
-
isoleucine-valine
-
ilvbnce
- drug development
- biofuel production
- industry
Reaction
Synonyms
2-hydroxy-3-keto acid reductoisomerase, acetohydroxy acid isomeroreductase, acetohydroxy acid reductoisomerase, acetohydroxy-acid isomeroreductase
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Reference on EC 1.1.1.86 - ketol-acid reductoisomerase (NADP+)
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REF. 
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Ryan, E.D.; Kohlhaw, G.B.
Subcellular localization of isoleucine-valine biosynthetic enzymes in yeast
J. Bacteriol.
120
631-637
1974
Saccharomyces cerevisiae
Arfin, S.M.; Umbarger, H.E.
Purification and properties of the acetohydroxy acid isomeroreductase of Salmonella typhimurium
J. Biol. Chem.
244
1118-1127
1969
Salmonella enterica subsp. enterica serovar Typhimurium
Satyanarayana, T.; Radhakrishnan, A.N.
Biosynthesis of valine and isoleucine in plants. 3. Reductoisomerase of Phaseolus radiatus
Biochim. Biophys. Acta
110
380-388
1965
Vigna radiata var. radiata
Kiritani, K.; Narise, S.; Wagner, R.P.
The reductoisomerase of Neurospora crassa
J. Biol. Chem.
241
2047-2051
1966
Neurospora crassa
-
Shematek, E.M.; Arfin, S.M.; Diven, W.F.
A kinetic study of alpha-acetohydroxy acid isomeroreductase from Salmonella typhimurium
Arch. Biochem. Biophys.
158
132-138
1973
Salmonella enterica subsp. enterica serovar Typhimurium
Hofler, J.G.; Decedue, C.J.; Luginbuhl, G.H.; Reynolds, J.A.; Burns, R.O.
The subunit structure of alpha-acetohydroxyacid isomeroreductase from Salmonella typhimurium
J. Biol. Chem.
250
877-882
1975
Salmonella enterica subsp. enterica serovar Typhimurium
Chunduru, S.K.; Mrachko, G.T.; Calvo, K.C.
Mechanism of ketol acid reductoisomerase--steady-state analysis and metal ion requirement
Biochemistry
28
486-493
1989
Escherichia coli
Dumas, R.; Joyard, J.; Douce, R.
Purification and characterization of acetohydroxyacid reductoisomerase from spinach chloroplasts
Biochem. J.
262
971-976
1989
Spinacia oleracea
Aulabaugh, A.; Schloss, J.V.
Oxalyl hydroxamates as reaction-intermediate analogues for ketol-acid reductoisomerase
Biochemistry
29
2824-2830
1990
Escherichia coli
Mrachko, G.T.; Chunduru, S.K.; Calvo, K.C.
The pH dependence of the kinetic parameters of ketol acid reductoisomerase indicates a proton shuttle mechanism for alkyl migration
Arch. Biochem. Biophys.
294
446-453
1992
Escherichia coli
Dumas, R.; Job, D.; Ortholand, J.Y.; Emeric, G.; Greiner, A.; Douce, R.
Isolation and kinetic properties of acetohydroxy acid isomeroreductase from spinach (Spinacia oleracea) chloroplasts overexpressed in Escherichia coli
Biochem. J.
288
865-874
1992
Spinacia oleracea
-
Durner, J.; Knoerzer, O.C.; Boeger, P.
Ketol-acid reductoisomerase from barley (Hordeum vulgare). Purification, properties, and specific inhibition
Plant Physiol.
103
903-910
1993
Hordeum vulgare
Dumas, R.; Cornillon-Bertrand, C.; Guigue-Talet, P.; Genix, P.; Douce, R.; Job, D.
Interactions of plant acetohydroxy acid isomeroreductase with reaction intermediate analogues: correlation of the slow, competitive, inhibition kinetics of enzyme activity and herbicidal effects
Biochem. J.
301
813-820
1994
Ipomoea purpurea, Solanum nigrum, Spinacia oleracea
-
Biou, V.; Dumas, R.; Cohen-Addad, C.; Douce, R.; Job, D.; Pebay-Peyroula, E.
The crystal structure of plant acetohydroxy acid isomeroreductase complexed with NADPH, two magnesium ions and a herbicidal transition state analog determined at 1.65 A resolution
EMBO J.
16
3405-3415
1997
Spinacia oleracea
Rane, M.J.; Calvo, K.C.
Reversal of the nucleotide specificity of ketol acid reductoisomerase by site-directed mutagenesis identifies the NADPH binding site
Arch. Biochem. Biophys.
338
83-89
1997
Escherichia coli
Dumas, R.; Biou, V.; Douce, R.
Purification and characterization of a fusion protein of plant acetohydroxy acid synthase and acetohydroxy acid isomeroreductase
FEBS Lett.
408
156-160
1997
Spinacia oleracea
Wessel, P.M.; Biou, V.; Douce, R.; Dumas, R.
A loop deletion in the plant acetohydroxy acid isomeroreductase homodimer generates an active monomer with reduced stability and altered magnesium affinity
Biochemistry
37
12753-12760
1998
Spinacia oleracea
Thomazeau, K.; Dumas, R.; Halgand, F.; Forest, E.; Douce, R.; Biou, V.
Structure of spinach acetohydroxyacid isomeroreductase complexed with its reaction product dihydroxymethylvalerate, manganese and (phospho)-ADP-ribose
Acta Crystallogr. Sect. D
56
389-397
2000
Spinacia oleracea
-
Dumas, R.; Biou, V.; Halgand, F.; Douce, R.; Duggleby, R.G.
Enzymology, structure, and dynamics of acetohydroxy acid isomeroreductase
Acc. Chem. Res.
34
399-408
2001
Escherichia coli, Triticum aestivum, Spinacia oleracea (Q01292)
Eom, S.J.; Ahn, H.J.; Yoon, H.J.; Lee, B.I.; Bae, S.H.; Baek, S.H.; Suh, S.W.
Crystallization and preliminary X-ray crystallographic analysis of acetohydroxy acid isomeroreductase from Pseudomonas aeruginosa
Acta Crystallogr. Sect. D
58
2145-2146
2002
Pseudomonas aeruginosa
McCourt, J.A.; Tyagi, R.; Guddat, L.W.; Biou, V.; Duggleby, R.G.
Facile crystallization of Escherichia coli ketol-acid reductoisomerase
Acta Crystallogr. Sect. D
60
1432-1434
2004
Escherichia coli
Tyagi, R.; Lee, Y.T.; Guddat, L.W.; Duggleby, R.G.
Probing the mechanism of the bifunctional enzyme ketol-acid reductoisomerase by site-directed mutagenesis of the active site
FEBS J.
272
593-602
2005
Escherichia coli
Leyval, D.; Uy, D.; Delaunay, S.; Goergen, J.L.; Engasser, J.M.
Characterisation of the enzyme activities involved in the valine biosynthetic pathway in a valine-producing strain of Corynebacterium glutamicum
J. Biotechnol.
104
241-252
2003
Corynebacterium glutamicum
Ahn, H.J.; Eom, S.J.; Yoon, H.J.; Lee, B.I.; Cho, H.; Suh, S.W.
Crystal structure of class I acetohydroxy acid isomeroreductase from Pseudomonas aeruginosa
J. Mol. Biol.
328
505-515
2003
Pseudomonas aeruginosa
Elisakova, V.; Patek, M.; Holatko, J.; Nesvera, J.; Leyval, D.; Goergen, J.L.; Delaunay, S.
Feedback-resistant acetohydroxy acid synthase increases valine production in Corynebacterium glutamicum
Appl. Environ. Microbiol.
71
207-213
2005
Corynebacterium glutamicum
Grenville-Briggs, L.J.; Avrova, A.O.; Bruce, C.R.; Williams, A.; Whisson, S.C.; Birch, P.R.; van West, P.
Elevated amino acid biosynthesis in Phytophthora infestans during appressorium formation and potato infection
Fungal Genet. Biol.
42
244-256
2005
Phytophthora infestans
Zabalza, A.; Gonzalez, E.M.; Arrese-Igor, C.; Royuela, M.
Fermentative metabolism is induced by inhibiting different enzymes of the branched-chain amino acid biosynthesis pathway in pea plants
J. Agric. Food Chem.
53
7486-7493
2005
Pisum sativum
Wang, B.L.; Duggleby, R.G.; Li, Z.M.; Wang, J.G.; Li, Y.H.; Wang, S.H.; Song, H.B.
Synthesis, crystal structure and herbicidal activity of mimics of intermediates of the KARI reaction
Pest Manag. Sci.
61
407-412
2005
Amaranthus retroflexus, Brassica rapa subsp. oleifera, Echinochloa crus-galli, Medicago sativa, Digitaria adscendens
Lee, Y.; Ta, H.T.; Duggleby, R.G.
Cyclopropane-1,1-dicarboxylate is a slow-, tight-binding inhibitor of rice ketol-acid reductoisomerase
Plant Sci.
168
1035-1040
2005
Oryza sativa (Q65XK0)
Tyagi, R.; Duquerroy, S.; Navaza, J.; Guddat, L.W.; Duggleby, R.G.
The crystal structure of a bacterial class II ketol-acid reductoisomerase: domain conservation and evolution
Protein Sci.
14
3089-3100
2005
Escherichia coli
Fitzgerald-Hughes, D.H.; Coleman, D.C.; OConnell, B.C.
Differentially expressed proteins in derivatives of Candida albicans displaying a stable histatin 3-resistant phenotype
Antimicrob. Agents Chemother.
51
2793-2800
2007
Candida albicans
Omura, F.
Targeting of mitochondrial Saccharomyces cerevisiae Ilv5p to the cytosol and its effect on vicinal diketone formation in brewing
Appl. Microbiol. Biotechnol.
78
503-513
2008
Saccharomyces cerevisiae
Liu, X.H.; Chen, P.Q.; Wang, B.L.; Li, Y.H.; Wang, S.H.; Li, Z.M.
Synthesis, bioactivity, theoretical and molecular docking study of 1-cyano-N-substituted-cyclopropanecarboxamide as ketol-acid reductoisomerase inhibitor
Bioorg. Med. Chem. Lett.
17
3784-3788
2007
Spinacia oleracea
Wang, B.; Li, Z.; Li, Y.; Wang, S.
Syntheses and biological activities of ethyl N-hydroxy-N-(substituted)phenyloxamates as KARI inhibitors
Chem. Res. Chin. Univ.
23
280-283
2007
Oryza sativa
-
Wang, B.; Li, Y.; Wang, J.; Ma, Y.; Li, Z.
Molecular design, synthesis and biological activities of amidines as new ketol-acid reductoisomerase inhibitors
Chin. Chem. Lett.
19
651-654
2008
Escherichia coli, Oryza sativa, Spinacia oleracea
-
Wang, B.; Ma, Y.; Li, Y.; Wang, S.; Li, Z.
The design, synthesis of amide KARI inhibitors and their biological activities
Front. Chem. Chin.
4
186-190
2009
Spinacia oleracea
-
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
J. Enzyme Inhib. Med. Chem.
24
545-552
2009
Oryza sativa
Leung, E.W.; Guddat, L.W.
Conformational changes in a plant ketol-acid reductoisomerase upon Mg2+ and NADPH binding as revealed by two crystal structures
J. Mol. Biol.
389
167-182
2009
Oryza sativa (Q65XK0), Oryza sativa
Liu, X.H.; Chen, P.Q.; Wang, B.L.; Dong, W.L.; Li, Y.H.; Xie, X.Q.; Li, Z.M.
High throughput receptor-based virtual screening under ZINC database, synthesis, and biological evaluation of ketol-acid reductoisomerase inhibitors
Chem. Biol. Drug Des.
75
228-232
2010
Oryza sativa
Wang, B.; Ma, Y.; Li, Y.; Wang, S.; Li, Z.
The design, synthesis of amide KARI inhibitors and their biological activities
Front. Chem.
4
186-190
2009
Brassica rapa subsp. oleifera, Echinochloa crus-galli, Oryza sativa
-
Wong, S.H.; Lonhienne, T.G.; Winzor, D.J.; Schenk, G.; Guddat, L.W.
Bacterial and plant ketol-acid reductoisomerases have different mechanisms of induced fit during the catalytic cycle
J. Mol. Biol.
424
168-179
2012
Escherichia coli (P05793), Escherichia coli
Cahn, J.K.; Brinkmann-Chen, S.; Spatzal, T.; Wiig, J.A.; Buller, A.R.; Einsle, O.; Hu, Y.; Ribbe, M.W.; Arnold, F.H.
Cofactor specificity motifs and the induced fit mechanism in Class I ketol-acid reductoisomerases
Biochem. J.
468
475-484
2015
Azotobacter vinelandii (C1DFH7), Alicyclobacillus acidocaldarius subsp. acidocaldarius (C8WR67), Ignisphaera aggregans (E0SRA9), uncultured archaeon (Q64BR7), Ignisphaera aggregans DSM 17230 (E0SRA9), Azotobacter vinelandii ATCC BAA-1303 (C1DFH7)
Oh, B.R.; Heo, S.Y.; Lee, S.M.; Hong, W.K.; Park, J.M.; Jung, Y.R.; Kim, D.H.; Sohn, J.H.; Seo, J.W.; Kim, C.H.
Production of 2-butanol from crude glycerol by a genetically-engineered Klebsiella pneumoniae strain
Biotechnol. Lett.
36
57-62
2014
Klebsiella pneumoniae subsp. pneumoniae (A6TGG1), Klebsiella pneumoniae subsp. pneumoniae ATCC 700721 (A6TGG1)
Reisse, S.; Garbe, D.; Brueck, T.
Identification and optimization of a novel thermo- and solvent stable ketol-acid reductoisomerase for cell free isobutanol biosynthesis
Biochimie
108
76-84
2015
Meiothermus ruber (D3PT81), Meiothermus ruber, Meiothermus ruber DSM 1279 (D3PT81)
Tadrowski, S.; Pedroso, M.M.; Sieber, V.; Larrabee, J.A.; Guddat, L.W.; Schenk, G.
Metal ions play an essential catalytic role in the mechanism of ketol-acid reductoisomerase
Chemistry
22
7427-7436
2016
Escherichia coli, Oryza sativa
Lv, Y.; Kandale, A.; Wun, S.J.; McGeary, R.P.; Williams, S.J.; Kobe, B.; Sieber, V.; Schembri, M.A.; Schenk, G.; Guddat, L.W.
Crystal structure of Mycobacterium tuberculosis ketol-acid reductoisomerase at 1.0 A resolution - a potential target for anti-tuberculosis drug discovery
FEBS J.
283
1184-1196
2016
Mycobacterium tuberculosis (P9WKJ7), Mycobacterium tuberculosis, Mycobacterium tuberculosis ATCC 25618 (P9WKJ7)
Verdel-Aranda, K.; Lopez-Cortina, S.T.; Hodgson, D.A.; Barona-Gomez, F.
Molecular annotation of ketol-acid reductoisomerases from Streptomyces reveals a novel amino acid biosynthesis interlock mediated by enzyme promiscuity
Microb. Biotechnol.
8
239-252
2015
Corynebacterium glutamicum, Escherichia coli, Streptomyces griseus, Streptomyces viridifaciens, Streptomyces pristinaespiralis, Streptomyces ambofaciens (A0A0K2AZ61), Streptomyces lividans (D6EC76), Streptomyces lividans (D6ERQ9), Streptomyces lividans, Streptomyces avermitilis (Q59818), Streptomyces coelicolor (Q9FBT8), Streptomyces coelicolor (Q9Z565), Streptomyces coelicolor, Streptomyces ambofaciens ATCC 23877 (A0A0K2AZ61), Streptomyces lividans TK24 (D6EC76), Streptomyces lividans TK24 (D6ERQ9), Streptomyces coelicolor ATCC BAA-471 (Q9Z565), Streptomyces coelicolor BAA-471 (Q9FBT8), Streptomyces avermitilis DSM 46492 (Q59818)
Brinkmann-Chen, S.; Flock, T.; Cahn, J.; Snow, C.; Brustad, E.; McIntosh, J.; Meinhold, P.; Zhang, L.; Arnold, F.
General approach to reversing ketol-acid reductoisomerase cofactor dependence from NADPH to NADH
Proc. Natl. Acad. Sci. USA
110
10946-10951
2013
Methanococcus aeolicus (A6UW80), Alicyclobacillus acidocaldarius subsp. acidocaldarius (C8WR67), Methanococcus aeolicus DSM 17508 (A6UW80)
Wun, S.J.; Johnson, L.A.; You, L.; McGeary, R.P.; Brueck, T.; Schenk, G.; Guddat, L.W.
Inhibition studies of ketol-acid reductoisomerases from pathogenic microorganisms
Arch. Biochem. Biophys.
692
108516
2020
Campylobacter jejuni, Mycobacterium tuberculosis (P9WKJ7), Mycobacterium tuberculosis, Mycobacterium tuberculosis ATCC 25618 (P9WKJ7)
Wang, B.L.; Zhang, L.Y.; Liu, X.H.; Ma, Y.; Zhang, Y.; Li, Z.M.; Zhang, X.
Synthesis, biological activities and SAR studies of new 3-substitutedphenyl-4-substituted benzylideneamino-1,2,4-triazole Mannich bases and bis-Mannich bases as ketol-acid reductoisomerase inhibitors
Bioorg. Med. Chem. Lett.
27
5457-5462
2017
Oryza sativa Japonica Group (Q65XK0)
Yu, M.J.; Wu, J.; Chen, S.L.
Mechanism and inhibitor exploration with binuclear Mg ketol-acid reductoisomerase targeting the biosynthetic pathway of branched-chain amino acids
ChemBioChem
21
381-391
2020
Staphylococcus aureus (Q2FWK4), Staphylococcus aureus NCTC 8325 (Q2FWK4)
Patel, K.M.; Teran, D.; Zheng, S.; Kandale, A.; Garcia, M.; Lv, Y.; Schembri, M.A.; McGeary, R.P.; Schenk, G.; Guddat, L.W.
Crystal structures of Staphylococcus aureus ketol-acid reductoisomerase in complex with two transition state analogues that have biocidal activity
Chemistry
23
18289-18295
2017
Staphylococcus aureus (Q2FWK4), Staphylococcus aureus, Staphylococcus aureus NCTC 8325 (Q2FWK4)
Bayaraa, T.; Kurz, J.L.; Patel, K.M.; Hussein, W.M.; Bilyj, J.K.; West, N.P.; Schenk, G.; McGeary, R.P.; Guddat, L.W.
Discovery, synthesis and evaluation of a ketol-acid reductoisomerase inhibitor
Chemistry
26
8958-8968
2020
Mycobacterium tuberculosis (P9WKJ7), Mycobacterium tuberculosis, Staphylococcus aureus (Q2FWK4), Staphylococcus aureus, Staphylococcus aureus NCTC 8325 (Q2FWK4)
Lin, X.; Kurz, J.L.; Patel, K.M.; Wun, S.J.; Hussein, W.M.; Lonhienne, T.; West, N.P.; McGeary, R.P.; Schenk, G.; Guddat, L.W.
Discovery of a pyrimidinedione derivative with potent inhibitory activity against Mycobacterium tuberculosis ketol-acid reductoisomerase
Chemistry
27
3130-3141
2021
Mycobacterium tuberculosis (A5U713), Mycobacterium tuberculosis (P9WKJ7), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WKJ7)
Kim, G.; Shin, D.; Lee, S.; Yun, J.; Lee, S.
Crystal structure of ILvC, a ketol-acid reductoisomerase, from Streptococcus pneumoniae
Crystals
9
551
2019
Streptococcus pneumoniae (Q04M32)
-
Krishna, V.S.; Zheng, S.; Rekha, E.M.; Nallangi, R.; Sai Prasad, D.V.; George, S.E.; Guddat, L.W.; Sriram, D.
Design and development of ((4-methoxyphenyl)carbamoyl) (5-(5-nitrothiophen-2-yl)-1,3,4-thiadiazol-2-yl)amide analogues as Mycobacterium tuberculosis ketol-acid reductoisomerase inhibitors
Eur. J. Med. Chem.
193
112178
2020
Mycobacterium tuberculosis (P9WKJ7), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WKJ7)
Lee, D.; Hong, J.; Kim, K.J.
Crystal structure and biochemical characterization of ketol-acid reductoisomerase from Corynebacterium glutamicum
J. Agric. Food Chem.
67
8527-8535
2019
Corynebacterium glutamicum (Q57179), Corynebacterium glutamicum, Corynebacterium glutamicum ATCC 13032 (Q57179)
Chen, C.Y.; Chang, Y.C.; Lin, B.L.; Lin, K.F.; Huang, C.H.; Hsieh, D.L.; Ko, T.P.; Tsai, M.D.
Use of cryo-EM To uncover structural bases of pH effect and cofactor bispecificity of ketol-acid reductoisomerase
J. Am. Chem. Soc.
141
6136-6140
2019
Saccharolobus solfataricus
Krishna, V.S.; Zheng, S.; Rekha, E.M.; Guddat, L.W.; Sriram, D.
Discovery and evaluation of novel Mycobacterium tuberculosis ketol-acid reductoisomerase inhibitors as therapeutic drug leads
J. Comput. Aided Mol. Des.
33
357-366
2019
Mycobacterium tuberculosis (P9WKJ7), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WKJ7)
Chen, C.; Ko, T.; Lin, K.; Lin, B.; Huang, C.; Chiang, C.; Horng, J.
NADH/NADPH bi-cofactor-utilizing and thermoactive ketol-acid reductoisomerase from Sulfolobus acidocaldarius
Sci. Rep.
8
7176
2018
Sulfolobus acidocaldarius (Q4J8K9), Sulfolobus acidocaldarius, Sulfolobus acidocaldarius ATCC 33909 (Q4J8K9)
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