Information on EC 1.1.99.30 - 2-oxo-acid reductase

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The expected taxonomic range for this enzyme is: Proteus

EC NUMBER
COMMENTARY hide
1.1.99.30
-
RECOMMENDED NAME
GeneOntology No.
2-oxo-acid reductase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a (2R)-hydroxy-carboxylate + acceptor = a 2-oxo-carboxylate + reduced acceptor
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
redox reaction
-
-
reduction
-
-
SYSTEMATIC NAME
IUBMB Comments
(2R)-hydroxy-carboxylate:acceptor oxidoreductase
Contains [4Fe-4S] and a mononucleotide molybdenum (pyranopterin) cofactor. Has broad substrate specificity, with 2-oxo-monocarboxylates and 2-oxo-dicarboxylates acting as substrates. Branching in a substrate at the C-3 position results in loss of activity. The enzyme from Proteus sp. is inactivated by oxygen.
CAS REGISTRY NUMBER
COMMENTARY hide
70852-00-5
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2R)-hydroxy-4-methylpentanoate + 2-oxo-butyrate
2-oxo-4-methylpentanoate + (2R)-hydroxybutyrate
show the reaction diagram
-
-
-
-
r
(2S,3R,4S)-2-hydroxy-3-halogenbutyrolactones + reduced benzyl viologen
?
show the reaction diagram
-
highly stereospecific reaction
-
-
r
(2S,3R,4S)-2-hydroxy-3-halogenbutyrolactones + reduced methyl viologen
?
show the reaction diagram
-
highly stereospecific reaction
-
-
r
(R)-lactate + oxidized anthraquinone-2,6-disulfonate
pyruvate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
?
(R,S)-2-oxo-3-methylpentanoate + reduced benzyl viologen
2-hydroxy-3-methylpentanoate + oxidized benzyl viologen
show the reaction diagram
-
-
-
-
-
(R,S)-2-oxo-3-methylpentanoate + reduced methyl viologen
2-hydroxy-3-methylpentanoate + oxidized methyl viologen
show the reaction diagram
-
-
-
-
-
(S)-2-oxo-3-methylpentanoate + reduced benzyl viologen
2-hydroxy-3-methylpentanoate + oxidized benzyl viologen
show the reaction diagram
(S)-2-oxo-3-methylpentanoate + reduced methyl viologen
2-hydroxy-3-methylpentanoate + oxidized methyl viologen
show the reaction diagram
2-hydroxyglutarate + oxidized acceptor
2-oxoglutarate + reduced acceptor
show the reaction diagram
-
-
-
-
r
2-oxo-3,3-dimethyl-4-hydroxybutanoate + reduced benzyl viologen
3,3-dimethyl-2,4-dihydroxybutanoate + oxidized benzyl viologen
show the reaction diagram
2-oxo-3,3-dimethyl-4-hydroxybutanoate + reduced methyl viologen
3,3-dimethyl-2,4-dihydroxybutanoate + oxidized methyl viologen
show the reaction diagram
2-oxo-3,5-dienoates + H2
?
show the reaction diagram
-
-
-
-
r
2-oxo-3-(3,4-dihydroxyphenyl)-propionate + H2
rosmarinic acid
show the reaction diagram
-
-
-
-
r
2-oxo-3-enoates + H2
?
show the reaction diagram
-
-
-
-
r
2-oxo-4-(hydroxy-methyl-phosphinyl)-butanoate + reduced benzyl viologen
2-hydroxy-4-(hydroxymethylphosphinyl)-butanoate + oxidized benzyl viologen
show the reaction diagram
-
-
-
-
-
2-oxo-4-(hydroxy-methyl-phosphinyl)-butanoate + reduced methyl viologen
2-hydroxy-4-(hydroxymethylphosphinyl)-butanoate + oxidized methyl viologen
show the reaction diagram
-
-
-
-
-
2-oxo-4-methylpentanoate + reduced benzyl viologen
2-hydroxy-4-methylpentanoate + oxidized benzyl viologen
show the reaction diagram
-
-
-
-
-
2-oxo-4-methylpentanoate + reduced methyl viologen
2-hydroxy-4-methylpentanoate + oxidized methyl viologen
show the reaction diagram
-
-
-
-
-
2-oxo-carboxylate + reduced benzyl viologen
(2R)-hydroxy-carboxylate + oxidized benzyl viologen
show the reaction diagram
-
stereospecific, very wide substrate specificity, reduces 2-oxo-carboxylates with diverse types of residues at position 3, such as unbranched and branched alkyl, hydroxy, one or two conjugated carbon carbon double bonds, additional CO, and -OOC(CH2)n, overview
-
-
r
2-oxo-carboxylate + reduced methyl viologen
(2R)-hydroxy-carboxylate + oxidized methyl viologen
show the reaction diagram
-
stereospecific, very wide substrate specificity, reduces 2-oxo-carboxylates with diverse types of residues at position 3, such as unbranched and branched alkyl, hydroxy, one or two conjugated carbon carbon double bonds, additional CO, and -OOC(CH2)n, overview
-
-
r
2-oxoadipate + reduced benzyl viologen
2-hydroxyadipate + oxidized benzyl viologen
show the reaction diagram
-
-
-
-
-
2-oxoadipate + reduced methyl viologen
2-hydroxyadipate + oxidized methyl viologen
show the reaction diagram
-
-
-
-
-
2-oxoglutarate + reduced benzyl viologen
2-hydroxyglutarate + oxidized benzyl viologen
show the reaction diagram
2-oxoglutarate + reduced methyl viologen
2-hydroxyglutarate + oxidized methyl viologen
show the reaction diagram
2-oxononanoate + reduced benzyl viologen
2-hydroxynonanoate + oxidized benzyl viologen
show the reaction diagram
-
-
-
-
-
2-oxononanoate + reduced methyl viologen
2-hydroxynonanoate + oxidized methyl viologen
show the reaction diagram
-
-
-
-
-
3-fluoropyruvate + reduced benzyl viologen
3-fluoro-2-hydroxypropionate + oxidized benzyl viologen
show the reaction diagram
3-fluoropyruvate + reduced methyl viologen
3-fluoro-2-hydroxypropionate + oxidized methyl viologen
show the reaction diagram
5-benzyloxyindolylpyruvate + reduced benzyl viologen
3-(5-benzyloxyindolyl)-2-hydroxypropionate + oxidized benzyl viologen
show the reaction diagram
-
-
-
-
-
5-benzyloxyindolylpyruvate + reduced methyl viologen
3-(5-benzyloxyindolyl)-2-hydroxypropionate + oxidized methyl viologen
show the reaction diagram
-
-
-
-
-
6-phospho-D-gluconate + oxidized anthraquinone-2,6-disulfonate
6-phospho-D-arabino-hex-2-ulosonate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
6-phospho-D-gluconate + oxidized benzyl viologen
6-phospho-D-arabino-hex-2-ulosonate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
6-phospho-D-gluconate + oxidized carboxamido-methyl viologen
6-phospho-D-arabino-hex-2-ulosonate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
a (2R)-hydroxy-carboxylate + acceptor
a 2-oxo-carboxylate + reduced acceptor
show the reaction diagram
chloropyruvic acid + reduced 1,1'-carbamoyl methyl viologen
D-(S)-chlorolactate + oxidized 1,1'-carbamoyl methyl viologen
show the reaction diagram
-
stereospecific reaction
-
-
?
D-galactonate + oxidized anthraquinone-2,6-disulfonate
D-lyxo-hex-2-ulosonate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
D-galactonate + oxidized benzyl viologen
D-lyxo-hex-2-ulosonate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
D-galactonate + oxidized carboxamido-methyl viologen
D-lyxo-hex-2-ulosonate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
D-glucarate + oxidized anthraquinone-2,6-disulfonate
2-oxo-D-glucarate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
D-glucarate + oxidized benzyl viologen
2-oxo-D-glucarate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
D-glucarate + oxidized carboxamido-methyl viologen
2-oxo-D-glucarate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
D-gluconate + oxidized 1,1'-carbamoyl methyl viologen
? + reduced 1,1'-carbamoyl methyl viologen
show the reaction diagram
-
anaerobic conditions
-
-
r
D-gluconate + oxidized anthraquinone-2,6-disulfonate
D-arabino-hex-2-ulosonate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
D-gluconate + oxidized benzyl viologen
D-arabino-hex-2-ulosonate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
D-gluconate + oxidized carboxamido-methyl viologen
D-arabino-hex-2-ulosonate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
D-glucose 6-phosphate + oxidized 1,1'-carbamoyl methyl viologen
? + reduced 1,1'-carbamoyl methyl viologen
show the reaction diagram
-
anaerobic conditions
-
-
r
D-gulonate + oxidized anthraquinone-2,6-disulfonate
D-arabino-hex-2-ulosonate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
D-gulonate + oxidized benzyl viologen
D-arabino-hex-2-ulosonate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
D-gulonate + oxidized carboxamido-methyl viologen
D-arabino-hex-2-ulosonate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
D-lactate + oxidized 1,1'-carbamoyl methyl viologen
pyruvate + reduced 1,1'-carbamoyl methyl viologen
show the reaction diagram
-
anaerobic conditions
-
-
r
D-lactate + oxidized anthraquinone-2,6-disulfonate
pyruvate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
D-lactate + oxidized benzyl viologen
pyruvate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
D-lactate + oxidized carboxamido-methyl viologen
pyruvate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
D-ribonate + oxidized anthraquinone-2,6-disulfonate
D-erythro-pent-2-ulosonate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
D-ribonate + oxidized benzyl viologen
D-erythro-pent-2-ulosonate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
D-ribonate + oxidized carboxamido-methyl viologen
D-erythro-pent-2-ulosonate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
D-xylonate + oxidized anthraquinone-2,6-disulfonate
D-threo-pent-2-ulosonate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
D-xylonate + oxidized benzyl viologen
D-threo-pent-2-ulosonate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
D-xylonate + oxidized carboxamido-methyl viologen
D-threo-pent-2-ulosonate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
galactarate + oxidized anthraquinone-2,6-disulfonate
2-oxogalactarate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
galactarate + oxidized benzyl viologen
2-oxogalactarate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
galactarate + oxidized carboxamido-methyl viologen
2-oxogalactarate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
indolylpyruvate + reduced benzyl viologen
2-hydroxy-3-indolylpropionat + oxidized benzyl viologen
show the reaction diagram
indolylpyruvate + reduced methyl viologen
2-hydroxy-3-indolylpropionat + oxidized methyl viologen
show the reaction diagram
L-arabinonate + oxidized anthraquinone-2,6-disulfonate
L-erythro-pent-2-ulosonate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
L-arabinonate + oxidized benzyl viologen
L-erythro-pent-2-ulosonate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
L-arabinonate + oxidized carboxamido-methyl viologen
L-erythro-pent-2-ulosonate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
L-arabinuronate + oxidized anthraquinone-2,6-disulfonate
? + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
L-arabinuronate + oxidized benzyl viologen
? + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
L-arabinuronate + oxidized carboxamido-methyl viologen
? + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
L-mannonate + oxidized anthraquinone-2,6-disulfonate
L-arabino-hex-2-ulosonate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
L-mannonate + oxidized benzyl viologen
L-arabino-hex-2-ulosonate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
L-mannonate + oxidized carboxamido-methyl viologen
L-arabino-hex-2-ulosonate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
lactate + oxidized acceptor
pyruvate + reduced acceptor
show the reaction diagram
-
-
-
-
r
lactobionate + oxidized anthraquinone-2,6-disulfonate
4-O-(beta-D-glactopyranosido)-D-arabino-hex-2-ulosonate + reduced anthraquinone-2,6-disulfonate
show the reaction diagram
-
-
-
-
r
lactobionate + oxidized benzyl viologen
4-O-(beta-D-glactopyranosido)-D-arabino-hex-2-ulosonate + reduced benzyl viologen
show the reaction diagram
-
-
-
-
r
lactobionate + oxidized carboxamido-methyl viologen
4-O-(beta-D-glactopyranosido)-D-arabino-hex-2-ulosonate + reduced carboxamido-methyl viologen
show the reaction diagram
-
-
-
-
r
mandelate + oxidized acceptor
oxo(phenyl)acetic acid + reduced acceptor
show the reaction diagram
-
-
-
-
r
N-acetylneuraminate + oxidized 1,1'-carbamoyl methyl viologen
? + reduced 1,1'-carbamoyl methyl viologen
show the reaction diagram
-
anaerobic conditions
-
-
r
pantolactone + oxidized acceptor
dehydropantolactone + reduced acceptor
show the reaction diagram
-
-
-
-
r
phenylglyoxylate + reduced benzyl viologen
(R)-mandelic acid
show the reaction diagram
phenylglyoxylate + reduced methyl viologen
(R)-mandelic acid
show the reaction diagram
phenylpyruvate + H2
(2R)-phenyllactate
show the reaction diagram
-
-
-
-
r
phenylpyruvate + reduced 1,1'-carbamoyl methyl viologen
phenyllactate + oxidized 1,1'-carbamoyl methyl viologen
show the reaction diagram
-
anaerobic conditions
-
-
r
phenylpyruvate + reduced benzyl viologen
(2R)-phenyllactate + oxidized benzyl viologen
show the reaction diagram
-
-
-
-
r
phenylpyruvate + reduced benzyl viologen
2-hydroxy-3-phenylpropionate + oxidized benzyl viologen
show the reaction diagram
phenylpyruvate + reduced benzyl viologen
phenyllactate + oxidized benzyl viologen
show the reaction diagram
-
anaerobic conditions
-
-
r
phenylpyruvate + reduced carbamoylmethyl viologen
(2R)-phenyllactate + oxidized carbamoylmethyl viologen
show the reaction diagram
phenylpyruvate + reduced cobalt sepulchrate
(2R)-phenyllactate + oxidized cobalt sepulchrate
show the reaction diagram
-
-
-
-
r
phenylpyruvate + reduced indigocarmine
(2R)-phenyllactate + oxidized indigocarmine
show the reaction diagram
-
-
-
-
r
phenylpyruvate + reduced kresyl violet
(2R)-phenyllactate + oxidized kresyl violet
show the reaction diagram
-
-
-
-
r
phenylpyruvate + reduced meldolablue
(2R)-phenyllactate + oxidized meldolablue
show the reaction diagram
-
-
-
-
r
phenylpyruvate + reduced methyl viologen
2-hydroxy-3-phenylpropionate + oxidized methyl viologen
show the reaction diagram
phenylpyruvate + reduced methylene blue
(2R)-phenyllactate + oxidized methylene blue
show the reaction diagram
-
-
-
-
r
phenylpyruvate + reduced phenosafranine
(2R)-phenyllactate + oxidized phenosafranine
show the reaction diagram
-
-
-
-
r
phenylpyruvate + reduced safranine TH
(2R)-phenyllactate + oxidized safranine TH
show the reaction diagram
-
-
-
-
r
pyruvate + reduced benzyl viologen
lactate + oxidized benzyl viologen
show the reaction diagram
pyruvate + reduced methyl viologen
lactate + oxidized methyl viologen
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
molybdenum cofactor
additional information
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Iron-sulfur cluster
-
-
molybdate
-
strong induction
Molybdenum
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
O2
-
oxygen-sensitive
tungstate
-
complete inhibition in vivo
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
-
highest activity in potassium phosphate buffer compared to Tris-buffer, MOPS, Pipes or diphosphate buffer
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.64
6-phospho-D-gluconate
-
pH 8.5, 38C
0.042
benzyl viologen
-
pH 8.5, 38C
0.025
carboxamido-methyl viologen
-
pH 8.5, 38C
0.48
D-galactonate
-
pH 8.5, 38C
1.68
D-glucarate
-
pH 8.5, 38C
0.98
D-gluconate
-
pH 8.5, 38C
0.64
D-gulonate
-
pH 8.5, 38C
0.68
D-lactate
-
pH 8.5, 38C
0.3
D-ribonate
-
pH 8.5, 38C
1.27
D-xylonate
-
pH 8.5, 38C
0.42
galactarate
-
pH 8.5, 38C
2.03
L-arabinoic acid
-
pH 8.5, 38C
1.46
L-arabinuronate
-
pH 8.5, 38C
0.92
L-mannonate
-
pH 8.5, 38C
0.66
Lactobionate
-
pH 8.5, 38C
0.19
oxidized antraquinone-2,6-disulfonate
-
pH 8.5, 38C
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
600
-
purified enzyme
810
-
crude cell extract
1000
-
purified enzyme
1800
-
purified holoenzyme
additional information
-
production rates of D-(S)-chloroacetic acid by enzymatic and chemical or eletrochemical methods
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
-
assay at
35
-
assay at
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.9
-
isoelectric focusing
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
64000
-
x * 80000 + x * 64000, alpha,beta-structure
600000
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
octamer
-
8 * 80000, SDS-PAGE
oligomer
-
x * 80000 + x * 64000, alpha,beta-structure
additional information
-
subunit structure
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-15C, loss of 10% activity within 1-2 years
-
-16C, N2-atmosphere, wet packed cells, 450 days, more than 90% remaining activity
-
30C, 170 h, completely stable
-
room temperature, freeze dried cells, 200 days, more than 80% remaining activity
-
room temperature, freeze dried cells, loss of 10% of activity within 1-2 years
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
anaerobic conditions
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
biotechnology
-
preparative scale production of pyruvate from (R)-lactate in an enzyme-membrane reactor with coupled electrochemical regeneration of the artificial mediator anthraquinone-2,6-disulfonate, process modeling and calculation
synthesis