Information on EC 1.1.1.229 - diethyl 2-methyl-3-oxosuccinate reductase

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The expected taxonomic range for this enzyme is: Torulaspora delbrueckii

EC NUMBER
COMMENTARY hide
1.1.1.229
-
RECOMMENDED NAME
GeneOntology No.
diethyl 2-methyl-3-oxosuccinate reductase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
diethyl (2R,3R)-2-methyl-3-hydroxysuccinate + NADP+ = diethyl 2-methyl-3-oxosuccinate + NADPH + H+
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
diethyl-(2R,3R)-2-methyl-3-hydroxysuccinate:NADP+ 3-oxidoreductase
Also acts on diethyl (2S,3R)-2-methyl-3-hydroxysuccinate; and on the corresponding dimethyl esters.
CAS REGISTRY NUMBER
COMMENTARY hide
110369-21-6
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
diethyl 2-methyl-3-oxosuccinate + NADPH
diethyl 2-methyl-3-hydroxysuccinate + NADP+
show the reaction diagram
dimethyl 2-methyl-3-oxosuccinate + NADPH
dimethyl 2-methyl-3-hydroxysuccinate + NADP+
show the reaction diagram
-
poor substrate
-
-
?
additional information
?
-
-
no aldehydes or several synthetic substrates are reduced, such as: acetaldehyde, formaldehyde, isobutanal, n-pentanal, n-hexanal, n-heptanal, 4-hydroxybenzaldehyde, 4-dimethylaminobenzaldehyde, benzaldehyde, furfural, 2-methyl-3-oxobutanoic acid benzyl ester, 2-chloro-3-oxobutanoic acid ethyl ester, 3-phenyl-2-oxobutanoic acid methyl ester, 2-methyl-3-oxobutanoic acid ethyl ester, 3-(2'-furyl)-2-methyl-3-oxopropionic acid methyl ester, none of the following alcohols or other substrates is oxidized: methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, n-pentanol, isopentanol, benzyl alcohol, glycerin, shikimic acid, 2-deoxy-D-glucose, glucose 6-phosphate, in the presence of NAD+ or NADP+
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-
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
diethyl 2-methyl-3-oxosuccinate + NADPH
diethyl 2-methyl-3-hydroxysuccinate + NADP+
show the reaction diagram
-
asymmetric reduction in yeast, the reduction is strongly preferred over the weak oxidation activity
-
-
r
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ag+
-
strong inhibitor
Cu2+
-
strong inhibitor
Fe3+
-
strong inhibitor
K+
-
strongly inhibitory at 1 M
Na+
-
strongly inhibitory at 1 M
Zn2+
-
slight inhibition
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
-
30% of activity at 10 mM
cysteine
-
complete inhibition at 10 mM
FMN
-
slight inhibition at 0.2 mM
High salt concentration
-
1M NaCl or KCl
-
KCN
-
complete inhibition at 10 mM
monoiodoacetate
-
complete inhibition at 10 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
111
Diethyl 2-methyl-3-hydroxysuccinate
-
-
1.25
Diethyl 2-methyl-3-oxosuccinate
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.004
-
crude extract
0.649
-
purified enzyme
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 8
-
less than 10% of activity at both pH
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30 - 60
-
more than 70% of maximal activity at both temperatures
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
61000
-
gel filtration
63000
-
SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 9
-
stable for 30 min
389504
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40
-
very unstable at temperatures above 40°C for 10 min
60
-
complete loss of activity
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE