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IUBMB Comments Also acts on diethyl (2S ,3R )-2-methyl-3-hydroxysuccinate; and on the corresponding dimethyl esters.
The expected taxonomic range for this enzyme is: Torulaspora delbrueckii
Synonyms diethyl-2-methyl-3-oxosuccinate reductase, more
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diethyl-2-methyl-3-oxosuccinate reductase
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diethyl (2R,3R)-2-methyl-3-hydroxysuccinate + NADP+ = diethyl 2-methyl-3-oxosuccinate + NADPH + H+
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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.
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diethyl 2-methyl-3-oxosuccinate + NADPH
diethyl 2-methyl-3-hydroxysuccinate + NADP+
dimethyl 2-methyl-3-oxosuccinate + NADPH
dimethyl 2-methyl-3-hydroxysuccinate + NADP+
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Substrates: poor substrate Products: -
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additional information
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Substrates: 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+ Products: -
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diethyl 2-methyl-3-oxosuccinate + NADPH
diethyl 2-methyl-3-hydroxysuccinate + NADP+
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Substrates: the reduction is strongly preferred, the catalyzed reaction is an asymmetric reduction, best substrate Products: alpha-methyl-beta-hydroxy ester, the enzyme catalyzes an asymmetric reduction, the product is a mixture of the (2R,3R)-syn- and (2S,3R)-anti-beta-hydroxyester
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diethyl 2-methyl-3-oxosuccinate + NADPH
diethyl 2-methyl-3-hydroxysuccinate + NADP+
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Substrates: asymmetric reduction in yeast, the reduction is strongly preferred over the weak oxidation activity Products: -
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diethyl 2-methyl-3-oxosuccinate + NADPH
diethyl 2-methyl-3-hydroxysuccinate + NADP+
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Substrates: asymmetric reduction in yeast, the reduction is strongly preferred over the weak oxidation activity Products: -
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K+
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strongly inhibitory at 1 M
Na+
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strongly inhibitory at 1 M
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1,10-phenanthroline
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30% of activity at 10 mM
cysteine
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complete inhibition at 10 mM
FMN
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slight inhibition at 0.2 mM
high salt concentration
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1M NaCl or KCl
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KCN
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complete inhibition at 10 mM
monoiodoacetate
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complete inhibition at 10 mM
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111
Diethyl 2-methyl-3-hydroxysuccinate
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1.25
Diethyl 2-methyl-3-oxosuccinate
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4 - 8
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less than 10% of activity at both pH
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30 - 60
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more than 70% of maximal activity at both temperatures
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6 - 9
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stable for 30 min
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40
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very unstable at temperatures above 40°C for 10 min
60
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complete loss of activity
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Furuichi, A.; Akita, H.; Matsukura, H.; Oishi, T.; Horikoshi, K.
Purification and properties of an asymmetric reduction of diethyl 2-methyl-3-oxosuccinate in Saccharomyces fermentati
Agric. Biol. Chem.
51
293-299
1987
Torulaspora delbrueckii
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