Information on EC 1.1.1.412 - 2-alkyl-3-oxoalkanoate reductase

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The expected taxonomic range for this enzyme is: Stenotrophomonas maltophilia

EC NUMBER
COMMENTARY hide
1.1.1.412
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RECOMMENDED NAME
GeneOntology No.
2-alkyl-3-oxoalkanoate reductase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a (2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+ = an (R)-2-alkyl-3-oxoalkanoate + NADPH + H+
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
cis-alkene biosynthesis
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hentriaconta-3,6,9,12,15,19,22,25,28-nonaene biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
(2R,3S)-2-alkyl-3-hydroxyalkanoate:NADP+ oxidoreductase
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
(R)-2-alkyl-3-oxoalkanoate + NADPH + H+
show the reaction diagram
(2R,3S)-2-hexyl-3-hydroxydecanoic acid + NADPH + H+
?
show the reaction diagram
(2R/2S)-2-hexyl-3-oxodecanoic acid + NADPH + H+
?
show the reaction diagram
(R)-2-alkyl-3-oxoalkanoate + NADPH + H+
(2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
show the reaction diagram
syn-2-decyl-3-hydroxytetradecanoic acid + NADPH + H+
?
show the reaction diagram
100% activity
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?
syn-2-hexyl-3-hydroxydecanoic acid + NADPH + H+
?
show the reaction diagram
15% activity compared to syn-2-decyl-3-hydroxytetradecanoic acid
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?
syn-2-octyl-3-hydroxydodecanoic acid + NADPH + H+
?
show the reaction diagram
20% activity compared to syn-2-decyl-3-hydroxytetradecanoic acid
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?
additional information
?
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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
(2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
(R)-2-alkyl-3-oxoalkanoate + NADPH + H+
show the reaction diagram
(R)-2-alkyl-3-oxoalkanoate + NADPH + H+
(2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.181
(2R,3S)-2-hexyl-3-hydroxydecanoic acid
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at pH 8.0 and 25C
0.161
(2R/2S)-2-hexyl-3-oxodecanoic acid
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at pH 8.0 and 25C
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0.024
NADP+
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at pH 8.0 and 25C
0.026
NADPH
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at pH 8.0 and 25C
0.031
syn-2-decyl-3-hydroxytetradecanoic acid
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at pH 8.0 and 25C
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0.202
syn-2-hexyl-3-hydroxydecanoic acid
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at pH 8.0 and 25C
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0.214
syn-2-octyl-3-hydroxydodecanoic acid
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at pH 8.0 and 25C
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.3
(2R,3S)-2-hexyl-3-hydroxydecanoic acid
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at pH 8.0 and 25C
0.97
(2R/2S)-2-hexyl-3-oxodecanoic acid
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at pH 8.0 and 25C
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1.4
syn-2-decyl-3-hydroxytetradecanoic acid
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at pH 8.0 and 25C
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1.2
syn-2-hexyl-3-hydroxydecanoic acid
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at pH 8.0 and 25C
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2
syn-2-octyl-3-hydroxydodecanoic acid
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at pH 8.0 and 25C
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
7.3
(2R,3S)-2-hexyl-3-hydroxydecanoic acid
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at pH 8.0 and 25C
6
(2R/2S)-2-hexyl-3-oxodecanoic acid
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at pH 8.0 and 25C
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47.9
syn-2-decyl-3-hydroxytetradecanoic acid
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at pH 8.0 and 25C
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6
syn-2-hexyl-3-hydroxydecanoic acid
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at pH 8.0 and 25C
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9.6
syn-2-octyl-3-hydroxydodecanoic acid
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at pH 8.0 and 25C
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
77124
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His6-tagged enzyme, calculated from amino acid sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
homodimer
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Ni2+-agarose affinity column chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
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