Information on EC 1.1.1.280 - (S)-3-hydroxyacid-ester dehydrogenase

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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota

EC NUMBER
COMMENTARY hide
1.1.1.280
-
RECOMMENDED NAME
GeneOntology No.
(S)-3-hydroxyacid-ester dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
ethyl (S)-3-hydroxyhexanoate + NADP+ = ethyl 3-oxohexanoate + NADPH + H+
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
ethyl-(S)-3-hydroxyhexanoate:NADP+ 3-oxidoreductase
Also acts on 4-oxo- and 5-oxo-fatty acids and their esters. cf. EC 1.1.1.279 (R)-3-hydroxyacid-ester dehydrogenase.
CAS REGISTRY NUMBER
COMMENTARY hide
114705-03-2
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
IFO3319
-
-
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
4-oxopentanoate + NADPH
(S)-4-hydroxypentanoate + NADP+
show the reaction diagram
-
-
-
?
5-oxohexanoate + NADPH
(S)-5-hydroxyhexanoate + NADP+
show the reaction diagram
-
-
-
?
benzyl 2-methyl-3-oxobutanoate + NADPH
benzyl (2R,3S)-3-hydroxy-2-methylbutanoate + NADP+
show the reaction diagram
ethyl 2-methyl-3-oxobutanoate + NADPH
ethyl (2R,3S)-3-hydroxy-2-methylbutanoate + NADP+
show the reaction diagram
ethyl 2-oxocyclohexanecarboxylate + NADPH
ethyl (1R,2S)-2-hydroxycyclohexanecarboxylate + NADP+
show the reaction diagram
-
-
-
?
ethyl 2-oxocyclopentanecarboxylate + NADPH
ethyl (1R,2S)-2-hydroxycyclopentanecarboxylate + NADP+
show the reaction diagram
ethyl 3-oxobutyrate + NADPH
ethyl (S)-3-hydroxybutyrate + NADP+
show the reaction diagram
ethyl 3-oxohexanoate + NADPH
ethyl (S)-3-hydroxyhexanoate + NADP+
show the reaction diagram
-
-
-
?
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
8-hydroxyquinoline 5-sulfonic acid
-
-
Cu2+
-
1 mM completely inactivates the enzyme
dipicolinate
-
-
Fe2+
-
1 mM completely inactivates the enzyme
Mn2+
-
1 mM completely inactivates the enzyme
o-phenanthroline
-
-
Zn2+
-
1 mM completely inactivates the enzyme
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5.6
2-methyl-3-oxobutanoate
-
-
17.1
4-oxopentanoate
-
-
13.1
5-Oxohexanoate
-
-
12.5
benzyl 2-methyl-3-oxobutanoate
-
-
0.9
ethyl 3-oxobutyrate
-
-
5.3
ethyl 3-oxohexanoate
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7
-
reduction reaction
10
-
oxidation reaction
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
24000
-
2 * 24000, SDS-PAGE
30000
-
gel filtration
31000
-
1 * 31000, SDS-PAGE
48000 - 50000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
-
2 * 24000, SDS-PAGE
monomer
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 8
-
-
639094
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
45
-
stable up to 45C, inactivated above 50C, 10 min
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
using ammonium sulfate fractionation, ion exchange chromatography, affinity chromatography, and gel filtration
-
using streptomycin sulfate treatment, Sephadex G-25 filtration, DEAE-Sepharose CL-6B chromatography, Sephadex G-150 filtration, Sepharose 6B filtration and hydroxyapatite chromatography
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis