Information on EC 1.14.11.45 - L-isoleucine 4-hydroxylase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.11.45
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RECOMMENDED NAME
GeneOntology No.
L-isoleucine 4-hydroxylase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
L-isoleucine + 2-oxoglutarate + O2 = (4S)-4-hydroxy-L-isoleucine + succinate + CO2
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dehydrogenation
hydroxylation
sulfoxidation
SYSTEMATIC NAME
IUBMB Comments
L-isoleucine,2-oxoglutarate:oxygen oxidoreductase (4-hydroxylating)
The enzyme, characterized from the bacterium Bacillus thuringiensis, can also catalyse the hydroxylation of L-leucine, L-norvaline, L-norleucine, and L-allo-isoleucine, as well as the sulfoxidation of L-methionine, L-ethionine, S-methyl-L-cysteine, S-ethyl-L-cysteine, and S-allyl-L-cysteine.
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2S,3R,4S)-4-hydroxy-L-isoleucine + 2-oxoglutarate + O2
(2S,3R)-2-amino-3-methyl-4-ketopentanoate + succinate + CO2
show the reaction diagram
(S)-4-hydroxy-L-norvaline + 2-oxoglutarate + O2
?
show the reaction diagram
(S)-allyl-L-cysteine + 2-oxoglutarate + O2
S-allyl-L-cysteine (S)-sulfoxide + succinate + CO2
show the reaction diagram
(S)-ethyl-L-cysteine + 2-oxoglutarate + O2
S-ethyl-L-cysteine (S)-sulfoxide + succinate + CO2
show the reaction diagram
(S)-methyl-L-cysteine + 2-oxoglutarate + O2
S-methyl-L-cysteine (S)-sulfoxide + succinate + CO2
show the reaction diagram
4-hydroxy-L-norleucine + 2-oxoglutarate + O2
?
show the reaction diagram
DL-homocysteine + 2-oxoglutarate + O2
?
show the reaction diagram
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-
-
-
?
L-allo-isoleucine + 2-oxoglutarate + O2
(S)-3-hydroxy-L-allo-isoleucine + succinate + CO2
show the reaction diagram
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-
-
-
?
L-cysteine + 2-oxoglutarate + O2
?
show the reaction diagram
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-
-
-
?
L-ethionine + 2-oxoglutarate + O2
L-ethionine (S)-sulfoxide + succinate + CO2
show the reaction diagram
L-ethionine + 2-oxoglutarate + O2
L-ethionine sulfoxide + succinate + CO2
show the reaction diagram
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-
-
-
?
L-isoleucine + 2-oxoglutarate + O2
(2S,3R,4S)-4-hydroxy-isoleucine + succinate + CO2
show the reaction diagram
L-isoleucine + 2-oxoglutarate + O2
(2S,3R,4S)-4-hydroxy-L-isoleucine + succinate + CO2
show the reaction diagram
L-isoleucine + 2-oxoglutarate + O2
(4S)-4-hydroxy-L-isoleucine + succinate + CO2
show the reaction diagram
L-isoleucine + 2-oxoglutarate + O2
N,N-dihydroxy-L-isoleucine + succinate + CO2
show the reaction diagram
L-leucine + 2-oxoglutarate + O2
4-hydroxy-L-leucine + succinate + CO2
show the reaction diagram
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-
-
-
?
L-leucine + 2-oxoglutarate + O2
?
show the reaction diagram
L-methionine + 2-oxoglutarate + O2
?
show the reaction diagram
L-methionine + 2-oxoglutarate + O2
L-methionine (S)-sulfoxide + succinate + CO2
show the reaction diagram
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-
-
-
?
L-methionine + 2-oxoglutarate + O2
L-methionine sulfoxide + succinate + CO2
show the reaction diagram
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-
-
-
?
L-norleucine + 2-oxoglutarate + O2
4-hydroxy-L-norleucine + succinate + CO2
show the reaction diagram
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-
-
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?
L-norvaline + 2-oxoglutarate + O2
(S)-4-hydroxy-L-norvaline + succinate + CO2
show the reaction diagram
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-
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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
(2S,3R,4S)-4-hydroxy-L-isoleucine + 2-oxoglutarate + O2
(2S,3R)-2-amino-3-methyl-4-ketopentanoate + succinate + CO2
show the reaction diagram
L-isoleucine + 2-oxoglutarate + O2
(2S,3R,4S)-4-hydroxy-isoleucine + succinate + CO2
show the reaction diagram
L-isoleucine + 2-oxoglutarate + O2
(2S,3R,4S)-4-hydroxy-L-isoleucine + succinate + CO2
show the reaction diagram
L-isoleucine + 2-oxoglutarate + O2
(4S)-4-hydroxy-L-isoleucine + succinate + CO2
show the reaction diagram
L-isoleucine + 2-oxoglutarate + O2
N,N-dihydroxy-L-isoleucine + succinate + CO2
show the reaction diagram
additional information
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Cu2+
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complete inhibition at 1 mM
EDTA
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complete inhibition at 1 mM
Zn2+
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complete inhibition at 1 mM
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ascorbic acid
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ascorbic acid is not necessarily required for the reaction, however, in the presence of ascorbic acid, the reaction rate is greatly stimulated
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.23
2-oxoglutarate
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at pH 6.0 and 25°C
0.27 - 0.3
L-isoleucine
2.3
L-leucine
at pH 7.0 and 34°C
3.2
L-methionine
at pH 7.0 and 34°C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
6
L-isoleucine
at pH 7.0 and 34°C
7.5
L-leucine
at pH 7.0 and 34°C
33
L-methionine
at pH 7.0 and 34°C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
19
L-isoleucine
kcat/Km above 19 1/sec*mM, at pH 7.0 and 34°C
3.2
L-leucine
at pH 7.0 and 34°C
10
L-methionine
at pH 7.0 and 34°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30000
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x * 30000, SDS-PAGE
31000
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x * 31000, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 9
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the enzyme retains over 90% activity after 1 h of incubation at pH 7.0-9.0
730987
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
20 - 28
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the enzyme retains over 80% of its activity after 1 h incubation at 20-28°C
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
HiPrep DEAE column chromatography, Mono S column chromatography, Resource PHE column chromatography, and Superdex 75 gel filtration
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
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expressed in Escherichia coli BL21(DE3) cells
expressed in Escherichia coli Rosetta2(DE3) cells
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