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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-
-
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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
-
-
-
-
?
L-allo-isoleucine + 2-oxoglutarate + O2
(S)-3-hydroxy-L-allo-isoleucine + succinate + CO2
show the reaction diagram
-
-
-
-
?
L-cysteine + 2-oxoglutarate + O2
?
show the reaction diagram
-
-
-
-
?
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
-
-
-
-
?
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
-
-
-
-
?
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
-
-
-
-
?
L-methionine + 2-oxoglutarate + O2
L-methionine sulfoxide + succinate + CO2
show the reaction diagram
-
-
-
-
?
L-norleucine + 2-oxoglutarate + O2
4-hydroxy-L-norleucine + succinate + CO2
show the reaction diagram
-
-
-
-
?
L-norvaline + 2-oxoglutarate + O2
(S)-4-hydroxy-L-norvaline + succinate + CO2
show the reaction diagram
-
-
-
-
?
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+
-
complete inhibition at 1 mM
EDTA
-
complete inhibition at 1 mM
Zn2+
-
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
-
at pH 6.0 and 25C
0.27 - 0.3
L-isoleucine
2.3
L-leucine
at pH 7.0 and 34C
3.2
L-methionine
at pH 7.0 and 34C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
6
L-isoleucine
Bacillus thuringiensis
E2GIN1
at pH 7.0 and 34C
7.5
L-leucine
Bacillus thuringiensis
E2GIN1
at pH 7.0 and 34C
33
L-methionine
Bacillus thuringiensis
E2GIN1
at pH 7.0 and 34C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
19
L-isoleucine
Bacillus thuringiensis
E2GIN1
kcat/Km above 19 1/sec*mM, at pH 7.0 and 34C
311
3.2
L-leucine
Bacillus thuringiensis
E2GIN1
at pH 7.0 and 34C
127
10
L-methionine
Bacillus thuringiensis
E2GIN1
at pH 7.0 and 34C
88
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30000
-
x * 30000, SDS-PAGE
31000
-
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 20-28C
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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