1.14.14.108: 2,5-diketocamphane 1,2-monooxygenase
This is an abbreviated version!
For detailed information about 2,5-diketocamphane 1,2-monooxygenase, go to the full flat file.
Word Map on EC 1.14.14.108
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1.14.14.108
-
putida
-
baeyer-villiger
-
flavin
-
bicyclic
-
ncimb
-
flavoproteins
-
ketone
-
bvmos
-
revisit
-
two-component
-
lactone
-
biooxidations
-
requisite
-
recombinantly
-
biocatalysts
-
mononucleotide
-
fmn-dependent
-
fad
-
+-camphor
-
synthesis
- 1.14.14.108
- putida
-
baeyer-villiger
- flavin
-
bicyclic
-
ncimb
- flavoproteins
- ketone
-
bvmos
-
revisit
-
two-component
- lactone
-
biooxidations
-
requisite
-
recombinantly
-
biocatalysts
- mononucleotide
-
fmn-dependent
- fad
-
+-camphor
- synthesis
Reaction
Synonyms
2,5-diketocamphane 1,2-monooxygenase, 2,5-diketocamphane lactonizing enzyme, 2,5-diketocamphane monooxygenase, 2,5-DKCMO, 2,5-DKCMO-1, 2,5-DKCMO-2, 3,6-diketocamphane 1,6-monooxygenase, camE25-1, camE25-2, camphor ketolactonase I, EC 1.14.13.162, EC 1.14.15.2, ketolactonase I, More, oxygenase, camphor 1,2-mono
ECTree
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Substrates Products
Substrates Products on EC 1.14.14.108 - 2,5-diketocamphane 1,2-monooxygenase
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REACTION DIAGRAM
(+)-5-oxo-1,2-campholide + FAD + H2O
(+)-bornane-2,5-dione + FADH2 + O2
-
-
-
-
r
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
1,3,3-trimethyl-2-oxabicyclo-(2,2,2)octane + NADH + O2
1,6,6-trimethyl-2,7-dioxa(3,2,2)bicyclononan-3-one + NAD+ + H2O
(+)-5-oxo-1,2-campholide + FMN + H2O
the enzyme is involved in the degradation of (-)-camphor
-
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
(+)-5-oxo-1,2-campholide + FMN + H2O
the enzyme requires a dedicated NADH-FMN reductase (FMN reductase (NADH)), FMN-dependent two-component monooxygenase system
-
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
(+)-5-oxo-1,2-campholide + FMN + H2O
the enzyme is involved in the degradation of (-)-camphor
-
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
(+)-5-oxo-1,2-campholide + FMN + H2O
the enzyme requires a dedicated NADH-FMN reductase (FMN reductase (NADH)), FMN-dependent two-component monooxygenase system
-
-
?
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
flavin reduction during reaction is reversible
i.e. cyclopentenoic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
-
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
product is an unstable lactone-intermediate and forms spontaneously 2-oxo-DELTA3-4,5,5-trimethylcyclopentenyl acetic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
i.e. cyclopentenoic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
i.e. cyclopentenoic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
i.e. cyclopentenoic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
i.e. cyclopentenoic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
i.e. cyclopentenoic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
i.e. cyclopentenoic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
Pseudomonas putida C1 / ATCC 17453
-
i.e. 2,5-diketocamphane
i.e. cyclopentenoic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
Pseudomonas putida C1 / ATCC 17453
-
i.e. 2,5-diketocamphane
i.e. cyclopentenoic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
Pseudomonas putida C1 / ATCC 17453
-
i.e. 2,5-diketocamphane
-
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
product is an unstable lactone-intermediate and forms spontaneously 2-oxo-DELTA3-4,5,5-trimethylcyclopentenyl acetic acid
?
(+)-bornane-2,5-dione + FMNH2 + O2
3,4,4-trimethyl-5-carboxy-methyl-DELTA2-cyclopentenone + FMN + H2O
-
i.e. 2,5-diketocamphane
-
-
?
?
-
inducible by growth on (+)-camphor
-
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
?
-
i.e. 2,5-diketocamphane, reaction in camphor catabolism of Pseudomonas putida
-
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
?
-
inducible by growth on racemic camphor
-
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
?
-
inducible by growth on racemic camphor
-
-
?
(+)-bornane-2,5-dione + FMNH2 + O2
?
-
inducible by growth on (+)-camphor
-
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
-
(+)-camphor
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
-
(+)-camphor
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
-
(+)-camphor
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
-
(+)-camphor
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
-
(+)-camphor
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
Pseudomonas putida C1 / ATCC 17453
-
(+)-camphor
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
Pseudomonas putida C1 / ATCC 17453
-
(+)-camphor
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
Pseudomonas putida C1 / ATCC 17453
-
(+)-camphor
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
-
(+)-camphor
-
?
(+)-bornanone + FMNH2 + O2
1,2-campholide + FMN + H2O
-
-
-
?
?
conversion to lactone, no concersion of (-)-camphor
-
-
?
(+)-camphor + FMNH2 + O2
?
conversion to lactone, no concersion of (-)-camphor
-
-
?
1,6,6-trimethyl-2,7-dioxa(3,2,2)bicyclononan-3-one + NAD+ + H2O
-
6-oxocineole
-
?
1,3,3-trimethyl-2-oxabicyclo-(2,2,2)octane + NADH + O2
1,6,6-trimethyl-2,7-dioxa(3,2,2)bicyclononan-3-one + NAD+ + H2O
Pseudomonas putida C1 / ATCC 17453
-
6-oxocineole
-
?
3-(1-hydroxy-1-methylethyl)-6-oxoheptanoic acid + FMN + H2O
-
-
-
?
6-oxocineole + FMNH2 + O2
3-(1-hydroxy-1-methylethyl)-6-oxoheptanoic acid + FMN + H2O
Pseudomonas putida C1 / ATCC 17453
-
-
-
?
?
-
products: (1S,5R)-3-oxa-lactone (more than 95% enantiomeric excess) and (1R,5S)-2-oxa (more than 80% enantiomeric excess)
-
-
?
7,7-dimethylbicyclo[3.2.0] hept-2-en-6-one + FMNH2 + O2
?
-
products: (1S,5R)-3-oxa-lactone (more than 95% enantiomeric excess) and (1R,5S)-2-oxa (more than 80% enantiomeric excess)
-
-
?
?
-
products: (1S,5R)-3-oxalactone (more than 95% enantiomeric excess) and (1R,5S)-2-oxa (80% enantiomeric excess)
-
-
?
7endo-methylbicyclo[3.2.0]hept-2-en-6-one + FMNH2 + O2
?
-
products: (1S,5R)-3-oxalactone (more than 95% enantiomeric excess) and (1R,5S)-2-oxa (80% enantiomeric excess)
-
-
?
?
-
products: (1S,5R)-3-oxa-lactone (more than 95% enantiomeric excess) and (1R,5S)-2-oxa-lactone (89% enantiomeric excess)
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + FMNH2 + O2
?
-
products: (1S,5R)-3-oxa-lactone (more than 95% enantiomeric excess) and (1R,5S)-2-oxa-lactone (89% enantiomeric excess)
-
-
?
?
-
-
enzyme is associated with a NADH oxidase
-
-
?
additional information
?
-
-
enzyme is associated with a NADH oxidase
-
-
?
additional information
?
-
-
several sulfides and bicyclo[3,2,0]hept-2-en-6-one are enantioselectively oxidized to the corresponding sulfoxides and oxa lactones, respectively
-
-
?
additional information
?
-
-
several sulfides and bicyclo[3,2,0]hept-2-en-6-one are enantioselectively oxidized to the corresponding sulfoxides and oxa lactones, respectively
-
-
?
additional information
?
-
-
catalyzes stereoselective electrophilic biooxidation of a wide range of prochiral organic sulfoxides to the corresponding chiral sulfoxides as well as the nucleophilic biooxidation of ketones to lactones with different enantio- and stereoselectivity, overview
-
-
?
additional information
?
-
-
no activity with (-)-camphor and other ketocamphanes that do not possess a keto group at position 2
-
-
?
additional information
?
-
Pseudomonas putida C1 / ATCC 17453
-
enzyme is associated with a NADH oxidase
-
-
?
additional information
?
-
Pseudomonas putida C1 / ATCC 17453
-
no activity with (-)-camphor and other ketocamphanes that do not possess a keto group at position 2
-
-
?
additional information
?
-
-
enzyme is associated with a NADH oxidase
-
-
?
additional information
?
-
-
catalyzes stereoselective electrophilic biooxidation of a wide range of prochiral organic sulfoxides to the corresponding chiral sulfoxides as well as the nucleophilic biooxidation of ketones to lactones with different enantio- and stereoselectivity, overview
-
-
?
additional information
?
-
-
several sulfides and bicyclo[3,2,0]hept-2-en-6-one are enantioselectively oxidized to the corresponding sulfoxides and oxa lactones, respectively
-
-
?