Any feedback?
Information on EC 1.14.15.3 - alkane 1-monooxygenase
for references in articles please use BRENDA:EC1.14.15.3Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
EC Tree
1.14.15.3 alkane 1-monooxygenaseIUBMB Comments
Some enzymes in this group are heme-thiolate proteins (P-450). Also hydroxylates fatty acids in the omega-position.
Specify your search results
Word Map
- 1.14.15.3
-
arachidonic
- 20-hete
- peroxisome
- methanotrophs
-
20-hydroxyeicosatetraenoic
- n-alkanes
-
omega-hydroxylation
- hydroxylases
- clofibrate
- trichosporium
- methylosinus
-
eicosanoids
-
epoxyeicosatrienoic
-
petroleum
- pparalpha
-
25-hydroxyvitamin
- cyp4f2
- epoxygenase
- methylococcus
- proliferators
- capsulatus
-
cyp2b10
- ch4
-
24-hydroxylase
- cyp2c8
- laurate
-
17-octadecynoic
- cyp3a11
-
omega-oxidation
- oleovorans
-
methane-oxidizing
-
hydrocarbon-degrading
- n-hexadecane
- 1-aminobenzotriazole
- rubredoxins
-
biosurfactant
-
androstane
- methylomonas
-
oil-contaminated
-
diferrous
- methylocystis
-
alkanols
- gordonia
- omega-1
-
di-iron
-
antiferromagnetically
-
dihydroxyeicosatrienoic
- suberin
- chlorzoxazone
-
cometabolic
- environmental protection
- synthesis
- drug development
- analysis
- degradation
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
+
reduced rubredoxin
+
+
2
=
+
oxidized rubredoxin
+
Synonyms
cyp4a, cyp4a11, methane monooxygenase, alkane hydroxylase, omega-hydroxylase, 1-hydroxylase, cyp4a14, cyp4a10, alkane monooxygenase, cyp153, 
more
topPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
1-hydroxylase
-
-
-
-
alkane 1-hydrolase
-
-
-
-
alkane hydroxylase
alkane mono-oxygenase
alkane monooxygenase
alkane-1-monooxygenase 1
alkane-1-monooxygenase 2
AlkB
AlkB1
AlkB2
AlkW1
AlmA
AlmA-like alkane hydroxylase
BMO
CYP153 homologue
CYP153A
CYP4 P450
CYP4A
CYP4AII
-
-
-
-
CYPIVA1
-
-
-
-
CYPIVA11
-
-
-
-
CYPIVA2
-
-
-
-
CYPIVA3
-
-
-
-
CYPIVA5
-
-
-
-
CYPIVA6
-
-
-
-
CYPIVA7
-
-
-
-
cytochrome P-450 omega-hydroxylase
cytochrome P450 alkane hydroxylase
cytochrome P450 omega hydroxylase
diiron omega-hydroxylase
fatty acid omega-hydrolase
-
-
-
-
Fatty acid omega-hydroxylase
Gpo1
hexane hydroxylase
Lauric acid omega-hydroxylase
-
-
-
-
medium-chain alkane hydroxylase
methane monooxygenase
omega hydroxylase
omega-hydrolase
-
-
-
-
P-450 HK omega
-
-
-
-
P450-HL-omega
-
-
-
-
P452
-
-
-
-
Prm1ABCD
-
additional information
alkane hydroxylase
-
-
-
-
alkane monooxygenase
-
-
-
-
Fatty acid omega-hydroxylase
-
-
-
-
additional information
-
part of the alkane hydroxylase system containing of the membrane bound alkane 1-monooxygenase, and the soluble rubredoxin and rubredoxin reductase
additional information
-
part of the alkane hydroxylase system containing of the membrane bound alkane 1-monooxygenase, and the soluble rubredoxin and rubredoxin reductase
-
additional information
-
two genetic homologs, alkB1 and alkB2, genes are expressed at different growth phases, alkB2 expressed in early exponential phase, alkB1 expressed in late exponential phase
additional information
-
part of the alkane hydroxylase system containing of the membrane bound alkane 1-monooxygenase, and the soluble rubredoxin and rubredoxin reductase
additional information
Pseudomonas putida GPo1 / ATCC29347
-
part of the alkane hydroxylase system containing of the membrane bound alkane 1-monooxygenase, and the soluble rubredoxin and rubredoxin reductase
-
additional information
three component alkane hydroxylase complex consisting of a particulate nonheme integral membrane alkane monooxygenase (AlkB), soluble rubredoxin (AlkG), and soluble rubredoxin reductase (AlkT), at least four alkane monooxygenase gene homologs alkB1-alkB4
additional information
three component alkane hydroxylase complex consisting of a particulate nonheme integral membrane alkane monooxygenase (AlkB), soluble rubredoxin (AlkG), and soluble rubredoxin reductase (AlkT), at least four alkane monooxygenase gene homologs alkB1-alkB4
additional information
three component alkane hydroxylase complex consisting of a particulate nonheme integral membrane alkane monooxygenase (AlkB), soluble rubredoxin (AlkG), and soluble rubredoxin reductase (AlkT), at least four alkane monooxygenase gene homologs alkB1-alkB4
additional information
three component alkane hydroxylase complex consisting of a particulate nonheme integral membrane alkane monooxygenase (AlkB), soluble rubredoxin (AlkG), and soluble rubredoxin reductase (AlkT), at least four alkane monooxygenase gene homologs alkB1-alkB4
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
octane + reduced rubredoxin + O2 + 2 H+ = 1-octanol + oxidized rubredoxin + H2O
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydroxylation
-
-
-
-
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
PATHWAY SOURCE
PATHWAYS
BRENDA
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYSTEMATIC NAME
IUBMB Comments
alkane,reduced-rubredoxin:oxygen 1-oxidoreductase
Some enzymes in this group are heme-thiolate proteins (P-450). Also hydroxylates fatty acids in the omega-position.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
CAS REGISTRY NUMBER
COMMENTARY
9059-16-9
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
1,7-octadiene + NADH + H+ + O2
1,2-epoxy-7-octene + NAD+ + H2O
-
epoxidation of simple, aliphatic terminal olefins
-
-
?
1-hexadecene + reduced rubredoxin + O2
? + oxidized rubredoxin + H2O
-
-
-
-
?
1-octadecene + reduced rubredoxin + O2
? + oxidized rubredoxin + H2O
-
-
-
-
?
2 1-octyne + 2 NADH + 2 H+ + 2 O2
1-octanoic acid + 7-octynoic acid + 2 NAD+ + 2 H2O
-
-
-
-
?
arachidonic acid + NAD(P)H + H+ + O2
(5Z,8Z,11Z,14Z)-20-hydroxyeicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
arachidonic acid + NAD(P)H + H+ + O2
20-hydroxyicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
bicyclohexane + reduced rubredoxin + O2
? + oxidized rubredoxin + H2O
-
i.e. bicyclo[3.1.0]hexane, no distinction between the 2- and 3-positions, reaction via formation of a substrate radical that persists in the active site
-
-
?
cyclohexane + NADH + H+ + O2
cyclohexanol + NAD+ + H2O
-
-
-
-
?
cyclopentane + NAD(P)H + H+ + O2
cyclopentanol + NAD(P)+ + H2O
-
very poor substrate
-
-
?
decane + reduced rubredoxin + O2
1-decanol + oxidized rubredoxin + H2O
-
-
-
-
?
decane + reduced rubredoxin + O2 + H+
1-decanol + oxidized rubredoxin + H2O
-
-
-
-
r
dicyclopropylketone + NAD(P)H + H+ + O2
? + NAD(P)+ + H2O
-
-
-
?
dodecane + reduced rubredoxin + O2
1-dodecanol + oxidized rubredoxin + H2O
-
-
-
-
?
eicosapentaenoic acid + NAD(P)H + H+ + O2
? + NAD(P)+ + H2O
-
is less omega-hydroxylated than 5,8,11-eicosatrienoic acid and arachidonic acid
-
-
?
ethyl tert-butyl ether + NAD(P)H + H+ + O2
tert-butyl-alcohol + NAD(P)+ + H2O + acetaldehyde
heptadecane + reduced rubredoxin + O2
1-heptadecanol + oxidized rubredoxin + H2O
-
-
-
-
?
heptanoate + NADPH + H+ + O2
?
-
59% activity compared to octane
-
-
r
hexadecane + reduced rubredoxin + O2
1-hexadecanol + oxidized rubredoxin + H2O
-
-
-
-
?
hexane + reduced rubredoxin + O2
1-hexanol + oxidized rubredoxin + H2O
-
-
-
-
?
hexane + reduced rubredoxin + O2 + H+
1-hexanol + oxidized rubredoxin + H2O
-
-
-
-
r
lauric acid + [reduced NADPH-hemoprotein reductase] + O2
12-hydroxydodecanoic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
methane sulfonic acid + reduced rubredoxin + O2
? + oxidized rubredoxin + H2O
-
-
-
-
?
methyl tert-butyl ether + NAD(P)H + H+ + O2
tert-butyl-alcohol + NAD(P)+ + H2O + formaldehyde
methyl tert-butyl ether + NAD(P)H + H+ + O2
tert-butyl-alcohol + NAD(P)+ + H2O + methanol
-
-
-
?
methylphenylcyclopropane + reduced rubredoxin + O2
1-phenylbut-3-en-1-ol + oxidized rubredoxin + H2O
-
reaction via formation of a substrate radical that persists in the active site
-
-
?
monoolein + NADH + H+ + O2
18-hydroxyoctadec-9-enoic acid 2,3-dihydroxypropyl ester + NAD+ + H2O
-
-
-
-
?
nitromethane + reduced rubredoxin + O2
? + oxidized rubredoxin + H2O
-
-
-
-
?
norcarane + reduced rubredoxin + O2
? + oxidized rubredoxin + H2O
-
i.e. bicyclo[4.1.0]heptane, oxidation preferentially occurs at the less sterically hindered 3-position, reaction via formation of a substrate radical that persists in the active site
-
-
?
octadecane + reduced rubredoxin + O2
1-octadecanol + oxidized rubredoxin + H2O
-
-
-
-
?
pentadecane + reduced rubredoxin + O2
1-pentadecanol + oxidized rubredoxin + H2O
-
best substrate
-
-
?
pentane + reduced rubredoxin + O2
1-pentanol + oxidized rubredoxin + H2O
-
-
-
-
?
propane + NADPH + H+ + O2
propan-1-ol + NADP+ + H2O
-
-
-
?
tert-amyl methyl ether + NAD(P)H + H+ + O2
tert-amyl-alcohol + NAD(P)+ + H2O + formaldehyde
tetracosane + reduced rubredoxin + O2
1-tetracosanol + oxidized rubredoxin + H2O
-
-
-
-
?
(n-1)-alkanoate + NADPH + H+ + O2
(omega-1)-hydroxy-n-alkanoate + NADP+ + H2O
-
-
-
-
?
(n-1)-alkanoate + NADPH + H+ + O2
(omega-1)-hydroxy-n-alkanoate + NADP+ + H2O
-
-
-
-
?
(n-1)-alkanoate + NADPH + H+ + O2
(omega-1)-hydroxy-n-alkanoate + NADP+ + H2O
-
-
-
-
?
(n-1)-alkanoate + NADPH + H+ + O2
(omega-1)-hydroxy-n-alkanoate + NADP+ + H2O
-
-
-
-
?
(n-1)-alkanoate + NADPH + H+ + O2
(omega-1)-hydroxy-n-alkanoate + NADP+ + H2O
-
chain length C10-C16
-
-
?
1-octene + reduced rubredoxin + O2
1,2-epoxyoctane + oxidized rubredoxin + H2O
epoxidation reaction catalysed by AlkB
-
-
?
1-octene + reduced rubredoxin + O2
1,2-epoxyoctane + oxidized rubredoxin + H2O
Pseudomonas putida GPo1 / ATCC29347
epoxidation reaction catalysed by AlkB
-
-
?
arachidonic acid + NAD(P)H + H+ + O2
(5Z,8Z,11Z,14Z)-20-hydroxyeicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
-
-
-
-
?
arachidonic acid + NAD(P)H + H+ + O2
(5Z,8Z,11Z,14Z)-20-hydroxyeicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
-
product formation relaxes distal human pulmonary arteries
-
-
?
arachidonic acid + NAD(P)H + H+ + O2
(5Z,8Z,11Z,14Z)-20-hydroxyeicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
-
the rate of metabolism by CYPA11 P450 is 10-100fold less as compared to lauric acid
-
-
?
arachidonic acid + NAD(P)H + H+ + O2
(5Z,8Z,11Z,14Z)-20-hydroxyeicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
-
-
-
-
?
arachidonic acid + NAD(P)H + H+ + O2
(5Z,8Z,11Z,14Z)-20-hydroxyeicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
-
-
-
-
?
arachidonic acid + NAD(P)H + H+ + O2
20-hydroxyicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
-
-
-
-
?
arachidonic acid + NAD(P)H + H+ + O2
20-hydroxyicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
-
-
-
-
?
arachidonic acid + NAD(P)H + H+ + O2
20-hydroxyicosa-5,8,11,14-tetraenoic acid + NAD(P)+ + H2O
-
-
-
-
?
arachidonic acid + NADPH + H+ + O2
20-hydroxyeicosatetraenoic acid + NADP+ + H2O
-
-
-
-
?
arachidonic acid + NADPH + H+ + O2
20-hydroxyeicosatetraenoic acid + NADP+ + H2O
-
-
-
-
?
arachidonic acid + NADPH + H+ + O2
20-hydroxyeicosatetraenoic acid + NADP+ + H2O
-
-
-
-
?