Information on EC 1.14.16.6 - mandelate 4-monooxygenase

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The expected taxonomic range for this enzyme is: Pseudomonas putida

EC NUMBER
COMMENTARY hide
1.14.16.6
-
RECOMMENDED NAME
GeneOntology No.
mandelate 4-monooxygenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(S)-2-hydroxy-2-phenylacetate + tetrahydrobiopterin + O2 = (S)-4-hydroxymandelate + dihydrobiopterin + H2O
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Aminobenzoate degradation
-
-
Microbial metabolism in diverse environments
-
-
SYSTEMATIC NAME
IUBMB Comments
(S)-2-hydroxy-2-phenylacetate,tetrahydrobiopterin:oxygen oxidoreductase (4-hydroxylating)
Requires Fe2+.
CAS REGISTRY NUMBER
COMMENTARY hide
39459-82-0
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(S)-2-hydroxy-2-phenylacetate + tetrahydropteridine
(S)-4-hydroxymandelate + dihydropteridine + H2O
show the reaction diagram
(S)-2-hydroxy-2-phenylacetate + tetrahydropteridine + O2
?
show the reaction diagram
-
i.e. L-mandelate, first step of oxidative degradation of L-mandelate by Pseudomonas convexa
-
-
?
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
(S)-2-hydroxy-2-phenylacetate + tetrahydropteridine + O2
?
show the reaction diagram
-
i.e. L-mandelate, first step of oxidative degradation of L-mandelate by Pseudomonas convexa
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
-
0.5 mM, 88% inhibition
2,2'-bipyridyl
-
0.5 mM, 83% inhibition
2-amino-4-hydroxy-6,7-dimethyl-tetrahydropteridine
-
above 0.000025 mM, slight inhibition
4-hydroxymercuribenzoate
-
partially reversible by thiol compounds
8-hydroxyquinoline
-
0.5 mM, 60% inhibition
Ag2+
-
0.0001 mM, 42% inhibition
amethopterin
-
-
Aminopterine
-
-
Cd2+
-
0.0001 mM, 66% inhibition
Cu2+
-
0.0001 mM, 40% inhibition
diethyldithiocarbamate
-
0.5 mM, 16% inhibition
EDTA
-
0.5 mM, 64% inhibition
guanidine hydrochloride
-
2.0 mM, 95% inhibition
Hg2+
-
0.0001 mM, 56% inhibition
iodoacetamide
-
weak
iodoacetate
-
weak
SDS
-
0.1 mM, complete inhibition
Thiourea
-
1.0 mM, complete inhibition
Urea
-
2.0 mM, complete inhibition
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-amino-4-hydroxy-6,7-dimethyl-tetrahydropteridine
tetrahydrofolic acid
-
pteridine cofactor required, 50% of the activity of 2-amino-4-hydroxy-6,7-dimethyl-tetrahydropteridine
tetrahydropteridine
-
required
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.1
(S)-2-Hydroxy-2-phenylacetate
-
-
0.19
NADPH
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.6 - 7.4
-
half-maximal activity at pH 4.6 and pH 7.4
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
91000
-
gel filtration
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
55
-
5 min, no loss of activity
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, partially purified enzyme is stable for 36-40 h
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE