Information on EC 1.14.16.6 - mandelate 4-monooxygenase

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The expected taxonomic range for this enzyme is: Pseudomonas putida

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EC NUMBER
COMMENTARY hide
1.14.16.6
-
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RECOMMENDED NAME
GeneOntology No.
mandelate 4-monooxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(S)-2-hydroxy-2-phenylacetate + tetrahydrobiopterin + O2 = (S)-4-hydroxymandelate + dihydrobiopterin + H2O
show the reaction diagram
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Aminobenzoate degradation
-
-
Microbial metabolism in diverse environments
-
-
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SYSTEMATIC NAME
IUBMB Comments
(S)-2-hydroxy-2-phenylacetate,tetrahydrobiopterin:oxygen oxidoreductase (4-hydroxylating)
Requires Fe2+.
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CAS REGISTRY NUMBER
COMMENTARY hide
39459-82-0
-
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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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
-
-
?
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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
(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
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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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
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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
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.1
(S)-2-Hydroxy-2-phenylacetate
-
-
0.19
NADPH
-
-
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.6 - 7.4
-
half-maximal activity at pH 4.6 and pH 7.4
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
91000
-
gel filtration
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
55
-
5 min, no loss of activity
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20�C, partially purified enzyme is stable for 36-40 h
-
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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LINKS TO OTHER DATABASES (specific for EC-Number 1.14.16.6)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)