Information on EC 1.3.3.10 - tryptophan alpha,beta-oxidase

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The expected taxonomic range for this enzyme is: Bacteria

EC NUMBER
COMMENTARY
1.3.3.10
-
RECOMMENDED NAME
GeneOntology No.
tryptophan alpha,beta-oxidase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
L-tryptophan + O2 = alpha,beta-didehydrotryptophan + H2O2
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
L-tryptophan:oxygen alpha,beta-oxidoreductase
Requires heme. The enzyme from Chromobacterium violaceum is specific for tryptophan derivatives possessing its carboxyl group free or as an amide or ester, and an unsubstituted indole ring. Also catalyses the alpha,beta dehydrogenation of L-tryptophan side chains in peptides. The product of the reaction can hydrolyse spontaneously to form (indol-3-yl)pyruvate.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
EC 1.4.3.17
-
-
formerly
-
L-tryptophan 2',3'-oxidase
-
-
-
-
L-tryptophan 2',3'-oxidase
-
-
L-tryptophan 2',3'-oxidase
Streptomyces coelicolor WH101.10
-
-
-
L-tryptophan alpha,beta-dehydrogenase
-
-
-
-
LTO
Streptomyces coelicolor WH101.10
-
-
-
tryptophan side chain oxidase II
-
-
CAS REGISTRY NUMBER
COMMENTARY
156859-19-7
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
Chromobacterium violaceum ATCC12472
strain ATCC12472
-
-
Manually annotated by BRENDA team
strain WH101.10
-
-
Manually annotated by BRENDA team
Streptomyces coelicolor WH101.10
strain WH101.10
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
adrenocorticotropic hormone + O2
? + H2O2
show the reaction diagram
-
-
-
?
calcium-dependent lipopeptide antibiotic + O2
? + H2O2
show the reaction diagram
Streptomyces coelicolor, Streptomyces coelicolor WH101.10
-
-
-
-
?
indole-3-propionate + O2
? + H2O2
show the reaction diagram
Chromobacterium violaceum, Chromobacterium violaceum ATCC12472
-
-
-
?
L-tryptophan + O2
alpha,beta-didehydrotryptophan + H2O2
show the reaction diagram
Chromobacterium violaceum, Chromobacterium violaceum ATCC12472
-
-
-
?
L-tryptophanamide + O2
alpha,beta-didehydrotryptophanamide + H2O2
show the reaction diagram
Chromobacterium violaceum, Chromobacterium violaceum ATCC12472
-
-
-
?
luteinizing hormone-releasing hormone + O2
? + H2O2
show the reaction diagram
-
-
-
?
N-acetyl-L-tryptophan + O2
N-acetyl-alpha,beta-didehydrotryptophan + H2O2
show the reaction diagram
Chromobacterium violaceum, Chromobacterium violaceum ATCC12472
-
-
-
?
N-acetyl-L-tryptophanamide + O2
N-acetyl-alpha,beta-didehydrotryptophanamide + H2O2
show the reaction diagram
-
-
-
?
N-acetyl-L-tryptophanamide + O2
N-acetyl-alpha,beta-didehydrotryptophanamide + H2O2
show the reaction diagram
-
-
-
?
N-acetyl-L-tryptophanamide + O2
N-acetyl-alpha,beta-didehydrotryptophanamide + H2O2
show the reaction diagram
Chromobacterium violaceum ATCC12472
-
-
-
?
N-acetyl-L-tryptophanamide + O2
N-acetyl-alpha,beta-didehydrotryptophanamide + H2O2
show the reaction diagram
Chromobacterium violaceum ATCC12472
-
-
-
?
pentagastrin + O2
? + H2O2
show the reaction diagram
-
-
-
?
tryptophan No.14 of alpha-globin + O2
alpha,beta-dehydrotryptophan + H2O2
show the reaction diagram
-
-
-
?
tryptophan No.15 of beta-globin + O2
alpha,beta-dehydrotryptophan + H2O2
show the reaction diagram
-
-
-
?
COFACTOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
additional information
-
NAD+, NADP+, FAD, or FMN show no effect on the activity
-
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
MgCl2
-
10 mM, residual activity 103%
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
5-hydroxy-L-tryptophan
-
competitive inhibition, Ki: 0.037 mM
5-hydroxy-L-tryptophan
-
-
D-tryptophan
-
competitive inhibition, Ki: 0.0066 mM
methyl-3-indole
-
competitive inhibition, Ki: 0.0013 mM
Sodium dodecyl sulfate
-
no modification with 0.4% SDS
tryptamine
-
competitive inhibition, Ki: 0.0054 mMl
Urea
-
no modification with 8 M urea
additional information
-
no inhibition with L-histidine, N-acetyl-L-phenylalaninamide and N-acetyl-L-tyrosinamide
-
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.93
-
adrenocorticotropic hormone
-
dehydrogenation of the tryptophanyl side chain
-
0.02
-
indole-3-propionate
-
-
0.0058
-
L-tryptophan
-
-
0.0091
-
L-Tryptophanamide
-
-
0.071
-
Luteinizing hormone-releasing hormone
-
dehydrogenation of the tryptophanyl side chain
0.0791
-
N-acetyl-L-tryptophan
-
-
0.0195
-
N-Acetyl-L-tryptophanamide
-
-
0.026
-
pentagastrin
-
dehydrogenation of the tryptophanyl side chain
TURNOVER NUMBER [1/s]
TURNOVER NUMBER MAXIMUM[1/s]
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.283
-
adrenocorticotropic hormone
-
dehydrogenation of the tryptophanyl side chain
-
0.785
-
indole-3-propionate
-
-
0.66
-
L-tryptophan
-
-
0.593
-
L-Tryptophanamide
-
-
0.333
-
Luteinizing hormone-releasing hormone
-
dehydrogenation of the tryptophanyl side chain
0.79
-
N-acetyl-L-tryptophan
-
-
0.753
-
N-Acetyl-L-tryptophanamide
-
-
0.533
-
pentagastrin
-
dehydrogenation of the tryptophanyl side chain
Ki VALUE [mM]
Ki VALUE [mM] Maximum
INHIBITOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.037
-
5-hydroxy-L-tryptophan
-
-
0.0066
-
D-tryptophan
-
-
0.0013
-
methyl-3-indole
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
0.02
-
-
substrate tryptophanamide
0.07
-
-
substrate tryptophan-leucine
0.31
-
-
substrate tryptophan
0.74
-
-
substrate leucin-tryptophan-leucin
1.08
-
-
substrate indolepropionic acid
1.42
-
-
substrate N-acetyltryptophanamide
1.82
-
-
substrate N-acetyltryptophan
2.32
-
-
substrate leucin-tryptophan
30.3
-
-
after purification
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Chromobacterium violaceum ATCC12472
-
-
-
Manually annotated by BRENDA team
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
150000
-
-
-
680000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
octamer
-
alpha, 4 * 14000 + beta 4 * 74000, organized in an alpha4,beta4 manner, heterooligomeric structure, one heme molecule per alpha,beta protomer, SDS-PAGE
octamer
Chromobacterium violaceum ATCC12472
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alpha, 4 * 14000 + beta 4 * 74000, organized in an alpha4,beta4 manner, heterooligomeric structure, one heme molecule per alpha,beta protomer, SDS-PAGE; alpha, 4 * 14000 + beta 4 * 74000, organized in an alpha4,beta4 manner, heterooligomeric structure, one heme molecule per alpha,beta protomer, SDS-PAGE
-
pH STABILITY
pH STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
7
-
-
after dilution in 0.1 M bis-Tris buffer
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
80
-
-
active up to 80C
GENERAL STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
active with 0.2 M dithiothreitol, 1% SDS, or 4.5 M urea
-
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-80C, for several months and for 24-48 h at room temperature in the absence of any additives
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
cell disruption with Eaton press, ultracentrifugation, ammonium sulfate precipitation, DEAE-column, concentration using centrifugal microcentrators, gel filtration, purified 108fold, yield 33.8%
-
gel filtration, phosphocellulose column chromatography, SDS-PAGE
-