Information on EC 1.1.3.39 - nucleoside oxidase (H2O2-forming)

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


The expected taxonomic range for this enzyme is: Elizabethkingia meningoseptica

EC NUMBER
COMMENTARY hide
1.1.3.39
-
RECOMMENDED NAME
GeneOntology No.
nucleoside oxidase (H2O2-forming)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
adenosine + 2 O2 + H2O = 9-riburonosyladenine + 2 H2O2
show the reaction diagram
; A heme-containing flavoprotein, FAD. Other purine and pyrimidine nucleosides, as well as 2'-deoxynucleosides and arabinosides, are substrates, but ribose and nucleotides are not substrates. The overall reaction takes place in two separate steps: 1. adenosine and O2: 5'-dehydroadenosine and H2O2 2. 5'dehydroadenosine and O2: 9-riburonosyladenine + H2O2 with the 5'-dehydro nucleoside being released from the enzyme to serve as substrate for the second reaction. This enzyme differs from EC 1.1.3.28, nucleoside oxidase, as it produces hydrogen peroxide rather than water
-
-
-
adenosine + O2 = 5'-dehydroadenosine + H2O2
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
nucleoside:oxygen 5'-oxidoreductase (H2O2-forming)
A heme-containing flavoprotein (FAD). Other purine and pyrimidine nucleosides (as well as 2'-deoxyribonucleosides and arabinosides) are substrates, but ribose and nucleotides are not substrates. The overall reaction takes place in two separate steps, with the 5'-dehydro nucleoside being released from the enzyme to serve as substrate for the second reaction. This enzyme differs from EC 1.1.3.28, nucleoside oxidase, as it produces hydrogen peroxide rather than water.
CAS REGISTRY NUMBER
COMMENTARY hide
82599-71-1
-
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
1,N6-ethenoadenosine + O2
9-riburonosyl-1,N6-ethenoadenine + H2O2
show the reaction diagram
-
56% of the activity compared to adenosine
-
?
2'-deoxy-1-methyladenosine hydrochloride + O2
2'-deoxy-9-riburonosyl-1-methyladenine hydrochloride + H2O2
show the reaction diagram
-
-
-
?
2'-deoxyadenosine + 2 O2 + H2O
2'-deoxy-9-riburonosyladenine + 2 H2O2
show the reaction diagram
-
-
-
?
2'-deoxycytidine + 2 O2 + H2O
2'-deoxy-1-riburonosylcytosine + 2 H2O2
show the reaction diagram
-
26% of the activity of adenosine
-
?
2'-deoxyguanosine + 2 O2 + H2O
2'-deoxy-9-riburonosylguanine + 2 H2O2
show the reaction diagram
-
40% of the activity of adenosine
-
?
2'-tosyladenosine + O2
2'-tosyl-9-riburonosyladenine + H2O2
show the reaction diagram
-
low activity
-
?
6-(gamma,gamma-dimethylallylamino)purine riboside + O2
riburonosyl-6-(gamma,gamma-dimethylallylamino)purine + H2O2
show the reaction diagram
-
-
-
?
6-benzylaminopurine riboside + O2
riburonosyl-6-benzylaminopurine + H2O2
show the reaction diagram
-
-
-
?
6-mercaptopurine arabinoside + O2
arabinorosyl 6-mercaptopurine + H2O2
show the reaction diagram
6-mercaptopurine riboside + O2
riburonosyl-6-mercaptopurine + H2O2
show the reaction diagram
-
-
-
?
8-bromoadenosine + O2
8-bromo-9-riburonosyladenine + H2O2
show the reaction diagram
-
49% of the activity compared to adenosine
-
?
adenine-9-beta-D-arabinofuranoside + O2
9-beta-D-arabinofuranorosyladenine + H2O2
show the reaction diagram
adenosine + O2
9-riburonosyladenine + H2O2
show the reaction diagram
-
-
-
?
adenosine-N'-oxide + O2
riburonosyl-adenine-N'-oxide + H2O2
show the reaction diagram
-
-
-
?
cytidine + 2 O2 + H2O
1-riburonosylcytosine + 2 H2O2
show the reaction diagram
-
50% of the activity of adenosine
-
?
formycin B + O2
? + H2O2
show the reaction diagram
-
-
-
?
guanine-9-beta-D-arabinofuranoside + O2
9-beta-D-arabinofuranorosylguanine + H2O2
show the reaction diagram
guanosine + 2 O2 + H2O
9-riburonosylguanine + 2 H2O2
show the reaction diagram
-
-
-
?
hypoxanthine-9-beta-D-arabinofuranoside + O2
9-beta-D-arabinofuranorosylhypoxanthine + H2O2
show the reaction diagram
inosine + 2 O2 + H2O
9-riburonosylinosine + 2 H2O2
show the reaction diagram
kinetine riboside + O2
riboronosylkinetine + H2O2
show the reaction diagram
-
-
-
?
N-benzoyl-2'-deoxyadenosine + O2
9-riburonosyl-N-benzoyl-2'-deoxyadenosine + H2O2
show the reaction diagram
-
-
-
?
ribavirin + O2
? + H2O2
show the reaction diagram
-
low activity
-
?
thymidine + 2 O2 + H2O
1-(2-deoxyriburonosyl)thymine + 2 H2O2
show the reaction diagram
-
-
-
?
tubercidin + O2
7-beta-D-ribofuranorosyl-pyrimidine + H2O2
show the reaction diagram
uridine + 2 O2 + H2O
1-riburonosyluracil + 2 H2O2
show the reaction diagram
-
-
-
?
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
2'-deoxyadenosine + 2 O2 + H2O
2'-deoxy-9-riburonosyladenine + 2 H2O2
show the reaction diagram
-
-
-
?
2'-deoxycytidine + 2 O2 + H2O
2'-deoxy-1-riburonosylcytosine + 2 H2O2
show the reaction diagram
-
26% of the activity of adenosine
-
?
2'-deoxyguanosine + 2 O2 + H2O
2'-deoxy-9-riburonosylguanine + 2 H2O2
show the reaction diagram
-
40% of the activity of adenosine
-
?
adenosine + O2
9-riburonosyladenine + H2O2
show the reaction diagram
-
-
-
?
cytidine + 2 O2 + H2O
1-riburonosylcytosine + 2 H2O2
show the reaction diagram
-
50% of the activity of adenosine
-
?
guanosine + 2 O2 + H2O
9-riburonosylguanine + 2 H2O2
show the reaction diagram
-
-
-
?
inosine + 2 O2 + H2O
9-riburonosylinosine + 2 H2O2
show the reaction diagram
-
-
-
?
thymidine + 2 O2 + H2O
1-(2-deoxyriburonosyl)thymine + 2 H2O2
show the reaction diagram
-
-
-
?
uridine + 2 O2 + H2O
1-riburonosyluracil + 2 H2O2
show the reaction diagram
-
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
FAD
-
3 mol FAD/mol enzyme, covalently bound
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3'-azido-3'-deoxythymidine
-
50% inhibition of inosine oxidation at 3.7 mM
5-aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside
-
50% uncompetitive inhibition of inosine oxidation at 0.13 mM
8-hydroxyquinoline
-
50% inhibition at 2 mM
Bredinin
-
50% inhibition of inosine oxidation at 0.022 mM
Hg2+
-
22% inhibition at 2 mM
Hydroxylamine hydrochloride
-
58% inhibition at 2 mM
iodoacetate
-
44% inhibition at 2 mM
N-ethylmaleimide
-
49% inhibition at 2 mM
NaCN
-
41% inhibition at 2 mM
NaN3
-
12% inhib ition at 2 mM
Pb2+
-
90% inhibition at 2 mM
phenylhydrazine
-
92.5% inhibition at 2 mM
puromycin aminonucleoside
-
50% inhibition of inosine oxidation at 0.67 mM
Semicarbazide
-
72% inhibition at 2 mM
Sn2+
-
94% inhibition at 2 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.02
2'-deoxyadenosine
-
-
0.32
2'-deoxycytidine
-
-
0.016
2'-deoxyguanosine
-
-
0.035
6-mercaptopurine arabinoside
-
-
0.024
adenine-beta-D-arabinofuranoside
-
-
0.05
thymidine
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 7
-
oxidation of inosine
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
55
-
oxidation of inosine
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
500000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
tetramer
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 8
-
stable within
287628
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
to homogeneity, chromatography techniques
-