Information on EC 1.14.13.223 - 3-hydroxy-4-methylanthranilyl-[aryl-carrier protein] 5-monooxygenase

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:


The expected taxonomic range for this enzyme is: Streptosporangium sibiricum

EC NUMBER
COMMENTARY hide
1.14.13.223
-
RECOMMENDED NAME
GeneOntology No.
3-hydroxy-4-methylanthranilyl-[aryl-carrier protein] 5-monooxygenase
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
3-hydroxy-4-methylanthranilyl-[aryl-carrier protein] + NADH + H+ + O2 = 3,5-dihydroxy-4-methylanthranilyl-[aryl-carrier protein] + NAD+ + H2O
show the reaction diagram
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
3-hydroxy-4-methylanthranilyl-[aryl-carrier protein],NADH:oxygen oxidoreductase (5-hydroxylating)
A flavoprotein (FAD). The enzyme, characterized from the bacterium Streptosporangium sibiricum, is involved in the biosynthesis of the antitumor antibiotic sibiromycin. The enzyme is not active with free 3-hydroxy-4-methylanthranilate.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
biosynthesis of the antitumor antibiotic sibiromycin. Starting from 3-hydroxykynurenine, the SAM-dependent methyltransferase SibL converts the substrate to its 4-methyl derivative, followed by hydrolysis through the action of the PLP-dependent kynureninase SibQ, leading to 3-hydroxy-4-methylanthranilic acid formation. Subsequently the nonribosomal peptide synthetase SibE activates 3-hydroxy-4-methylanthranilic acid and tethers it to its thiolation domain, where it is hydroxylated at the C5 position by the FAD/NADH-dependent hydroxylase SibG yielding the fully substituted anthranilate moiety found in sibiromycin
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3-hydroxy-4-methylanthranilyl-[aryl-carrier protein] + NADH + H+ + O2
3,5-dihydroxy-4-methylanthranilyl-[aryl-carrier protein] + NAD+ + H2O
show the reaction diagram
-
SibG hydroxylates the C5 position of peptidyl-carrier protein-bound 3-hydroxy-4-methylanthranilic acid
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.743
3-hydroxy-4-methylanthranilyl-[aryl-carrier protein]
pH 7.0, 30C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.48
3-hydroxy-4-methylanthranilyl-[aryl-carrier protein]
pH 7.0, 30C
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 39900, SDS-PAGE, recombinant His-tagged protein
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli