Information on EC 1.14.99.46 - pyrimidine oxygenase

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The expected taxonomic range for this enzyme is: Escherichia coli

EC NUMBER
COMMENTARY hide
1.14.99.46
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RECOMMENDED NAME
GeneOntology No.
pyrimidine oxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
thymine + FMNH2 + O2 = (Z)-2-methylureidoacrylate peracid + FMN
show the reaction diagram
(2)
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uracil + FMNH2 + O2 = (Z)-3-ureidoacrylate peracid + FMN
show the reaction diagram
(1)
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Metabolic pathways
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Pyrimidine metabolism
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uracil degradation III
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SYSTEMATIC NAME
IUBMB Comments
uracil,FMNH2:oxygen oxidoreductase (uracil hydroxylating, ring-opening)
In vitro the product (Z)-3-ureidoacrylate peracid is spontaneously reduced to ureidoacrylate [1,2]. Part of the Rut pyrimidine catabolic pathway.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
physiological function
RutA has a central role in the Rut pathway, which is composed of seven proteins, all of which are required by Escherichia coli K-12 to grow on uracil as the sole nitrogen source
additional information
the Rut pathway degrades exogenous pyrimidines as the sole nitrogen source at room temperature but not at 37°C, a restriction that is apparently a consequence of an inadequate ability to remove toxic malonic semialdehyde at the higher temperature, RutE/YdfG function. The catabolic pathway is highly expressed even in the absence of exogenous substrate and at 37°C
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
thymine + FMNH2 + O2
(Z)-2-methylureidoacrylate peracid + FMN
show the reaction diagram
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?
uracil + FMNH2 + O2
(Z)-3-ureidoacrylate peracid + FMN
show the reaction diagram
additional information
?
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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
thymine + FMNH2 + O2
(Z)-2-methylureidoacrylate peracid + FMN
show the reaction diagram
P75898
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?
uracil + FMNH2 + O2
(Z)-3-ureidoacrylate peracid + FMN
show the reaction diagram
P75898
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?
additional information
?
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P75898
the pyrimidine ring is cleaved directly by adding a pair of oxygen atoms and producing ureidoacrylate peracid. This odd metabolite, a strong and highly toxic oxidizing agent, is reduced spontaneously, albeit slowly, to ureidoacrylate
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
FAD
FAD works much less well than FMN
additional information
RutA-catalyzed reduction or reduction by excess NADH or DTT in the reaction buffer
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 8.2
assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
22
assay at room temperature
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
purified recombinant RutA, X-ray diffraction structure determination and analysis at 1.8 A resolution
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant His-tagged RutA from ASKA strain JW0997 by nickel affinity chromatography
recombinant His-tagged RutA from Escherichia coli strain BL21 by nickel affinity chromatography to homogeneity
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
gene rutA, expression of the His-tagged enzyme in Escherichia coli strain BL21, co-expression with rutF
gene rutA, recombinant overexpression of His-tagged RutA in ASKA strain JW0997
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