Entry
Name
pyrimidine oxygenase;
rutA (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
Miscellaneous
BRITE hierarchy
Sysname
uracil,FMNH2:oxygen oxidoreductase (uracil hydroxylating, ring-opening)
Reaction(IUBMB)
(1) uracil + FMNH2 + O2 + NADH = (Z)-3-ureidoacrylate + H2O + FMN + NAD+ + H+ (overall reaction) [RN:
R12544 ];
(1a) FMNH2 + O2 = FMN-N5-peroxide [RN:
R12756 ];
(1b) uracil + FMN-N5-peroxide = (Z)-3-ureidoacrylate + FMN-N5-oxide [RN:
R12545 ];
(1c) FMN-N5-oxide + NADH = FMN + H2O + NAD+ + H+ (spontaneous) [RN:
R12539 ];
(2) thymine + FMNH2 + O2 + NADH = (Z)-2-methylureidoacrylate + H2O + FMN + NAD+ + H+ (overall reaction) [RN:
R12546 ];
(2a) FMNH2 + O2 = FMN-N5-peroxide;
(2b) thymine + FMN-N5-peroxide = (Z)-2-methylureidoacrylate + FMN-N5-oxide [RN:
R12547 ];
(2c) FMN-N5-oxide + NADH = FMN + H2O + NAD+ + H+ (spontaneous)
Reaction(KEGG)
Substrate
Product
Comment
The enzyme participates in the Rut pyrimidine catabolic pathway. The flavin-N5-oxide that is formed by the enzyme reacts spontaneously with NADH to give oxidized flavin, releasing a water molecule.
History
EC 1.14.99.46 created 2012, modified 2019
Pathway
Orthology
Genes
ECOO : ECRM13514_1189(rutA)
ECOH : ECRM13516_1118(rutA)
EDJ : ECDH1ME8569_0966(rutA)
ECOI : ECOPMV1_01034(rutA)
REE : electrica_03235(rutA)
RTG : NCTC13098_04743(rutA)
BAGE : BADSM9389_26670(rutA)
METY : MRY16398_36470(rutA)
SFJ : SAMEA4384070_1850(rutA)
EBI : EbC_11600 EbC_15660(rutA)
EPI : Q3V30_13680(rutA) Q3V30_19520
PLF : PANA5342_p10175(rutA3)
PVD : CFBP1590__4358(rutA)
ACIG : BS636_00095(rutA) BS636_15340(rutA)
PLG : NCTC10937_03397(rutA)
AGR : AGROH133_08499(rutA)
ALF : CFBP5473_19085(rutA)
ARUI : G6M88_16290(rutA) G6M88_19500(rutA)
AVQ : HRR99_16120(rutA) HRR99_19305(rutA)
AVV : RvVAT039_pl03440(rutA)
ASAL : CFBP5507_11225(rutA)
RPUS : CFBP5875_10895(rutA)
ALEG : CFBP4996_10875(rutA)
NEN : NCHU2750_47470(rutA)
MMES : MMSR116_30935(rutA)
DEI : C4375_16505(rutA) C4375_16510(rutA) C4375_16515(rutA) C4375_16520(rutA)
CCS : CCNA_01227 CCNA_02888
CSE : Cseg_1789 Cseg_1893 Cseg_2081
CHQ : AQ619_03875 AQ619_04205
CFH : C1707_01420(rutA) C1707_01770 C1707_03645
CAUF : CSW63_09150 CSW63_19500(rutA)
KVL : KVU_1293 KVU_1872(rutA)
YAN : AYJ57_05560 AYJ57_10120
LVS : LOKVESSMR4R_02448(rutA)
PSHQ : F3W81_03045(rutA) F3W81_03050(rutA)
NRE : BES08_16575 BES08_19315 BES08_19380
NOV : TQ38_014325(rutA) TQ38_022325(rutA) TQ38_022440
NDR : HT578_04665 HT578_19540(rutA)
NOL : NSDW_04740(rutA) NSDW_10950
SPHI : TS85_05045 TS85_06060
SSAN : NX02_15970 NX02_23365
SUFL : FIL70_08440 FIL70_25155
SPAG : sphantq_04077(rutA)
SFLA : SPHFLASMR4Y_01888(rutA)
RGI : RGI145_06135 RGI145_14655
ROS : CTJ15_11265(rutA) CTJ15_21285(rutA)
RMUC : FOB66_07945(rutA) FOB66_16700(rutA)
RFL : Rmf_00330(rutA_1) Rmf_13210(rutA_2)
SRF : LHU95_09130(rutA) LHU95_22010(rutA)
PLIG : NAG76_03435 NAG76_22010
MTHN : 4412656_02908(rutA_4)
RRT : 4535765_00373(rutA_2)
SLS : SLINC_2834 SLINC_6196
SCOA : QU709_10425(rutA) QU709_29945
KBU : Q4V64_15720 Q4V64_27055(rutA)
CUB : BJK06_04380 BJK06_11565
CART : PA27867_1036 PA27867_2671
SALC : C2138_01880 C2138_11300
HEA : HL652_06285 HL652_16070
AEF : GEV26_06470 GEV26_06495
PAUT : Pdca_22210(rutA_1) Pdca_66760(rutA_2)
» show all
Taxonomy
Reference
Authors
Mukherjee T, Zhang Y, Abdelwahed S, Ealick SE, Begley TP
Title
Catalysis of a flavoenzyme-mediated amide hydrolysis.
Journal
Sequence
Reference
Authors
Kim KS, Pelton JG, Inwood WB, Andersen U, Kustu S, Wemmer DE
Title
The Rut pathway for pyrimidine degradation: novel chemistry and toxicity problems.
Journal
Sequence
Reference
Authors
Adak S, Begley TP
Title
RutA-Catalyzed Oxidative Cleavage of the Uracil Amide Involves Formation of a Flavin-N5-oxide.
Journal
Reference
Authors
Adak S, Begley TP
Title
Flavin-N5-oxide: A new, catalytic motif in flavoenzymology.
Journal
Reference
Authors
Matthews A, Saleem-Batcha R, Sanders JN, Stull F, Houk KN, Teufel R.
Title
Aminoperoxide adducts expand the catalytic repertoire of flavin monooxygenases.
Journal
Other DBs