KEGG   ORTHOLOGY: K22553
Entry
K22553                      KO                                     
Symbol
CYP199A2
Name
4-methoxybenzoate monooxygenase (O-demethylating) [EC:1.14.99.15]
Pathway
map00362  Benzoate degradation
map01120  Microbial metabolism in diverse environments
Reaction
R01306  4-methoxybenzoate,hydrogen-donor:oxygen oxidoreductase (O-demethylating)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00362 Benzoate degradation
    K22553  CYP199A2; 4-methoxybenzoate monooxygenase (O-demethylating)
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K22553  CYP199A2; 4-methoxybenzoate monooxygenase (O-demethylating)
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.99  Miscellaneous
    1.14.99.15  4-methoxybenzoate monooxygenase (O-demethylating)
     K22553  CYP199A2; 4-methoxybenzoate monooxygenase (O-demethylating)
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, bacteria type
  CYP199 family
   K22553  CYP199A2; 4-methoxybenzoate monooxygenase (O-demethylating)
Other DBs
COG: COG2124
GO: 0018690
Genes
PPU: PP_1950
PPSH: G5J76_09125
BHZ: ACR54_04430
PIG: EGT29_07245
PUD: G9Q38_04420 G9Q38_04600
HYR: BSY239_2681
HYL: LPB072_21880
HCZ: G9Q37_15470
HYDA: ABSY19_21615
XYG: R9X41_16735
MAMO: A6B35_30200
AVI: Avi_7683
NGG: RG540_PA03940
BJA: blr1048(blr1048)
BJU: BJ6T_10730
BJP: RN69_05235
BRA: BRADO6810
BBT: BBta_0729
BRS: S23_67580
AOL: S58_06520
BRC: BCCGELA001_34415
BIC: LMTR13_36460
BRO: BRAD285_6957
BRK: CWS35_02050
BOT: CIT37_09060
BRQ: CIT40_30200
BGQ: X265_34795 X265_38440
BGZ: XH91_37640
BSYM: CIT39_29310
BBET: F8237_13145
BARH: WN72_37625 WN72_46340
BVZ: BRAD3257_8678
BEL: BE61_89430 BE61_90500
BDG: LPJ38_02285 LPJ38_14515
BSEP: HAP48_0012045 HAP48_0019950
BQB: J4P68_0015900 J4P68_0023470
BBAN: J4G43_039075 J4G43_050840
BCAN: BcanWSM471_07645 BcanWSM471_35580
BAUT: QA635_04745 QA635_38060
BBRA: QA636_04220 QA636_39465
BGK: IC762_32605
BCOU: IC761_34775
BPAH: QA639_04165 QA639_38410
BXN: I3J27_28330 I3J27_37730
BROS: QUH67_33750
BRAZ: LRP30_35015 LRP30_42290
BOY: LQG66_26975
BRAY: ML401_32800 ML401_39090
BRAI: FJV43_14810
BRAA: NL528_04045
BLUP: AB3L03_11335 AB3L03_15660
BGEA: ACP2YP_38335
BGEP: ACP2YO_04540
BRAN: RX330_07245 RX330_34700
BRAB: RX331_03065
BRAR: ACKN7S_10710
RPA: TX73_009625
RPB: RPB_3613
RPT: Rpal_2077
RPX: Rpdx1_3652
RBK: E0H22_10435
RHOE: LRC39_09425
VGO: GJW-30_1_04086
TRB: HB776_06670
TALZ: RPMA_19445
TARD: RSO67_00425
TARV: FIU28_07495
MTUN: MTUNDRAET4_0240.1(cyp199a)
PHR: C6569_17635
PSTG: E8M01_28530
PAQT: E8L99_19475
PABY: Ga0080574_TMP462
SPSE: SULPSESMR1_04506
OCD: FHY55_02300
HML: HmaOT1_13885
PPRU: FDP22_01200
PPAF: I8N54_16495
HDH: G5B40_05810
FRB: AB6B37_07375
NRE: BES08_14180
NOVB: ACFFDA_02760
SARI: H5J25_19695
SPSO: G4G27_00515 G4G27_03505
ACOB: P0Y56_10080
SWI: Swit_3269
SPHD: HY78_09210
SJP: SJA_C2-04160
SCH: Sphch_3292
SSY: SLG_20150
SPHB: EP837_03852
SPTA: Sj15T_38470
SFLA: SPHFLASMR4Y_02994
SPHY: CHN51_15135
AAY: WYH_02150(bioI)
GTI: FXF46_11520
KOI: LV478_11250
ACEK: FLP30_09705
SNEA: NBZ79_07865
MICA: P0L94_13155
MHAF: ACEL92_12665
MPHU: MPHO_51270
CMD: B841_09435
CCOE: CETAM_04400
RHA: RHA1_ro02948
ROP: ROP_26710 ROP_33150
ROA: Pd630_LPD07185
RAV: AAT18_16735
RRZ: CS378_04375
RKO: JWS14_13820 JWS14_15455
ROZ: CBI38_28845
RPSK: JWS13_29175 JWS13_31765
RHOU: KZJ41_17825
RHOW: A4U64_07990
RHOJ: JVH1_22255 JVH1_38050
RHOS: QWW67_06475
RHOQ: QWW98_06480
RHOY: QNA09_12395
RHJS: OYT95_23515
RHZQ: GO592_00290
RHWB: FND50_32235
RHWY: GFS60_03660
RHDM: HFP48_17265
RHWQ: HUN07_02075 HUN07_06865
RHMM: ISO16_06460 ISO16_26340
RHZP: HYG77_17595 HYG77_21195
RHRD: RDE2_26620
RHDK: PST05_15245
GPO: GPOL_c45240
GOM: D7316_02823
GAM: GII34_05715
GOI: LK459_08650 LK459_20835 LK459_20945
GON: Q9K23_25000
DID: GJR88_01751
SGRF: SGFS_023420
SALS: SLNWT_0027
SLE: sle_61820(sle_61820)
SPHW: NFX46_17420
SGE: DWG14_00501
SGZ: C0216_11925
SRK: FGW37_30985
SPHV: F9278_42100
SBAT: G4Z16_06250
SXN: IAG42_02270
SDUR: M4V62_39870
KBU: Q4V64_03985
SMIB: SMIR_06010
STRL: HEP84_39535
SCIT: V2W30_04130
SSEC: ABZO29_01040 ABZO29_30260 ABZO29_44560
MCLI: PQV94_01345
AGY: ATC03_10810
SALD: FVA74_07450
LALL: MUN78_00425 MUN78_00620
ART: Arth_1727
ARY: ATC04_12915
ASUF: MNQ99_03120 MNQ99_13155
APOA: J0916_03275
ACAO: NF551_15045
ARTQ: CGQ24_02105
ARTC: KY499_13675
ARTL: ArtHe_13170
ARZ: AUT26_19685
POK: SMD14_08735
PSNB: NIBR502770_18325
GLU: F0M17_06450
GPR: JQN66_15940
GMY: XH9_02265
GNC: QQS42_06460
CCYC: SCMU_02260
SPUE: AB5L97_16535
CMUA: P8192_13935
ACRY: AC20117_03845 AC20117_16210
IHA: UQW22_05220
BLUT: EW640_11445
NOCW: ABFU82_18940
NOCQ: QI633_00635
PSIM: KR76_01035
THAO: NI17_008420
ACTW: F7P10_09220
AMAZ: LUW76_05590 LUW76_06985
BSD: BLASA_2994
BBRG: U6N30_15690
BMON: ABDB74_10835
MMAR: MODMU_2722
AMQ: AMETH_2741(cypA)
AMYY: YIM_24070(vdh1)
AORI: SD37_05135
AACD: LWP59_14425
APRT: MUY14_09310
ATHM: L1857_16525
ARHD: VSH64_04160 VSH64_39570
ACAB: QRX50_05515
ANW: QP939_31980
AMYD: K1T34_20635
ABAR: AMYBAR_002555
PDX: Psed_3265
PSEA: WY02_26855
PSEH: XF36_15935
PSEQ: AD006_30685
PECQ: AD017_30555
PAUT: Pdca_32280
PBRO: HOP40_06445 HOP40_08630 HOP40_32540
PPEL: H6H00_24725
PSDS: K1T35_35345
PALQ: PaSha_01030
SESP: BN6_55130
ACTY: OG774_04290 OG774_28210
MICN: WHN02_17090
AMS: AMIS_8190
ACTE: ACTI_50060
EKE: EK0264_12805
BALA: DSM104299_02021
 » show all
Reference
PMID:16472768
  Authors
Bell SG, Hoskins N, Xu F, Caprotti D, Rao Z, Wong LL
  Title
Cytochrome P450 enzymes from the metabolically diverse bacterium Rhodopseudomonas palustris.
  Journal
Biochem Biophys Res Commun 342:191-6 (2006)
DOI:10.1016/j.bbrc.2006.01.133
  Sequence
[rpa:TX73_009625]
LinkDB

KEGG   ENZYME: 1.14.99.15
Entry
EC 1.14.99.15               Enzyme                                 
Name
4-methoxybenzoate monooxygenase (O-demethylating);
4-methoxybenzoate 4-monooxygenase (O-demethylating);
4-methoxybenzoate O-demethylase;
p-anisic O-demethylase;
piperonylate-4-O-demethylase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
Miscellaneous
Sysname
4-methoxybenzoate,hydrogen-donor:oxygen oxidoreductase (O-demethylating)
Reaction(IUBMB)
4-methoxybenzoate + reduced acceptor + O2 = 4-hydroxybenzoate + formaldehyde + acceptor + H2O [RN:R01306]
Reaction(KEGG)
R01306
Substrate
4-methoxybenzoate [CPD:C02519];
reduced acceptor [CPD:C00030];
O2 [CPD:C00007]
Product
4-hydroxybenzoate [CPD:C00156];
formaldehyde [CPD:C00067];
acceptor [CPD:C00028];
H2O [CPD:C00001]
Comment
The bacterial enzyme consists of a ferredoxin-type protein and an iron-sulfur flavoprotein (FMN). Also acts on 4-ethoxybenzoate, N-methyl-4-aminobenzoate and toluate. The fungal enzyme acts best on veratrate.
History
EC 1.14.99.15 created 1972
Pathway
ec00362  Benzoate degradation
ec01120  Microbial metabolism in diverse environments
Orthology
K22553  4-methoxybenzoate monooxygenase (O-demethylating)
Genes
PPU: PP_1950
PPSH: G5J76_09125
BHZ: ACR54_04430
PIG: EGT29_07245
PUD: G9Q38_04420 G9Q38_04600
HYR: BSY239_2681
HYL: LPB072_21880
HCZ: G9Q37_15470
HYDA: ABSY19_21615
XYG: R9X41_16735
MAMO: A6B35_30200
AVI: Avi_7683
NGG: RG540_PA03940
BJA: blr1048(blr1048)
BJU: BJ6T_10730
BJP: RN69_05235
BRA: BRADO6810
BBT: BBta_0729
BRS: S23_67580
AOL: S58_06520
BRC: BCCGELA001_34415
BIC: LMTR13_36460
BRO: BRAD285_6957
BRK: CWS35_02050
BOT: CIT37_09060
BRQ: CIT40_30200
BGQ: X265_34795 X265_38440
BGZ: XH91_37640
BSYM: CIT39_29310
BBET: F8237_13145
BARH: WN72_37625 WN72_46340
BVZ: BRAD3257_8678
BEL: BE61_89430 BE61_90500
BDG: LPJ38_02285 LPJ38_14515
BSEP: HAP48_0012045 HAP48_0019950
BQB: J4P68_0015900 J4P68_0023470
BBAN: J4G43_039075 J4G43_050840
BCAN: BcanWSM471_07645 BcanWSM471_35580
BAUT: QA635_04745 QA635_38060
BBRA: QA636_04220 QA636_39465
BGK: IC762_32605
BCOU: IC761_34775
BPAH: QA639_04165 QA639_38410
BXN: I3J27_28330 I3J27_37730
BROS: QUH67_33750
BRAZ: LRP30_35015 LRP30_42290
BOY: LQG66_26975
BRAY: ML401_32800 ML401_39090
BRAI: FJV43_14810
BRAA: NL528_04045
BLUP: AB3L03_11335 AB3L03_15660
BGEA: ACP2YP_38335
BGEP: ACP2YO_04540
BRAN: RX330_07245 RX330_34700
BRAB: RX331_03065
BRAR: ACKN7S_10710
RPA: TX73_009625
RPB: RPB_3613
RPT: Rpal_2077
RPX: Rpdx1_3652
RBK: E0H22_10435
RHOE: LRC39_09425
VGO: GJW-30_1_04086
TRB: HB776_06670
TALZ: RPMA_19445
TARD: RSO67_00425
TARV: FIU28_07495
MTUN: MTUNDRAET4_0240.1(cyp199a)
PHR: C6569_17635
PSTG: E8M01_28530
PAQT: E8L99_19475
PABY: Ga0080574_TMP462
SPSE: SULPSESMR1_04506
OCD: FHY55_02300
HML: HmaOT1_13885
PPRU: FDP22_01200
PPAF: I8N54_16495
HDH: G5B40_05810
FRB: AB6B37_07375
NRE: BES08_14180
NOVB: ACFFDA_02760
SARI: H5J25_19695
SPSO: G4G27_00515 G4G27_03505
ACOB: P0Y56_10080
SWI: Swit_3269
SPHD: HY78_09210
SJP: SJA_C2-04160
SCH: Sphch_3292
SSY: SLG_20150
SPHB: EP837_03852
SPTA: Sj15T_38470
SFLA: SPHFLASMR4Y_02994
SPHY: CHN51_15135
AAY: WYH_02150(bioI)
GTI: FXF46_11520
KOI: LV478_11250
ACEK: FLP30_09705
SNEA: NBZ79_07865
MICA: P0L94_13155
MHAF: ACEL92_12665
MPHU: MPHO_51270
CMD: B841_09435
CCOE: CETAM_04400
RHA: RHA1_ro02948
ROP: ROP_26710 ROP_33150
ROA: Pd630_LPD07185
RAV: AAT18_16735
RRZ: CS378_04375
RKO: JWS14_13820 JWS14_15455
ROZ: CBI38_28845
RPSK: JWS13_29175 JWS13_31765
RHOU: KZJ41_17825
RHOW: A4U64_07990
RHOJ: JVH1_22255 JVH1_38050
RHOS: QWW67_06475
RHOQ: QWW98_06480
RHOY: QNA09_12395
RHJS: OYT95_23515
RHZQ: GO592_00290
RHWB: FND50_32235
RHWY: GFS60_03660
RHDM: HFP48_17265
RHWQ: HUN07_02075 HUN07_06865
RHMM: ISO16_06460 ISO16_26340
RHZP: HYG77_17595 HYG77_21195
RHRD: RDE2_26620
RHDK: PST05_15245
GPO: GPOL_c45240
GOM: D7316_02823
GAM: GII34_05715
GOI: LK459_08650 LK459_20835 LK459_20945
GON: Q9K23_25000
DID: GJR88_01751
SGRF: SGFS_023420
SALS: SLNWT_0027
SLE: sle_61820(sle_61820)
SPHW: NFX46_17420
SGE: DWG14_00501
SGZ: C0216_11925
SRK: FGW37_30985
SPHV: F9278_42100
SBAT: G4Z16_06250
SXN: IAG42_02270
SDUR: M4V62_39870
KBU: Q4V64_03985
SMIB: SMIR_06010
STRL: HEP84_39535
SCIT: V2W30_04130
SSEC: ABZO29_01040 ABZO29_30260 ABZO29_44560
MCLI: PQV94_01345
AGY: ATC03_10810
SALD: FVA74_07450
LALL: MUN78_00425 MUN78_00620
ART: Arth_1727
ARY: ATC04_12915
ASUF: MNQ99_03120 MNQ99_13155
APOA: J0916_03275
ACAO: NF551_15045
ARTQ: CGQ24_02105
ARTC: KY499_13675
ARTL: ArtHe_13170
ARZ: AUT26_19685
POK: SMD14_08735
PSNB: NIBR502770_18325
GLU: F0M17_06450
GPR: JQN66_15940
GMY: XH9_02265
GNC: QQS42_06460
CCYC: SCMU_02260
SPUE: AB5L97_16535
CMUA: P8192_13935
ACRY: AC20117_03845 AC20117_16210
IHA: UQW22_05220
BLUT: EW640_11445
NOCW: ABFU82_18940
NOCQ: QI633_00635
PSIM: KR76_01035
THAO: NI17_008420
ACTW: F7P10_09220
AMAZ: LUW76_05590 LUW76_06985
BSD: BLASA_2994
BBRG: U6N30_15690
BMON: ABDB74_10835
MMAR: MODMU_2722
AMQ: AMETH_2741(cypA)
AMYY: YIM_24070(vdh1)
AORI: SD37_05135
AACD: LWP59_14425
APRT: MUY14_09310
ATHM: L1857_16525
ARHD: VSH64_04160 VSH64_39570
ACAB: QRX50_05515
ANW: QP939_31980
AMYD: K1T34_20635
ABAR: AMYBAR_002555
PDX: Psed_3265
PSEA: WY02_26855
PSEH: XF36_15935
PSEQ: AD006_30685
PECQ: AD017_30555
PAUT: Pdca_32280
PBRO: HOP40_06445 HOP40_08630 HOP40_32540
PPEL: H6H00_24725
PSDS: K1T35_35345
PALQ: PaSha_01030
SESP: BN6_55130
ACTY: OG774_04290 OG774_28210
MICN: WHN02_17090
AMS: AMIS_8190
ACTE: ACTI_50060
EKE: EK0264_12805
BALA: DSM104299_02021
 » show all
Reference
1  [PMID:188654]
  Authors
Bernhardt FH, Nastainczyk W, Seydewitz V.
  Title
Kinetic studies on a 4-methoxybenzoate O-demethylase from Pseudomonas putida.
  Journal
Eur J Biochem 72:107-15 (1977)
DOI:10.1111/j.1432-1033.1977.tb11230.x
Reference
2  [PMID:25369]
  Authors
Paszczynski A, Trojanowski J.
  Title
An affinity-column procedure for the purification of veratrate O-demethylase from fungi.
  Journal
Microbios 18:111-21 (1977)
Reference
3  [PMID:6273164]
  Authors
Twilfer H, Bernhardt FH, Gersonde K.
  Title
An electron-spin-resonance study on the redox-active centers of the 4-methoxybenzoate monooxygenase from Pseudomonas putida.
  Journal
Eur J Biochem 119:595-602 (1981)
DOI:10.1111/j.1432-1033.1981.tb05649.x
Other DBs
ExplorEnz - The Enzyme Database: 1.14.99.15
IUBMB Enzyme Nomenclature: 1.14.99.15
ExPASy - ENZYME nomenclature database: 1.14.99.15
UM-BBD (Biocatalysis/Biodegradation Database): 1.14.99.15
BRENDA, the Enzyme Database: 1.14.99.15
CAS: 37256-78-3
LinkDB

KEGG   REACTION: R01306
Entry
R01306                      Reaction                               
Name
4-methoxybenzoate,hydrogen-donor:oxygen oxidoreductase (O-demethylating)
Definition
4-Methoxybenzoate + Reduced acceptor + Oxygen <=> 4-Hydroxybenzoate + Formaldehyde + Acceptor + H2O
Equation
C02519 + C00030 + C00007 <=> C00156 + C00067 + C00028 + C00001
Reaction class
RC00392  C00156_C02519
RC01533  C00067_C02519
Enzyme
1.14.99.15
Pathway
rn00362  Benzoate degradation
rn01120  Microbial metabolism in diverse environments
rn01220  Degradation of aromatic compounds
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.99  Miscellaneous
    1.14.99.15
     R01306  4-Methoxybenzoate + Reduced acceptor + Oxygen <=> 4-Hydroxybenzoate + Formaldehyde + Acceptor + H2O
Orthology
K22553  4-methoxybenzoate monooxygenase (O-demethylating) [EC:1.14.99.15]
Other DBs
RHEA: 18616
LinkDB

DBGET integrated database retrieval system