KEGG   ENZYME: 1.13.12.16Help
Entry
EC 1.13.12.16               Enzyme                                 

Name
nitronate monooxygenase;
NMO;
2-nitropropane dioxygenase (incorrect)
Class
Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of one atom of oxygen (internal monooxygenases or internal mixed-function oxidases)
BRITE hierarchy
Sysname
nitronate:oxygen 2-oxidoreductase (nitrite-forming)
Reaction(IUBMB)
ethylnitronate + O2 = acetaldehyde + nitrite + other products [RN:R00025]
Reaction(KEGG)
Substrate
ethylnitronate [CPD:C18091];
O2 [CPD:C00007]
Product
acetaldehyde [CPD:C00084];
nitrite [CPD:C00088];
other products
Comment
Previously classified as 2-nitropropane dioxygenase (EC 1.13.11.32), but it is now recognized that this was the result of the slow ionization of nitroalkanes to their nitronate (anionic) forms. The enzymes from the fungus Neurospora crassa and the yeast Williopsis saturnus var. mrakii (formerly classified as Hansenula mrakii) contain non-covalently bound FMN as the cofactor. Neither hydrogen peroxide nor superoxide were detected during enzyme turnover. Active towards linear alkyl nitronates of lengths between 2 and 6 carbon atoms and, with lower activity, towards propyl-2-nitronate. The enzyme from N. crassa can also utilize neutral nitroalkanes, but with lower activity.
History
EC 1.13.12.16 created 1984 as EC 1.13.11.32, transferred 2009 to EC 1.13.12.16, modified 2011
Pathway
ec00910  Nitrogen metabolism
Orthology
K00459  nitronate monooxygenase
Genes
NVE: NEMVE_v1g226068
SCE: YJR149W
LTH: KLTH0C08998g
ZRO: ZYRO0G15466g
DHA: DEHA2A05764g
PIC: PICST_56894(NPO2)
PGU: PGUG_03495
SPAA: SPAPADRAFT_63598
LEL: LELG_05126
CAL: CAALFM_C703780CA(CaO19.7204)
CDU: CD36_73440(NPD1)
CAUR: QG37_03973
NCR: NCU03949(npd-1)
NTE: NEUTE1DRAFT118227(NEUTE1DRAFT_118227)
SSCK: SPSK_09464
MAW: MAC_09731
MAJ: MAA_07788
MBE: MBM_07777
ANG: ANI_1_480044(An05g01450) ANI_1_528044(An05g01810)
ABE: ARB_00902
TVE: TRV_02572
ABP: AGABI1DRAFT105369(AGABI1DRAFT_105369)
ABV: AGABI2DRAFT136944(AGABI2DRAFT_136944)
DFA: DFA_00864
KPU: KP1_2696
KPP: A79E_2576
KPE: KPK_2724
KPR: KPR_2548
KPJ: N559_2658
KPNU: LI86_13245
KPNK: BN49_2756
KVA: Kvar_2678
KOX: KOX_21140
KOE: A225_3088
EAE: EAE_18745
EAR: CCG30142
PSTS: E05_05210
SMAF: D781_1405
SMAR: SM39_2717
SERF: L085_12410
PSI: S70_08915
PSX: DR96_1397
XCC: XCC1197
XCB: XC_3045
XCP: XCR_1433
XCV: XCV1339
XAX: XACM_1267
XAC: XAC1290
XOO: XOO1323
XOM: XOO1217(XOO1217)
XOP: PXO_02145
XOR: XOC_3420
XAL: XALC_0950
XPH: XppCFBP6546_05035(XppCFBP6546P_05035)
SML: Smlt1372
SMT: Smal_1151
SMZ: SMD_1224
PSD: DSC_06590
LEZ: GLE_0230
LEM: LEN_4712
DKO: I596_3545
VPA: VPA0296
VAG: N646_3727
PPSE: BN5_0455(fabK) BN5_3734
PPU: PP_0430 PP_3827(yrpB)
PSYR: N018_13450
PSA: PST_3870
PSES: PSCI_4756
PAR: Psyc_0014
PALI: A3K91_0036
PSYC: DABAL43B_0029(fabK)
PSYA: AOT82_1794
ACB: A1S_2493
ABM: ABSDF0984
ABAD: ABD1_24810
SON: SO_0471
SAZ: Sama_2734
SBL: Sbal_0445
SLO: Shew_1878
SWD: Swoo_3596
SVO: SVI_3938
SPSW: Sps_03213
PHA: PSHAa0904
PAT: Patl_2707
PSM: PSM_A0649
PTN: PTRA_a0483(npd)
PSPO: PSPO_b0188(npd)
PTD: PTET_a0721(npd)
MAD: HP15_2901
GNI: GNIT_0103
PIN: Ping_1940
FBL: Fbal_1556
LPN: lpg1134
LPH: LPV_1285
LPM: LP6_1116
LPF: lpl1140
LPP: lpp1135
LPC: LPC_0597
LPA: lpa_01770
LPE: lp12_1113
LLO: LLO_0790
LFA: LFA_0657
LLG: 44548918_01433(ant1)
TMC: LMI_2837
CSA: Csal_1015
HEL: HELO_1662(npd)
HAM: HALO2341
ABO: ABO_0283
TOL: TOL_0527
AHA: AHA_0751
ASA: ASA_3600
AVR: B565_0742
AMED: B224_5735
ACAV: VI35_16880
OCE: GU3_10700
SLIM: SCL_0242
SVA: SVA_0235
NME: NMB1452
NMP: NMBB_1101
NMA: NMA1666
NMW: NMAA_1163
NMC: NMC1392
NMN: NMCC_1366
NMT: NMV_0932
NMI: NMO_1286
NGO: NGO1024
NGK: NGK_0766
NLA: NLA_8740
CVI: CV_4048
LHK: LHK_02685
PSE: NH8B_3618
REH: H16_A0293(nppD) H16_B0364(h16_B0364) H16_B0401(h16_B0401) H16_B0658(h16_B0658) H16_B0757(h16_B0757) H16_B1763(h16_B1763) H16_B2331(h16_B2331) PHG258
CGD: CR3_0225(npd) CR3_3261(npd) CR3_3370(npd) CR3_4442(npd)
PNE: Pnec_0958
BPE: BP3306
BPC: BPTD_3263
BPER: BN118_0381
BPET: B1917_0518
BPEU: Q425_32830
BPSI: IX83_02340
RTA: Rta_25160
JAG: GJA_5227 GJA_5276(2-npdl) GJA_897
CFU: CFU_0499(fabK) CFU_4241
TIN: Tint_1354
THI: THI_1681
PBH: AAW51_0436(ncd2) AAW51_1915(ncd2) AAW51_4377(ncd2) AAW51_5484(ncd2)
TBD: Tbd_2188
DAR: Daro_1554
AZO: azo0323(naoA) azo1158(ncd2) azo3821(ncd2)
AZA: AZKH_1985(ncd2)
TCL: Tchl_1173
BPRC: D521_0417
HPY: HP0773
HPJ: jhp_0710
HPG: HPG27_730
HPL: HPB8_982
HPZ: HPKB_0577
HPD: KHP_0554
HEY: MWE_0673
HPYR: K747_08090
HPYI: K750_06375
HPYU: K751_04535
HPYM: K749_02710
HEB: U063_1078
HEZ: U064_1082
HHE: HH_0829
HAC: Hac_0640
HMS: HMU05950
HCE: HCW_06930
HCM: HCD_06985
HCP: HCN_0350
HCB: HCBAA847_0367(npd)
WSU: WS0242
SUA: Saut_0740
SULR: B649_08855
CJE: Cj1270c
CJU: C8J_1214
CJI: CJSA_1209
CJM: CJM1_1251
CJS: CJS3_1315
CJEJ: N564_01234
CJEU: N565_01275
CJEN: N755_01270
CJEI: N135_01303
CJER: H730_07305
CJV: MTVDSCj20_1275(npd)
CJQ: UC78_1221
CJR: CJE1406
CFT: CFF04554_1238(npd)
CFV: CFVI03293_1207(npd)
CFX: CFV97608_1262(npd)
CFZ: CSG_7830
CAMP: CFT03427_1181(npd)
CCV: CCV52592_0485(npd)
CCO: CCC13826_0498(npd)
CCOC: CCON33237_1385(npd)
CLA: Cla_0619
CLR: UPTC16701_0619(npd)
CLM: UPTC16712_0627(npd)
CLQ: UPTC4110_0628(npd)
CLN: UPTC3659_0713(npd)
CLL: CONCH_0628(npd)
CCQ: N149_0562
CCF: YSQ_06355
CCY: YSS_02690
CCOI: YSU_05995
CCOF: VC76_02975
CAJ: CIG1485E_1245(npd)
CIS: CINS_0594(npd)
CVO: CVOL_0613(npd)
CPEL: CPEL_0686(npd)
CAMR: CAQ16704_0655(npd)
CSM: CSUB8521_0656(npd)
CSF: CSUB8523_0744(npd)
CGRA: CGRAC_0708(npd)
CURE: CUREO_0942(npd)
CHYO: CHH_0561(npd)
CHV: CHELV3228_0502(npd)
CSPF: CSF_1086(npd)
CPIN: CPIN18020_1406(npd)
CCUN: CCUN_1379(npd)
CLX: CLAN_0631(npd)
CAVI: CAV_1294(npd)
ABU: Abu_0643(npd)
ABT: ABED_0600
ABL: A7H1H_0637(npd)
ARC: ABLL_0785
SDL: Sdel_0649
SMUL: SMUL_0854
SHAL: SHALO_0853
SULJ: SJPD1_0800
NIS: NIS_0762
SUN: SUN_1743
NAM: NAMH_0510
DBA: Dbac_2248
DAL: Dalk_3382
MXA: MXAN_2267
SCL: sce1855
DBR: Deba_2264
MES: Meso_3082
SME: SMc02150
SMER: DU99_02670
EAD: OV14_1424
ATU: Atu0415
AVI: Avi_0500
RHT: NT26_0076
SHZ: shn_00505
BME: BMEII0460
BMEL: DK63_2781
BMEE: DK62_2618
BMF: BAB2_0405
BABO: DK55_2394
BABR: DO74_2809
BABT: DK49_2844
BABB: DK48_2297
BABU: DK53_2398
BABS: DK51_2981
BABC: DO78_2661
BMS: BRA0831
BSZ: DK67_2787
BOV: BOV_A0779
BCAR: DK60_2523
BCAS: DA85_14450
BMR: BMI_II823
BPV: DK65_2816
OAN: Oant_4046
OAH: DR92_4209
NWI: Nwi_3001
AZC: AZC_2088 AZC_2867(npd)
MEX: Mext_4738
MDI: METDI5792(2-npdl)
MCH: Mchl_5205
MPO: Mpop_5278
MSL: Msil_1318
HDN: Hden_0996
MCG: GL4_0285
RSP: RSP_1252
PSF: PSE_3944
MALG: MALG_03837
RSU: NHU_03325
HBA: Hbal_2102
SPHI: TS85_09710
SSY: SLG_36540
GOX: GOX1587
GDI: GDI1372
GDJ: Gdia_2076
GXY: GLX_04900
APT: APA01_15140(npd)
APW: APA42C_15140(npd)
APF: APA03_15140(npd)
APU: APA07_15140(npd)
APG: APA12_15140(npd)
APQ: APA22_15140(npd)
APX: APA26_15140(npd)
APZ: APA32_15140(npd)
APK: APA386B_443(fabK)
ASZ: ASN_442(npd)
RCE: RC1_3258
MAG: amb2607
MAGX: XM1_3418
MAGN: WV31_06225
BSU: BSU26800(yrpB)
BSR: I33_2713
BSL: A7A1_0786
BSH: BSU6051_26800(yrpB)
BSUT: BSUB_02860(yrpB)
BSUL: BSUA_02860(yrpB)
BSUS: Q433_14340
BST: GYO_3413
BSO: BSNT_09068(yrpB)
BSQ: B657_26800(yrpB)
BSX: C663_2516(yrpB)
BLI: BL02583(yrpB)
BLD: BLi03299(yrpB)
BLH: BaLi_c33800(yrpB)
BAY: RBAM_028350(yrpB)
BAQ: BACAU_2860(yrpB)
BYA: BANAU_3022(yrpB)
BAMP: B938_14485
BAML: BAM5036_2746(yrpB)
BAMA: RBAU_2960(yrpB)
BAMN: BASU_2752(yrpB)
BAMB: BAPNAU_3009(yrpB)
BAMT: AJ82_16030
BAMY: V529_30890
BAO: BAMF_2926(yrpB)
BAZ: BAMTA208_15530(yrpB)
BQL: LL3_03192(yrpB)
BXH: BAXH7_03173(yrpB)
BQY: MUS_3408(yrpB)
BAMI: KSO_005000
BAMC: U471_29320
BAMF: U722_15280
BHA: BH1205
BAN: BA_1385
BAR: GBAA_1385
BAT: BAS1283
BAI: BAA_1454
BANT: A16_14310
BANR: A16R_14490
BANS: BAPAT_1305
BANV: DJ46_212
BCE: BC1368
BCA: BCE_1483
BCZ: BCE33L1257(fabK)
BCQ: BCQ_1441(fabK)
BCX: BCA_1422
BAL: BACI_c14050(fabK)
BNC: BCN_1343
BCF: bcf_06925
BCER: BCK_01545
BTK: BT9727_1255(fabK)
BTL: BALH_1227
BTT: HD73_1598
BTHI: BTK_08135
BTM: MC28_0604
BTI: BTG_13905
BTW: BF38_2588
BWW: bwei_3631(fabK)
BMYO: BG05_4524
BMYC: DJ92_4019
BPU: BPUM_2794
BPUM: BW16_15155
BPUS: UP12_14750
BPF: BpOF4_13515(npd)
BMQ: BMQ_3626
BMD: BMD_0306
BMEG: BG04_2596
BAG: Bcoa_3155
BCOA: BF29_385
BJS: MY9_2656
BACW: QR42_14185
BACP: SB24_14575
BACB: OY17_17480
BACO: OXB_0772
BACY: QF06_11550
BACL: BS34A_29240(yrpB)
BALM: BsLM_2630
BGY: BGLY_3059(yrpB)
GKA: GK1872
GGH: GHH_c19150(yrpB)
ANM: GFC28_917
ANL: GFC29_709
LSP: Bsph_3543
SAU: SA0781
SAV: SAV0920
SAW: SAHV_0915
SAM: MW0803
SAS: SAS0791
SAR: SAR0883
SAC: SACOL0922
SAE: NWMN_0792
SAD: SAAV_0881
SUE: SAOV_0867
SUC: ECTR2_776
SUZ: MS7_0876
SUG: SAPIG0904
SAUA: SAAG_01273
SAUS: SA40_0788
SAUU: SA957_0803
SAUG: SA268_0803
SAUF: X998_0899
SAUB: C248_0919
SAUC: CA347_842
SAUR: SABB_02924
SAUI: AZ30_04365
SAUD: CH52_01275
SAMS: NI36_04340
SEPP: SEB_00028
SHA: SH2032
SSP: SSP1854
SCA: SCA_0524
SPAS: STP1_1997
SSCH: LH95_09150
SSCZ: RN70_09630
SAGQ: EP23_00310
MCAK: MCCS_04370
PPM: PPSC2_12255(npd)
PPO: PPM_2348(npd)
PMW: B2K_24670
PSWU: SY83_07115
AAD: TC41_1096
BTS: Btus_0933
JEO: JMA_04290
MTUC: J113_00145
MTUH: I917_19480
MPA: MAP_2722c
MAVI: RC58_05435
MAVU: RE97_04510
CGL: NCgl0899(Cgl0936)
CGB: cg1068
CGU: WA5_0899
CGT: cgR_1037
CGM: cgp_1068
CGJ: AR0_05235
CEF: CE1007
CJK: jk0070
CUR: cu1711
CPL: Cp3995_0711(yrpB)
CPG: Cp316_0723(yrpB)
CPP: CpP54B96_0711(yrpB)
CPK: Cp1002_0699(yrpB)
CPQ: CpC231_0698(yrpB)
CPX: CpI19_0698(yrpB)
CPZ: CpPAT10_0699(yrpB)
COR: Cp267_0732(yrpB)
COP: Cp31_0705(yrpB)
COD: Cp106_0684(yrpB)
COS: Cp4202_0691(yrpB)
COU: Cp162_0698(yrpB)
CPSE: CPTA_01252
CPSU: CPTB_00280
CPSF: CPTC_01244
CRD: CRES_0479
CUN: Cul210932_0780(yrpB)
CUS: CulFRC11_0747(yrpB)
CUQ: Cul210931_0744(yrpB)
CUZ: Cul05146_0802(yrpB)
CUJ: CUL131002_0758(yrpB)
CVA: CVAR_2582
CTER: A606_10925
COA: DR71_948
CSP: WM42_0487
CAQU: CAQU_01805
CAMG: CAMM_09150
RHB: NY08_451
SRT: Srot_0140
SCO: SCO2553(SCC77.20c)
SALB: XNR_4384
SGR: SGR_4995
SGB: WQO_10520
SFA: Sfla_4334
SHY: SHJG_4043
SVE: SVEN_2332
SALS: SLNWT_5323
STRP: F750_2370
SFI: SFUL_2114
SLD: T261_5515
STRM: M444_12470
SPRI: SPRI_4969
SLE: sle_46830(sle_46830) sle_61270(sle_61270) sle_64350(sle_64350)
STRD: NI25_26290
SLAU: SLA_2222
SALF: SMD44_02835(ncd2)
SALJ: SMD11_4583(ncd2)
SFK: KY5_2668c
KSK: KSE_66990
MTS: MTES_2472
ARM: ART_1951
ACH: Achl_0756
LMOI: VV02_13140
BLIN: BLSMQ_1272
MPH: MLP_31300
NCA: Noca_4138
KFL: Kfla_1635
PSIM: KR76_00420
NAL: B005_1424
GOB: Gobs_4881
MMAR: MODMU_5273
SEN: SACE_1450
AOI: AORI_2028
PDX: Psed_5875
KAL: KALB_1666
ACTN: L083_3700
STI: Sthe_0270
TTH: TT_C1901
TTJ: TTHA0103
TAQ: TO73_1882
MRB: Mrub_2942
PUV: PUV_23980
OTE: Oter_2392
SACI: Sinac_7401
LIL: LA_2727
LIE: LIF_A2226
LIC: LIC_11285
LIS: LIL_11408
LBJ: LBJ_1721
LBL: LBL_1940
LBF: LBF_3182
LST: LSS_02524
ACA: ACP_0446
ABAS: ACPOL_0568
FNU: FN0664
LBA: Lebu_1939
GBA: J421_5420
MBAS: ALGA_4046
FLN: FLA_3350
DFE: Dfer_1418
LBY: Lbys_1206
FLM: MY04_2459
FJO: Fjoh_3992
FIN: KQS_08660
MARM: YQ22_06970
CBAL: M667_03870
CBAT: M666_03815
DDO: I597_0662
ZGA: ZOBELLIA_1460(ncd2)
MLT: VC82_1201
NDO: DDD_0180(npd)
EAO: BD94_1075
CHZ: CHSO_1230(ncd-2)
WIN: WPG_3387
SPON: HME9304_01291(ncd2)
MARF: CJ739_3639
FBU: UJ101_00506(ncd2|npd) UJ101_01992
HTH: HTH_1636
TAL: Thal_0515
TTK: TST_0731
HMA: rrnAC0102(npd)
HHI: HAH_0857(npd)
HTU: Htur_2452
NAT: NJ7G_3007
 » show all
Taxonomy
Reference
1  [PMID:15582992]
  Authors
Francis K, Russell B, Gadda G.
  Title
Involvement of a flavosemiquinone in the enzymatic oxidation of nitroalkanes catalyzed by 2-nitropropane dioxygenase.
  Journal
J Biol Chem 280:5195-204 (2005)
DOI:10.1074/jbc.M411249200
  Sequence
[ncr:NCU03949]
Reference
2  [PMID:16682407]
  Authors
Ha JY, Min JY, Lee SK, Kim HS, Kim do J, Kim KH, Lee HH, Kim HK, Yoon HJ, Suh SW.
  Title
Crystal structure of 2-nitropropane dioxygenase complexed with FMN and substrate. Identification of the catalytic base.
  Journal
J Biol Chem 281:18660-7 (2006)
DOI:10.1074/jbc.M601658200
  Sequence
[pae:PA1024]
Reference
3  [PMID:19577534]
  Authors
Gadda G, Francis K
  Title
Nitronate monooxygenase, a model for anionic flavin semiquinone intermediates in  oxidative catalysis.
  Journal
Arch Biochem Biophys (2009)
DOI:10.1016/j.abb.2009.06.018
  Sequence
[ncr:NCU03949]
Reference
4  [PMID:19683782]
  Authors
Francis K, Gadda G
  Title
Kinetic evidence for an anion binding pocket in the active site of nitronate monooxygenase.
  Journal
Bioorg Chem 37:167-72 (2009)
DOI:10.1016/j.bioorg.2009.07.005
Other DBs
ExplorEnz - The Enzyme Database: 1.13.12.16
IUBMB Enzyme Nomenclature: 1.13.12.16
ExPASy - ENZYME nomenclature database: 1.13.12.16
BRENDA, the Enzyme Database: 1.13.12.16

DBGET integrated database retrieval system