KEGG   ENZYME: 1.14.13.196Help
Entry
EC 1.14.13.196              Enzyme                                 

Name
L-ornithine N5-monooxygenase [NAD(P)H];
SidA (ambiguous)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
L-ornithine,NAD(P)H:oxygen oxidoreductase (N5-hydroxylating)
Reaction(IUBMB)
L-ornithine + NAD(P)H + H+ + O2 = N5-hydroxy-L-ornithine + NAD(P)+ + H2O [RN:R10789 R10790]
Reaction(KEGG)
Substrate
L-ornithine [CPD:C00077];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
N5-hydroxy-L-ornithine [CPD:C20850];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A flavoprotein (FAD). The enzyme from the pathogenic fungus Aspergillus fumigatus catalyses a step in the biosynthesis of the siderophores triacetylfusarinine and desferriferricrocin, while the enzyme from the bacterium Kutzneria sp. 744 is involved in the biosynthesis of piperazate, a building block of the kutzneride family of antifungal antibiotics. Activity of the fungal enzyme is higher with NADPH, due to the fact that following the reduction of the flavin, NADP+ (but not NAD+) stabilizes the C4a-hydroperoxyflavin intermediate that oxidizes the substrate [3]. cf. EC 1.14.13.195, L-ornithine N5-monooxygenase (NADPH).
History
EC 1.14.13.196 created 2014
Orthology
K10531  L-ornithine N5-monooxygenase
Genes
NCR: NCU07117
NTE: NEUTE1DRAFT118011(NEUTE1DRAFT_118011)
SMP: SMAC_07744
PAN: PODANSg3445
TTT: THITE_2109366
MTM: MYCTH_73194
CTHR: CTHT_0021170
MGR: MGG_04212
TMN: UCRPA7_7286
SSCK: SPSK_01616
FPU: FPSE_09282(SIDA)
MAW: MAC_07978
MAJ: MAA_01891
CMT: CCM_01706
MBE: MBM_04064
ANI: AN5823.2
ANG: ANI_1_36044(An05g00220)
ABE: ARB_07687
TVE: TRV_05453
ZTR: MYCGRDRAFT_36273(SIDA)
SPO: SPAC23G3.03(sib2)
SLA: SERLADRAFT_480822(mox8)
MGL: MGL_0874
EPY: EpC_04060
EPR: EPYR_00424(pvdA)
PLU: plu4262
XNE: XNC1_0245
XNM: XNC2_0246
PAE: PA2386(pvdA)
PAEV: N297_2459
PAEI: N296_2459
PAU: PA14_33810(pvdA)
PAP: PSPA7_2874(pvdA)
PAG: PLES_29161(pvdA)
PAF: PAM18_2655(pvdA)
PAEP: PA1S_13690
PAEM: U769_13300
PAEL: T223_14910
PAEU: BN889_02614(pvdA_1) BN889_02615(pvdA_2)
PAEG: AI22_20175
PAEC: M802_2456
PMY: Pmen_2871
PMK: MDS_1790
PRE: PCA10_22960(pvdA)
PCQ: PcP3B5_25940(pvdA_1) PcP3B5_31400(pvdA_2)
PPU: PP_3796(pvdA)
PPF: Pput_1973
PPT: PPS_3249
PPI: YSA_09310
PPX: T1E_0616(pvdA)
PPUH: B479_16160
PPUN: PP4_20100(pvdA)
PPUD: DW66_3676
PMON: X969_15645
PMOT: X970_15290
PSYR: N018_13500
PFL: PFL_4079(pvdA)
PPRC: PFLCHA0_c41380(pvdA1) PFLCHA0_c49650(pvdA2)
PPRO: PPC_4179(pvdA) PPC_4990
PFE: PSF113_1860(pvdA)
PFC: PflA506_3352(pvdA)
PFW: PF1751_v1c34380(pvdA)
PMAN: OU5_1408
PEN: PSEEN0980 PSEEN3223(pvdA)
PPUU: PputUW4_01576(pvdA)
PSES: PSCI_2672(pvdA) PSCI_4170
PSEM: TO66_21390
PSOS: POS17_4178(pvdA)
PANR: A7J50_3635
PSIL: PMA3_20095
PSEN: PNC201_03645(pvdA)
MVS: MVIS_0635(pvdA)
CJA: CJA_1864
NHL: Nhal_1789
HAM: HALO3661
ABO: ABO_2089
APAC: S7S_05400
RSO: RSp1425
RSE: F504_4890
REH: H16_B1680(pvdA)
CTI: RALTA_B1237(iucD)
CGD: CR3_3309(pvdA)
BMA: BMA1179(pvdA)
BMV: BMASAVP1_A1623(pvdA)
BML: BMA10229_A0286(pvdA)
BMN: BMA10247_0875(pvdA)
BMAL: DM55_2980
BMAE: DM78_1446
BMAQ: DM76_2962
BMAI: DM57_45
BMAF: DM51_907
BMAZ: BM44_2199
BMAB: BM45_1763
BPS: BPSL1776
BPM: BURPS1710b_2090(pvdA)
BPL: BURPS1106A_1944(mbaA)
BPD: BURPS668_1929(mbaA)
BPR: GBP346_A1968(pvdA)
BPSE: BDL_300
BPSM: BBQ_1637
BPSU: BBN_1762
BPSD: BBX_2237
BPK: BBK_3263
BPSH: DR55_2874
BPSA: BBU_473
BPSO: X996_2491
BUT: X994_946
BTE: BTH_I2416
BTJ: BTJ_853
BTZ: BTL_2096
BTD: BTI_2059
BTV: BTHA_2295
BTHE: BTN_2672
BTHM: BTRA_2375
BTHA: DR62_2819
BTHL: BG87_2317
BOK: DM82_1273
BOC: BG90_3419
BVE: AK36_2258
BCN: Bcen_1163
BCJ: BCAL1699(pvdA)
BCEN: DM39_1609
BCEW: DM40_2276
BCEO: I35_1610(pvdA)
BAM: Bamb_1540
BMU: Bmul_1595
BMJ: BMULJ_01648(iucD)
BMK: DM80_3352
BMUL: NP80_1736
BCT: GEM_1773
BCED: DM42_51
BDL: AK34_1457
BCON: NL30_14880
BUB: BW23_85
BLAT: WK25_08085
BTEI: WS51_18745
BSEM: WJ12_08145
BPSL: WS57_26700
BMEC: WJ16_08235
BSTG: WT74_08480
BUK: MYA_1468
BUL: BW21_2125
BXE: Bxe_B0527
BXB: DR64_5860
BPH: Bphy_4036
BFN: OI25_6233
PPUL: RO07_24095
PSPU: NA29_12775
PLG: NCTC10937_03951(pvdA)
AAV: Aave_3723
AAA: Acav_3640
DAC: Daci_4749
CFU: CFU_2294(pvdA)
CPRA: CPter91_2937(pvdA)
BBT: BBta_1093(pvdA)
AOL: S58_53020
BRO: BRAD285_5044(pvdA)
XAU: Xaut_2790
MOR: MOC_1705
CID: P73_3978
SPSE: SULPSESMR1_00173(pvdA)
TMO: TMO_b0327(pvdA)
BTM: MC28_G193
VPN: A21D_00503(pvdA)
MMI: MMAR_3780
MAB: MAB_1937
MABB: MASS_1925
MABO: NF82_09675
MCHE: BB28_10080
MSTE: MSTE_01874
ASD: AS9A_0133
CJK: jk1780(pvdA)
CUR: cu0328
CVA: CVAR_2848
CSP: WM42_1382
RER: RER_09790
REY: O5Y_04390
ROP: ROP_48140
REQ: REQ_07640
RHB: NY08_2675
RFA: A3L23_00820(pvdA_1) A3L23_04976(pvdA_2)
RHS: A3Q41_02532(pvdA)
RHU: A3Q40_03025(pvdA)
RRT: 4535765_00700(pvdA)
TPR: Tpau_3691
SCO: SCO0498(SCF34.17c)
SGR: SGR_6710
SGB: WQO_01500
SVE: SVEN_7057
SALB: XNR_2517
SALS: SLNWT_3373
SFI: SFUL_435
SAMB: SAM23877_7032(cchB)
SPRI: SPRI_0938
SRW: TUE45_01124(pvdA)
SRN: A4G23_03542(pvdA)
STRD: NI25_01110
KSK: KSE_17900
CFL: Cfla_3622
DCO: SAMEA4475696_0059(pvdA)
TFU: Tfu_1869
NAL: B005_4273
TCU: Tcur_2654
SRO: Sros_3463
FAL: FRAAL2566
AMD: AMED_5039
AMN: RAM_25655
AMM: AMES_4978
AMZ: B737_4978
AOI: AORI_3148(pvdA) AORI_3674
PDX: Psed_0249
AMI: Amir_5066
SESP: BN6_61090
ACTI: UA75_16660
SAQ: Sare_2151
ASE: ACPL_3596(pvdA)
ACTN: L083_1582(pvdA)
AFS: AFR_07915
ACTS: ACWT_3468
 » show all
Taxonomy
Reference
1  [PMID:20614882]
  Authors
Chocklett SW, Sobrado P
  Title
Aspergillus fumigatus SidA is a highly specific ornithine hydroxylase with bound  flavin cofactor.
  Journal
Biochemistry 49:6777-83 (2010)
DOI:10.1021/bi100291n
Reference
2  [PMID:22928747]
  Authors
Franceschini S, Fedkenheuer M, Vogelaar NJ, Robinson HH, Sobrado P, Mattevi A
  Title
Structural insight into the mechanism of oxygen activation and substrate selectivity of flavin-dependent N-hydroxylating monooxygenases.
  Journal
Biochemistry 51:7043-5 (2012)
DOI:10.1021/bi301072w
  Sequence
Reference
3  [PMID:22465572]
  Authors
Romero E, Fedkenheuer M, Chocklett SW, Qi J, Oppenheimer M, Sobrado P
  Title
Dual role of NADP(H) in the reaction of a flavin dependent N-hydroxylating monooxygenase.
  Journal
Biochim Biophys Acta 1824:850-7 (2012)
DOI:10.1016/j.bbapap.2012.03.004
Reference
4  [PMID:22522643]
  Authors
Neumann CS, Jiang W, Heemstra JR Jr, Gontang EA, Kolter R, Walsh CT
  Title
Biosynthesis of piperazic acid via N5-hydroxy-ornithine in Kutzneria spp. 744.
  Journal
Chembiochem 13:972-6 (2012)
DOI:10.1002/cbic.201200054
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.196
IUBMB Enzyme Nomenclature: 1.14.13.196
ExPASy - ENZYME nomenclature database: 1.14.13.196
BRENDA, the Enzyme Database: 1.14.13.196

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