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
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 (2010) 6777-83.
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 (2012) 7043-5.
  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 (2012) 850-7.
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 (2012) 972-6.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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