KEGG   ENZYME: 1.14.14.13
Entry
EC 1.14.14.13               Enzyme                                 
Name
4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein] monooxygenase;
btrO (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein],FMNH2:oxygen oxidoreductase (2-hydroxylating)
Reaction(IUBMB)
4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein] + FMNH2 + O2 = 4-(gamma-L-glutamylamino)-(2S)-2-hydroxybutanoyl-[BtrI acyl-carrier protein] + FMN + H2O [RN:R08908]
Reaction(KEGG)
R08908
Substrate
4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein];
FMNH2 [CPD:C01847];
O2 [CPD:C00007]
Product
4-(gamma-L-glutamylamino)-(2S)-2-hydroxybutanoyl-[BtrI acyl-carrier protein];
FMN [CPD:C00061];
H2O [CPD:C00001]
Comment
Catalyses a step in the biosynthesis of the side chain of the aminoglycoside antibiotics of the butirosin family. FMNH2 is used as a free cofactor. Forms a complex with a dedicated NAD(P)H:FMN oxidoreductase. The enzyme is not able to hydroxylate free substrates, activation by the acyl-carrier protein is mandatory.
Octanoyl-S-[BtrI acyl-carrier protein] is also accepted.
History
EC 1.14.14.13 created 2012
Pathway
ec00524  Neomycin, kanamycin and gentamicin biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K13561  4-(gamma-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein] monooxygenase
Reference
1  [PMID:15975512]
  Authors
Li Y, Llewellyn NM, Giri R, Huang F, Spencer JB
  Title
Biosynthesis of the unique amino acid side chain of butirosin: possible protective-group chemistry in an acyl carrier protein-mediated pathway.
  Journal
Chem Biol 12:665-75 (2005)
DOI:10.1016/j.chembiol.2005.04.010
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.13
IUBMB Enzyme Nomenclature: 1.14.14.13
ExPASy - ENZYME nomenclature database: 1.14.14.13
BRENDA, the Enzyme Database: 1.14.14.13

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