KEGG   ENZYME: 2.6.1.114
Entry
EC 2.6.1.114                Enzyme                                 

Name
8-demethyl-8-aminoriboflavin-5'-phosphate synthase;
rosB (gene name)
Class
Transferases;
Transferring nitrogenous groups;
Transaminases
Sysname
L-glutamate:FMN aminotransferase (oxidizing, decarboxylating)
Reaction(IUBMB)
L-glutamate + FMN + O2 + H2O + 3 acceptor = 2-oxoglutarate + 8-amino-8-demethylriboflavin 5'-phosphate + CO2 + 3 reduced acceptor (overall reaction) [RN:R11960];
(1a) FMN + O2 = 8-demethyl-8-formylriboflavin 5'-phosphate + H2O [RN:R11961];
(1b) 8-demethyl-8-formylriboflavin 5'-phosphate + H2O + acceptor = 8-carboxy-8-demethylriboflavin 5'-phosphate + reduced acceptor [RN:R11962];
(1c) L-glutamate + 8-carboxy-8-demethylriboflavin 5'-phosphate + H2O + 2 acceptor = 2-oxoglutarate + 8-amino-8-demethylriboflavin 5'-phosphate + CO2 + 2 reduced acceptor [RN:R11963]
Reaction(KEGG)
Substrate
L-glutamate [CPD:C00025];
FMN [CPD:C00061];
O2 [CPD:C00007];
H2O [CPD:C00001];
acceptor [CPD:C00028];
8-demethyl-8-formylriboflavin 5'-phosphate [CPD:C21803];
8-carboxy-8-demethylriboflavin 5'-phosphate [CPD:C21804]
Product
2-oxoglutarate [CPD:C00026];
8-amino-8-demethylriboflavin 5'-phosphate [CPD:C21805];
CO2 [CPD:C00011];
reduced acceptor [CPD:C00030];
8-demethyl-8-formylriboflavin 5'-phosphate [CPD:C21803];
H2O [CPD:C00001];
8-carboxy-8-demethylriboflavin 5'-phosphate [CPD:C21804]
Comment
The enzyme, characterized from the bacterium Streptomyces davawensis, has the activities of an oxidoreductase, a decarboxylase, and an aminotransferase. Its combined actions result in the replacement of a methyl substituent of one of the aromatic rings of FMN by an amino group, a step in the biosynthetic pathway of roseoflavin. The reaction requires thiamine for completion.
History
EC 2.6.1.114 created 2018
Pathway
ec00998  Biosynthesis of various antibiotics
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K22598  8-demethyl-8-aminoriboflavin-5'-phosphate synthase
Genes
SDV: BN159_7989
Reference
1  [PMID:27062037]
  Authors
Schwarz J, Konjik V, Jankowitsch F, Sandhoff R, Mack M
  Title
Identification of the Key Enzyme of Roseoflavin Biosynthesis.
  Journal
Angew Chem Int Ed Engl 55:6103-6 (2016)
DOI:10.1002/anie.201600581
  Sequence
Reference
2  [PMID:27331868]
  Authors
Jhulki I, Chanani PK, Abdelwahed SH, Begley TP
  Title
A Remarkable Oxidative Cascade That Replaces the Riboflavin C8 Methyl with an Amino Group during Roseoflavin Biosynthesis.
  Journal
J Am Chem Soc 138:8324-7 (2016)
DOI:10.1021/jacs.6b02469
  Sequence
Reference
3  [PMID:27981706]
  Authors
Konjik V, Brunle S, Demmer U, Vanselow A, Sandhoff R, Ermler U, Mack M
  Title
The Crystal Structure of RosB: Insights into the Reaction Mechanism of the First  Member of a Family of Flavodoxin-like Enzymes.
  Journal
Angew Chem Int Ed Engl 56:1146-1151 (2017)
DOI:10.1002/anie.201610292
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.6.1.114
IUBMB Enzyme Nomenclature: 2.6.1.114
ExPASy - ENZYME nomenclature database: 2.6.1.114
BRENDA, the Enzyme Database: 2.6.1.114

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