KEGG   ORTHOLOGY: K22598
Entry
K22598            Tight     KO                                     
Symbol
rosB
Name
8-demethyl-8-aminoriboflavin-5'-phosphate synthase [EC:2.6.1.114]
Pathway
map00998  Biosynthesis of various antibiotics
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00890  Roseoflavin biosynthesis, FMN => roseoflavin
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00998 Biosynthesis of various antibiotics
    K22598  rosB; 8-demethyl-8-aminoriboflavin-5'-phosphate synthase
Enzymes [BR:ko01000]
 2. Transferases
  2.6  Transferring nitrogenous groups
   2.6.1  Transaminases
    2.6.1.114  8-demethyl-8-aminoriboflavin-5'-phosphate synthase
     K22598  rosB; 8-demethyl-8-aminoriboflavin-5'-phosphate synthase
Other DBs
RN: R11960 R11961 R11962 R11963
COG: COG0655
Genes
SDV: BN159_7989
Reference
  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
LinkDB

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
SDVBN159_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
LinkDB

KEGG   REACTION: R11962
Entry
R11962                      Reaction                               
Definition
8-Demethyl-8-formylriboflavin 5'-phosphate + H2O + Acceptor <=> 8-Carboxy-8-demethylriboflavin 5'-phosphate + Reduced acceptor
Equation
Comment
a part of three-step reaction (see R11960, R11961+R11962+R11963)
Reaction class
RC00075  C21803_C21804
Enzyme
Pathway
rn00998  Biosynthesis of various antibiotics
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00890  Roseoflavin biosynthesis, FMN => roseoflavin
Orthology
K22598  8-demethyl-8-aminoriboflavin-5'-phosphate synthase [EC:2.6.1.114]
LinkDB

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