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Information on EC 2.5.1.9 - riboflavin synthase and Organism(s) Methanocaldococcus jannaschii and UniProt Accession Q58584

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IUBMB Comments
A flavoprotein (riboflavin).
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This record set is specific for:
Methanocaldococcus jannaschii
UNIPROT: Q58584
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The taxonomic range for the selected organisms is: Methanocaldococcus jannaschii
The expected taxonomic range for this enzyme is: Bacteria, Archaea, Eukaryota
Synonyms
riboflavin synthase, riboflavin synthetase, heavy riboflavin synthase, light riboflavin synthase, lumazine synthase/riboflavin synthase complex, riboflavine synthetase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
light riboflavin synthase
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lumazine synthase/riboflavin synthase complex
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riboflavin synthetase
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riboflavine synthase
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riboflavine synthetase
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synthase, riboflavin
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
2 6,7-dimethyl-8-(1-D-ribityl)lumazine = riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
show the reaction diagram
catalytic mechanism, stereochemistry, pentacyclic reaction intermediate, which is diastereomeric to the reaction intermediate of the enzyme from Escherichia coli
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dismutation
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-
SYSTEMATIC NAME
IUBMB Comments
6,7-dimethyl-8-(1-D-ribityl)lumazine:6,7-dimethyl-8-(1-D-ribityl)lumazine 2,3-butanediyltransferase
A flavoprotein (riboflavin).
CAS REGISTRY NUMBER
COMMENTARY hide
9075-82-5
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
show the reaction diagram
2 6,7-dimethyl-8-ribityllumazine
riboflavin + 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidine-dione
show the reaction diagram
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the reaction catalyzed by riboflavin synthase of Methanococcus jannaschii involves a pentacyclic intermediate, which is a diastereomer of the pentacyclic intermediate of riboflavin synthase of Escherichia coli
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?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
show the reaction diagram
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
show the reaction diagram
ultimate step in the biosynthesis of riboflavin, pathway overview, evolution of vitamin B2 biosynthesis
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-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
show the reaction diagram
-
-
-
-
?
6,7-dimethyl-8-(1-D-ribityl)lumazine
riboflavin + 5-amino-6-ribitylamino-2,4-(1H,3H)-pyrimidinedione
show the reaction diagram
additional information
?
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-
archaeal enzymes have diverged early in evolution from a common ancestor
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-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.002
purified recombinant enzyme, in absence of divalent cations
0.024
purified recombinant enzyme, in presence of divalent cations
0.002
purified recombinant enzyme, in absence of divalent cations
0.011
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substrate 6,7-dimethyl-8-(1-D-ribityl)lumazine
0.021
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with substrate compound Q, a dimer of the pentameric reaction intermediate
0.024
purified recombinant enzyme, in presence of divalent cations
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
17500
5 * 17500, recombinant enzyme
88300
sedimentation equilibrium centrifugation, recombinant enzyme
17500
5 * 17500, recombinant enzyme
88300
sedimentation equilibrium centrifugation, recombinant enzyme
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pentamer
pentamer
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
crystals of wild-type enzyme are grown at 18°C using the sitting drop vapor diffusion method by mixing equal amounts of protein (6 mg/ml) in 100 mM potassium phosphate, pH 7.0, containing 30 mM Tris and 2 mM dithiothreitol with a reservoir solution containing 0.1 M HEPES, pH 7.0, and 40% 2-methyl-2,4-pentanediol. Crystal structures of the enzyme and its complex with the substrate analog inhibitor, 6,7-dioxo-8-ribityllumazine
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant enzyme from Escherichia coli to homogeneity
recombinant enzyme from Escherichia coli to homogeneity
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
optimization of expression in Escherichia coli by construction of a synthetic gene, phylogenetic analysis
optimization of expression in Escherichia coli by construction of a synthetic gene
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Fischer, M.; Romisch, W.; Illarionov, B.; Eisenreich, W.; Bacher, A.
Structures and reaction mechanisms of riboflavin synthases of eubacterial and archaeal origin
Biochem. Soc. Trans.
33
780-784
2005
Arabidopsis thaliana, Escherichia coli, Methanocaldococcus jannaschii, Methanothermobacter thermautotrophicus, Schizosaccharomyces pombe
Manually annotated by BRENDA team
Fischer, M.; Schott, A.K.; Romisch, W.; Ramsperger, A.; Augustin, M.; Fidler, A.; Bacher, A.; Richter, G.; Huber, R.; Eisenreich, W.
Evolution of vitamin B2 biosynthesis. A novel class of riboflavin synthase in Archaea
J. Mol. Biol.
343
267-278
2004
Methanocaldococcus jannaschii, Methanocaldococcus jannaschii (Q58584)
Manually annotated by BRENDA team
Illarionov, B.; Eisenreich, W.; Schramek, N.; Bacher, A.; Fischer, M.
Biosynthesis of vitamin B2: diastereomeric reaction intermediates of archaeal and non-archaeal riboflavin synthases
J. Biol. Chem.
280
28541-28546
2005
Escherichia coli, Methanocaldococcus jannaschii
Manually annotated by BRENDA team
Ramsperger, A.; Augustin, M.; Schott, A.K.; Gerhardt, S.; Krojer, T.; Eisenreich, W.; Illarionov, B.; Cushman, M.; Bacher, A.; Huber, R.; Fischer, M.
Crystal structure of an archaeal pentameric riboflavin synthase in complex with a substrate analog inhibitor: stereochemical implications
J. Biol. Chem.
281
1224-1232
2006
Methanocaldococcus jannaschii (Q58584), Methanocaldococcus jannaschii, Methanocaldococcus jannaschii DSM 2661 (Q58584)
Manually annotated by BRENDA team
Ladenstein, R.; Fischer, M.; Bacher, A.
The lumazine synthase/riboflavin synthase complex: shapes and functions of a highly variable enzyme system
FEBS J.
280
2537-2563
2013
Bacillus subtilis, Methanocaldococcus jannaschii, Methanothermobacter thermautotrophicus
Manually annotated by BRENDA team