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2.5.1.9: riboflavin synthase

This is an abbreviated version!
For detailed information about riboflavin synthase, go to the full flat file.

Word Map on EC 2.5.1.9

Reaction

2 6,7-dimethyl-8-(1-D-ribityl)lumazine =

riboflavin
+
4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine

Synonyms

heavy riboflavin synthase, light riboflavin synthase, lumazine synthase/riboflavin synthase complex, RibD, RibE1, riboflavin synthase, riboflavin synthetase, riboflavine synthase, riboflavine synthetase, synthase, riboflavin

ECTree

     2 Transferases
         2.5 Transferring alkyl or aryl groups, other than methyl groups
             2.5.1 Transferring alkyl or aryl groups, other than methyl groups (only sub-subclass identified to date)
                2.5.1.9 riboflavin synthase

Reference

Reference on EC 2.5.1.9 - riboflavin synthase

Please use the Reference Search for a specific query.
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Plaut, G.W.E.
Studies on the nature of the enzymic conversion of 6,7-dimethyl-8-ribityllumazine to riboflavin
J. Biol. Chem.
238
2225-2243
1963
Eremothecium gossypii, Saccharomyces cerevisiae, Escherichia coli, Eremothecium gossypii AG33
Manually annotated by BRENDA team
Wacker, H.; Harvey, R.A.; Winestock, C.H.; Plaut, G.W.E.
4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine, the second product of the riboflavin synthetase reaction
J. Biol. Chem.
239
3493-3497
1964
Saccharomyces cerevisiae
Manually annotated by BRENDA team
Plaut, G.W.E.; Harvey, R.A.
The enzymatic synthesis of riboflavin
Methods Enzymol.
18B
515-538
1971
Klebsiella aerogenes, Eremothecium gossypii, Bacillus subtilis, Saccharomyces cerevisiae, Escherichia coli, Lactiplantibacillus plantarum, Neurospora crassa, Pseudomonas sp.
-
Manually annotated by BRENDA team
Suzuki, Y.; Nishikawa, Y.; Mitsuda, H.
Catalytic properties of riboflavin synthetase from a high-riboflavinogenic Eremothecium ashbyii
J. Nutr. Sci. Vitaminol.
20
301-316
1974
Eremothecium ashbyi
Manually annotated by BRENDA team
Mitsuda, H.; Kawai, F.; Suzuki, Y.
Assay methods, isolation procedures, and catalytic properties of riboflavin synthetase from spinach
Methods Enzymol.
18B
539-543
1971
Saccharomyces cerevisiae, Spinacia oleracea
-
Manually annotated by BRENDA team
Harzer, G.; Rokos, H.; Otto, M.K.; Bacher, A.; Ghisla, S.
Biosynthesis of riboflavin. 6,7-Dimethyl-8-ribityllumazine 5-phosphate is not a substrate for riboflavin synthase
Biochim. Biophys. Acta
540
48-54
1978
Bacillus subtilis, Escherichia coli
Manually annotated by BRENDA team
Suzuki, A.; Goto, M.
Photolumazines, new naturally occurring inhibitors of riboflavin synthetase
Biochim. Biophys. Acta
313
229-234
1973
Eremothecium ashbyi
Manually annotated by BRENDA team
Ladenstein, R.; Ludwig, H.C.; Bacher, A.
Crystallization and preliminary X-ray diffraction study of heavy riboflavin synthase from Bacillus subtilis
J. Biol. Chem.
258
11981-11983
1983
Bacillus subtilis
Manually annotated by BRENDA team
Neuberger, G.; Bacher, A.
Biosynthesis of riboflavin. Enzymatic formation of 6,7-dimethyl-8-ribityllumazine by heavy riboflavin synthase from Bacillus subtilis
Biochem. Biophys. Res. Commun.
139
1111-1116
1986
Bacillus subtilis
Manually annotated by BRENDA team
Ladenstein, R.; Schneider, M.; Huber, R.; Bartunik, H.D.; Wilson, K.; Schott, K.; Bacher, A.
Heavy riboflavin synthase from Bacillus subtilis. Crystal structure analysis of the icosahedral beta 60 capsid at 3.3 A resolution
J. Mol. Biol.
203
1045-1070
1988
Bacillus subtilis
Manually annotated by BRENDA team
Schott, K.; Kellermann, J.; Lottspeich, F.; Bacher, A.
Riboflavin synthases of Bacillus subtilis. Purification and amino acid sequence of the alpha subunit
J. Biol. Chem.
265
4204-4209
1990
Bacillus subtilis
Manually annotated by BRENDA team
Bacher, A.; Baur, R.; Eggers, U.; Harders, H.D.; Otto, M.K.; Schnepple, H.
Riboflavin synthases of Bacillus subtilis. Purification and properties
J. Biol. Chem.
255
632-637
1980
Bacillus licheniformis, Bacillus subtilis, Escherichia coli, Escherichia coli B / ATCC 11303, Lactiplantibacillus plantarum, Moorella thermoacetica, Paenibacillus polymyxa, Priestia megaterium, Pseudomonas iodinum, Rhodococcus ruber, Saccharomyces cerevisiae, Streptomyces venezuelae
Manually annotated by BRENDA team
Bacher, A.
Heavy riboflavin synthase from Bacillus subtilis
Methods Enzymol.
122
192-199
1986
Bacillus subtilis
Manually annotated by BRENDA team
Ludwig, H.C.; Lottspeich, F.; Henschen, A.; Ladenstein, R.; Bacher, A.
Heavy riboflavin synthase of Bacillus subtilis. Primary structure of the beta subunit
J. Biol. Chem.
262
1016-1021
1987
Bacillus subtilis
Manually annotated by BRENDA team
Mitsuda, H.; Nakajima, K.; Nadamoto, T.; Yamada, Y.
Riboflavin synthetase from Eremothecium ashbyii and a salvage pathway of the by-product in the enzyme reaction
Methods Enzymol.
66
307-323
1980
Eremothecium ashbyi
Manually annotated by BRENDA team
Suzuki, Y.; Terai, Y.; Abe, S.
Purification and some properties of riboflavin synthetase from Bacillus stearothermophilus ATCC 8005
Appl. Environ. Microbiol.
35
258-263
1978
Geobacillus stearothermophilus
Manually annotated by BRENDA team
Kis, K.; Bacher, A.
Substrate channeling in the lumazine synthase/riboflavin synthase complex of Bacillus subtilis
J. Biol. Chem.
270
16788-16795
1995
Bacillus subtilis
Manually annotated by BRENDA team
Eberhardt, S.; Korn, S.; Lottspeich, F.; Bacher, A.
Biosynthesis of riboflavin: an unusual riboflavin synthase of Methanobacterium thermoautotrophicum
J. Bacteriol.
179
2938-2943
1997
Methanothermobacter thermautotrophicus (Q59587), Methanothermobacter thermautotrophicus, Methanothermobacter thermautotrophicus Marburg / DSM 2133 (Q59587)
Manually annotated by BRENDA team
Illarionov, B.; Kemter, K.; Eberhardt, S.; Richter, G.; Cushman, M.; Bacher, A.
Riboflavin synthase of Escherichia coli. Effect of single amino acid substitutions on reaction rate and ligand binding properties
J. Biol. Chem.
276
11524-11530
2001
Escherichia coli
Manually annotated by BRENDA team
Truffault, V.; Coles, M.; Diercks, T.; Abelmann, K.; Eberhardt, S.; Luttgen, H.; Bacher, A.; Kessler, H.
The solution structure of the N-terminal domain of riboflavin synthase
J. Mol. Biol.
309
949-960
2001
Escherichia coli (P0AFU8), Escherichia coli
Manually annotated by BRENDA team
Liao, D.I.; Wawrzak, Z.; Calabrese, J.C.; Viitanen, P.V.; Jordan, D.B.
Crystal structure of riboflavin synthase
Structure
9
399-408
2001
Escherichia coli, no activity in Homo sapiens
Manually annotated by BRENDA team
Eberhardt, S.; Zingler, N.; Kemter, K.; Richter, G.; Cushman, M.; Bacher, A.
Domain structure of riboflavin synthase
Eur. J. Biochem.
268
4315-4323
2001
Escherichia coli
Manually annotated by BRENDA team
Gerhardt, S.; Schott, A.K.; Kairies, N.; Cushman, M.; Illarionov, B.; Eisenreich, W.; Bacher, A.; Huber, R.; Steinbacher, S.; Fischer, M.
Studies on the reaction mechanism of riboflavin synthase: X-ray crystal structure of a complex with 6-carboxyethyl-7-oxo-8-ribityllumazine
Structure
10
1371-1381
2002
Schizosaccharomyces pombe (Q9Y7P0), Schizosaccharomyces pombe
Manually annotated by BRENDA team
Cushman, M.; Yang, D.; Gerhardt, S.; Huber, R.; Fischer, M.; Kis, K.; Bacher, A.
Design, synthesis, and evaluation of 6-carboxyalkyl and 6-phosphonoxyalkyl derivatives of 7-oxo-8-ribitylaminolumazines as inhibitors of riboflavin synthase and lumazine synthase
J. Org. Chem.
67
5807-5816
2002
Escherichia coli
Manually annotated by BRENDA team
Cushman, M.; Yang, D.; Mihalic, J.T.; Chen, J.; Gerhardt, S.; Huber, R.; Fischer, M.; Kis, K.; Bacher, A.
Incorporation of an amide into 5-phosphonoalkyl-6-D-ribitylaminopyrimidinedione lumazine synthase inhibitors results in an unexpected reversal of selectivity for riboflavin synthase vs lumazine synthase
J. Org. Chem.
67
6871-6877
2002
Escherichia coli
Manually annotated by BRENDA team
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
Illarionov, B.; Haase, I.; Fischer, M.; Bacher, A.; Schramek, N.
Pre-steady-state kinetic analysis of riboflavin synthase using a pentacyclic reaction intermediate as substrate
Biol. Chem.
386
127-136
2005
Escherichia coli
Manually annotated by BRENDA team
Fischer, M.; Haase, I.; Feicht, R.; Schramek, N.; Kohler, P.; Schieberle, P.; Bacher, A.
Evolution of vitamin B2 biosynthesis: riboflavin synthase of Arabidopsis thaliana and its inhibition by riboflavin
Biol. Chem.
386
417-428
2005
Arabidopsis thaliana
Manually annotated by BRENDA team
Fischer, M.; Schott, A.K.; Kemter, K.; Feicht, R.; Richter, G.; Illarionov, B.; Eisenreich, W.; Gerhardt, S.; Cushman, M.; Steinbacher, S.; Huber, R.; Bacher, A.
Riboflavin synthase of Schizosaccharomyces pombe. Protein dynamics revealed by 19F NMR protein perturbation experiments
BMC Biochem.
4
18
2003
Schizosaccharomyces pombe (Q9Y7P0), Schizosaccharomyces pombe
Manually annotated by BRENDA team
Illarionov, B.; Haase, I.; Bacher, A.; Fischer, M.; Schramek, N.
Presteady state kinetic analysis of riboflavin synthase
J. Biol. Chem.
278
47700-47706
2003
Escherichia coli
Manually annotated by BRENDA team
Meining, W.; Eberhardt, S.; Bacher, A.; Ladenstein, R.
The structure of the N-terminal domain of riboflavin synthase in complex with riboflavin at 2.6 A resolution
J. Mol. Biol.
331
1053-1063
2003
Escherichia coli (P0AFU8), Escherichia coli
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
Grill, S.; Yamaguchi, H.; Wagner, H.; Zwahlen, L.; Kusch, U.; Mack, M.
Identification and characterization of two Streptomyces davawensis riboflavin biosynthesis gene clusters
Arch. Microbiol.
188
377-387
2007
Streptomyces davaonensis (Q2VCE7), Streptomyces davaonensis
Manually annotated by BRENDA team
Lee, C.Y.; Illarionov, B.; Woo, Y.E.; Kemter, K.; Kim, R.R.; Eberhardt, S.; Cushman, M.; Eisenreich, W.; Fischer, M.; Bacher, A.
Ligand binding properties of the N-terminal domain of riboflavin synthase from Escherichia coli
J. Biochem. Mol. Biol.
40
239-246
2007
Escherichia coli
Manually annotated by BRENDA team
Talukdar, A.; Illarionov, B.; Bacher, A.; Fischer, M.; Cushman, M.
Synthesis and enzyme inhibitory activity of the s-nucleoside analogue of the ribitylaminopyrimidine substrate of lumazine synthase and product of riboflavin synthase
J. Org. Chem.
72
7167-7175
2007
Escherichia coli, Mycobacterium tuberculosis
Manually annotated by BRENDA team
Zhang, Y.; Illarionov, B.; Morgunova, E.; Jin, G.; Bacher, A.; Fischer, M.; Ladenstein, R.; Cushman, M.
A new series of N-[2,4-dioxo-6-d-ribitylamino-1,2,3,4-tetrahydropyrimidin-5-yl]oxalamic acid derivatives as inhibitors of lumazine synthase and riboflavin synthase: design, synthesis, biochemical evaluation, crystallography, and mechanistic implications
J. Org. Chem.
73
2715-2724
2008
Escherichia coli
Manually annotated by BRENDA team
Kim, R.R.; Illarionov, B.; Joshi, M.; Cushman, M.; Lee, C.Y.; Eisenreich, W.; Fischer, M.; Bacher, A.
Mechanistic insights on riboflavin synthase inspired by selective binding of the 6,7-dimethyl-8-ribityllumazine exomethylene anion
J. Am. Chem. Soc.
132
2983-2990
2010
Escherichia coli
Manually annotated by BRENDA team
Zhao, Y.; Bacher, A.; Illarionov, B.; Fischer, M.; Georg, G.; Ye, Q.Z.; Fanwick, P.E.; Franzblau, S.G.; Wan, B.; Cushman, M.
Discovery and development of the covalent hydrates of trifluoromethylated pyrazoles as riboflavin synthase inhibitors with antibiotic activity against Mycobacterium tuberculosis
J. Org. Chem.
74
5297-5303
2009
Mycobacterium tuberculosis, Escherichia coli (P0AFU8), Escherichia coli
Manually annotated by BRENDA team
Tuan, P.A.; Kim, J.K.; Lee, S.; Chae, S.C.; Park, S.U.
Riboflavin accumulation and characterization of cDNAs encoding lumazine synthase and riboflavin synthase in bitter melon (Momordica charantia)
J. Agric. Food Chem.
60
11980-11986
2012
Momordica charantia (L0C7R1), Momordica charantia
Manually annotated by BRENDA team
Talukdar, A.; Zhao, Y.; Lv, W.; Bacher, A.; Illarionov, B.; Fischer, M.; Cushman, M.
O-Nucleoside, S-nucleoside, and N-nucleoside probes of lumazine synthase and riboflavin synthase
J. Org. Chem.
77
6239-6261
2012
Escherichia coli, Mycobacterium tuberculosis
Manually annotated by BRENDA team
Kim, R.; Yi, J.; Nam, K.; Ko, K.; Lee, C.
Spectrofluorometric characteristics of the N-terminal domain of riboflavin synthase
Korean J. Microbiol.
47
14-21
2011
Escherichia coli
-
Manually annotated by BRENDA team
Higa, A.; Khandakar, J.; Mori, Y.; Kitamura, Y.
Increased de novo riboflavin synthesis and hydrolysis of FMN are involved in riboflavin secretion from Hyoscyamus albus hairy roots under iron deficiency
Plant Physiol. Biochem.
58
166-173
2012
Hyoscyamus albus (I7GUL1), Hyoscyamus albus
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
Serer, M.I.; Bonomi, H.R.; Guimaraes, B.G.; Rossi, R.C.; Goldbaum, F.A.; Klinke, S.
Crystallographic and kinetic study of riboflavin synthase from Brucella abortus, a chemotherapeutic target with an enhanced intrinsic flexibility
Acta Crystallogr. Sect. D
70
1419-1434
2014
Brucella abortus (Q2YN92), Brucella abortus, Brucella abortus 2308 (Q2YN92)
Manually annotated by BRENDA team
Zhao, Y.; Wang, D.; Wu, T.; Guo, A.; Dong, H.; Zhang, C.
Transgenic expression of a rice riboflavin synthase gene in tobacco enhances plant growth and resistance to Tobacco mosaic virus
Can. J. Plant Pathol.
36
100-109
2014
Oryza sativa
-
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
Tuan, P.; Zhao, S.; Kim, J.; Kim, Y.; Yang, J.; Li, C.; Kim, S.; Arasu, M.; Al-Dhabi, N.; Park, S.
Riboflavin accumulation and molecular characterization of cDNAs encoding bifunctional GTP cyclohydrolase II/3,4-dihydroxy-2-butanone 4-phosphate synthase, lumazine synthase, and riboflavin synthase in different organs of Lycium chinense plant
Molecules
19
17141-17153
2014
Lycium chinense (W0FI48)
Manually annotated by BRENDA team
Kissling, L.; Schneider, C.; Seibel, K.; Dorjjugder, N.; Busche, T.; Kalinowski, J.; Mack, M.
The roseoflavin producer Streptomyces davaonensis has a high catalytic capacity and specific genetic adaptations with regard to the biosynthesis of riboflavin
Environ. Microbiol.
22
3248-3265
2020
Streptomyces davaonensis
Manually annotated by BRENDA team
Serer, M.I.; Carrica, M.D.C.; Trappe, J.; Lopez Romero, S.; Bonomi, H.R.; Klinke, S.; Cerutti, M.L.; Goldbaum, F.A.
A high-throughput screening for inhibitors of riboflavin synthase identifies novel antimicrobial compounds to treat brucellosis
FEBS J.
286
2522-2535
2019
Brucella abortus
Manually annotated by BRENDA team
Azuma, Y.; Zschoche, R.; Hilvert, D.
The C-terminal peptide of Aquifex aeolicus riboflavin synthase directs encapsulation of native and foreign guests by a cage-forming lumazine synthase
J. Biol. Chem.
292
10321-10327
2017
Aquifex aeolicus
Manually annotated by BRENDA team