Reference on EC 4.1.99.2 - tyrosine phenol-lyase
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REF. 
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Kiick, D.M.; Phillips, R.S.
Mechanistic deductions from kinetic isotope effects and pH studies of pyridoxal phosphate dependent carbon-carbon lyases: Erwinia herbicola and Citrobacter freundii tyrosine phenol-lyase
Biochemistry
27
7333-7338
1988
Citrobacter freundii, Pantoea agglomerans
Demidkina, T.V.; Myagkikh, I.V.; Antson, A.A.; Harutyunyan, E.H.
Crystallization and crystal data on tyrosine phenol-lyase
FEBS Lett.
232
381-382
1988
Citrobacter freundii
Demidkina, T.V.; Myagkikh, I.V.; Azhayev, A.V.
Transamination catalysed by tyrosine phenol-lyase from Citrobacter intermedius
Eur. J. Biochem.
170
311-316
1987
Citrobacter intermedius
Palice, M.M.; Shen, S.J.; Schleicher, E.; Kumagai, H.; Sawada, S.; Yamada, H.; Floss, H.G.
Stereochemistry and mechanism of reactions catalyzed by tyrosine phenol-lyase from Escherichia intermedia
Z. Naturforsch. C
42
307-318
1987
Citrobacter intermedius
Nagasawa, T.; Ishii, T.; Yamada, H.
Location of tyrosine phenol-lyase in some Gram-negative bacteria
FEMS Microbiol. Lett.
30
269-272
1985
Citrobacter intermedius, Escherichia coli, Morganella morganii
-
Pierson, H.F.; Meadows, G.G.
Properties of stearylamine liposomes containing tyrosine phenol-lyase
Biochim. Biophys. Acta
676
177-186
1981
Pantoea agglomerans
Nagasawa, T.; Utagawa, T.; Goto, J.; Kim, C.J.; Tani Y.; Kumagai, H.; Yamada, H.
Syntheses of L-tyrosine-related amino acids by tyrosine phenol-lyase of Citrobacter intermedius
Eur. J. Biochem.
117
33-40
1981
Citrobacter intermedius
Faleev, N.G.; Sadovnikova, M.S.; Martinkova, N.S.; Belikov, V.M.
Catalytic properties of extracts from tyrosine phenol lyase producing cells of Escherichia intermedia: multienzyme complex instead of the single multisubstrate enzyme
Enzyme Microb. Technol.
3
219-224
1981
Citrobacter intermedius
-
McKenzie, D.; Robb, D.A.
The periplasmic location of tyrosine phenol-lyase in Erwinia herbicola
FEMS Microbiol. Lett.
9
255-258
1980
Pantoea agglomerans
-
Faleev, N.G.; Martinkova, N.S.; Sadovnikova, M.S.; Saporovskaya, M.B.; Belikov, V.M.
Reactions of partially purified tyrosine phenol lyase with threonine and other amino acids
Enzyme Microb. Technol.
1
269-272
1979
Citrobacter intermedius
-
Muro, T.; Nakatani, H.; Hiromi, K.; Kumagai, H.; Yamada, H.
Elementary processes in the interaction of tyrosine phenol lyase with inhibitors and substrate
J. Biochem.
84
633-640
1978
Citrobacter intermedius
Carman, G.M.; Levin, R.E.
Partial purification and some properties of tyrosine phenol-lyase from Aeromonas phenologenes ATCC 29063
Appl. Environ. Microbiol.
33
192-198
1977
Aeromonas phenologenes
Yamada, H.; Kumagai, H.
Synthesis of L-tyrosine-related amino acids by beta-tyrosinase
Adv. Appl. Microbiol.
19
249-288
1975
Citrobacter intermedius, Pantoea agglomerans
Enei, H.; Matsui, H.; Okumura, S.; Yamada, H.
Elimination, replacement and isomerization reactions by intact cells containing tyrosine phenol lyase
Agric. Biol. Chem.
36
1869-1876
1972
Pantoea agglomerans, Pantoea agglomerans ATCC 21434
-
Enei, H.; Matsui, H.; Yamashita, K.; Okumura, S.; Yamada, H.
Distribution of tyrosine phenol lyase in microorganisms
Agric. Biol. Chem.
36
1861-1868
1972
Bacillus cereus, Citrobacter freundii, Citrobacter intermedius, Escherichia coli, Klebsiella aerogenes, Morganella morganii, Pantoea agglomerans, Pseudomonas pelurida, Pseudomonas trifolii, Salmonella enterica subsp. enterica serovar Typhimurium, Xanthomonas campestris
-
Kumagai, H.; Kashima, N.; Torii, H.; Yamada, H.; Enei, H.; Okumura, S.
Purification, crystallization and properties of tyrosine phenol lyase from Erwinia herbicola
Agric. Biol. Chem.
36
472-482
1972
Pantoea agglomerans
-
Yamada, H.; Kumagai, H.; Kashima, N.; Torii, H.; Enei, H.; Okumura, S.
Synthesis of L-tyrosine from pyruvate, ammonia and phenol by crystalline tyrosine phenol lyase
Biochem. Biophys. Res. Commun.
46
370-374
1972
Citrobacter intermedius
Kumagai, H.; Yamada, H.; Matsui, H.; Ohkishi, H.; Ogata, K.
Tyrosine phenol lyase. I. Purification, crystallization, and properties
J. Biol. Chem.
245
1767-1772
1970
Citrobacter intermedius
Kumagai, H.; Yamada, H.; Matsui, H.; Ohkishi, H.; Ogata, K.
Tyrosine phenol lyase. II. Cofactor requrements
J. Biol. Chem.
245
1773-1777
1970
Citrobacter intermedius
Lee, S.G.; Hong, S.G.; Sung, M.H.
Removal and bioconversion of phenol in wastewater by a thermostable beta-tyrosinase
Enzyme Microb. Technol.
19
374-377
1996
Symbiobacterium sp., Symbiobacterium sp. SMH1
-
Pletnev, S.V.; Isupov, M.N.; Dauter, Z.; Wilson, K.S.; Faleev, N.G.; Harutyunyan, E.G.; Demidkina, T.V.
Purification and crystals of tyrosine phenol-lyase from Erwinia herbicola
Biochem. Mol. Biol. Int.
38
37-42
1996
Pantoea agglomerans
Chen, H.; Gollnick, P.; Phillips, R.S.
Site-directed mutagenesis of His343-->Ala in Citrobacter freundii tyrosine phenol-lyase. Effects on the kinetic mechanism and rate-determining step
Eur. J. Biochem.
229
540-549
1995
Citrobacter freundii
Foor, F.; Morin, N.; Bostian, K.A.
Production of L-dihydroxyphenylalanine in Escherichia coli with the tyrosine phenol-lyase gene cloned from Erwinia herbicola
Appl. Environ. Microbiol.
59
3070-3075
1993
Pantoea agglomerans
Hirahara, T.; Horinouchi, S.; Beppu, T.
Cloning, nucleotide sequence, and overexpression in Escherichia coli of the beta-tyrosinase gene from an obligately symbiotic thermophile, Symbiobacterium thermophilum
Appl. Microbiol. Biotechnol.
39
341-346
1993
Symbiobacterium thermophilum
Suzuki, S.; Hirahara, T.; Shim, J.K.; Horinouchi, S.; Beppu, T.
Purification and properties of thermostable beta-tyrosinase from an obligate symbiotic thermophile, Symbiobacterium thermophilum
Biosci. Biotechnol. Biochem.
56
84-89
1992
Symbiobacterium thermophilum
-
Anderson, W.A.; Moo-Young, M.; Legge, R.L.
Development of a multienzyme reactor for dopamine synthesis: I. Enzymology and kinetics
Biotechnol. Bioeng.
39
781-789
1992
Pantoea agglomerans
Faleev, N.G.; Spirina, S.N.; Ivoilov, V.S.; Demidkina, T.V.; Phillips, R.S.
The catalytic mechanism of tyrosine phenol-lyase from Erwinia herbicola: the effect of substrate structure on pH-dependence of kinetic parameters in the reactions with ring-substituted tyrosines
Z. Naturforsch. C
51
363-370
1996
Pantoea agglomerans
Lee, S.G.; Hong, S.P.; Choi, Y.H.; Chung, Y.J.; Sung, M.H.
Thermostable tyrosine phenol-lyase of Symbiobacterium sp. SC-1: gene cloning, sequence determination, and overproduction in Escherichia coli
Protein Expr. Purif.
11
263-270
1997
Symbiobacterium sp., Symbiobacterium sp. SC-1
Chen, H.; Phillips, R.S.
Binding of phenol and analogues to alanine complexes of tyrosine phenol-lyase from Citrobacter freundii: implications for the mechanisms of alpha,beta-elimination and alanine racemization
Biochemistry
32
11591-11599
1993
Citrobacter freundii
Sundaraju, B.; Antson, A.A.; Phillips, R.S.; Demidkina, T.V.; Barbolina, M.V.; Gollnick, P.; Dodson, G.G.; Wilson, K.S.
The crystal structure of Citrobacter freundii tyrosine phenol-lyase complexed with 3-(4 -hydroxyphenyl)propionic acid, together with site-directed mutagenesis and kinetic analysis, demonstrates that arginine 381 is required for substrate specificity
Biochemistry
36
6502-6510
1997
Citrobacter freundii (P31013), Citrobacter freundii
Chen, H.Y.; Demidkina, T.V.; Phillips, R.S.
Site-directed mutagenesis of tyrosine-71 to phenylalanine in Citrobacter freundii tyrosine phenol-lyase: evidence for dual roles of tyrosine-71 as a general acid catalyst in the reaction mechanism and in cofactor binding
Biochemistry
34
12276-12283
1995
Citrobacter freundii
Mouratou, B.; Kasper, P.; Gehring, H.; Christen, P.
Conversion of tyrosine phenol-lyase to dicarboxylic amino acid beta-lyase, an enzyme not found in nature
J. Biol. Chem.
274
1320-1325
1999
Escherichia coli, Escherichia coli SV370
Demidkina, T.V.; Barbolina, M.V.; Faleev, N.G.; Sundararaju, B.; Gollnick, P.D.; Phillips, R.S.
Threonine-124 and phenylalanine-448 in Citrobacter freundii tyrosine phenol-lyase are necessary for activity with L-tyrosine
Biochem. J.
363
745-752
2002
Citrobacter freundii (P31013), Citrobacter freundii
Watkins, E.B.; Phillips, R.S.
Inhibition of tyrosine phenol-lyase from Citrobacter freundii by 2-azatyrosine and 3-azatyrosine
Biochemistry
40
14862-14868
2001
Citrobacter freundii
Phillips, R.S.; Demidkina, T.V.; Faleev, N.G.
Structure and mechanism of tryptophan indole-lyase and tyrosine phenol-lyase
Biochim. Biophys. Acta
1647
167-172
2003
Citrobacter freundii
Faleev, N.G.; Axenova, O.V.; Demidkina, T.V.; Phillips, R.S.
The role of acidic dissociation of substrate's phenol group in the mechanism of tyrosine phenol-lyase
Biochim. Biophys. Acta
1647
260-265
2003
Citrobacter intermedius
Bazhulina, N.P.; Morozov, Y.V.; Papisova, A.I.; Demidkina, T.V.
Pyridoxal 5'-phoshate schiff base in Citrobacter freundii tyrosinephenol-lyase. Ionic and tautomeric equilibria
Eur. J. Biochem.
267
1830-1836
2000
Citrobacter freundii
Faleev, N.G.; Zhukov, Y.N.; Khurs, E.N.; Gogoleva, O.I.; Barbolina, M.V.; Bazhulina, N.P.; Belikov, V.M.; Demidkina, T.V.; Khomutov, R.M.
Interaction of tyrosine phenol-lyase with phosphoroorganic analogues of substrate amino acids
Eur. J. Biochem.
267
6897-6902
2000
Citrobacter intermedius
Lee, S.G.; Hong, S.P.; Kwak, M.S.; Esaki, N.; Sung, M.H.
Characterization of thermostable tyrosine phenol-lyase from an obligatory symbiotic thermophile, Symbiobacterium sp. SC-1
J. Biochem. Mol. Biol.
32
480-485
1999
Symbiobacterium sp., Symbiobacterium sp. SC-1
-
Phillips, R.S.; Demidkina, T.V.; Zakomirdina, L.N.; Bruno, S.; Ronda, L.; Mozzarelli, A.
Crystals of tryptophan indole-lyase and tyrosine phenol-lyase form stable quinonoid complexes
J. Biol. Chem.
277
21592-21597
2002
Citrobacter freundii
Barbolina, M.V.; Phillips, R.S.; Gollnick, P.D.; Faleev, N.G.; Demidkina, T.V.
Citrobacter freundii tyrosine phenol-lyase: the role of asparagine 185 in modulating enzyme function through stabilization of a quinonoid intermediate
Protein Eng.
13
207-215
2000
Citrobacter freundii
Pioselli, B.; Bettati, S.; Demidkina, T.V.; Zakomirdina, L.N.; Phillips, R.S.; Mozzarelli, A.
Tyrosine phenol-lyase and tryptophan indole-lyase encapsulated in wet nanoporous silica gels: Selective stabilization of tertiary conformations
Protein Sci.
13
913-924
2004
Citrobacter freundii
Yamada, H.
Screening of novel enzymes for the production of useful compounds, in: New Frontiers in Screening for Microbial Biocatalysis
Stud. Org. Chem.
53
13-17
1998
Pantoea agglomerans
-
Phillips, R.S.; Chen, H.Y.; Shim, D.; Lima, S.; Tavakoli, K.; Sundararaju, B.
Role of lysine-256 in Citrobacter freundii tyrosine phenol-lyase in monovalent cation activation
Biochemistry
43
14412-14419
2004
Citrobacter freundii (P31013), Citrobacter freundii
Schnackerz, K.D.; Keller, J.; Phillips, R.S.; Toney, M.D.
Ionization state of pyridoxal 5'-phosphate in d-serine dehydratase, dialkylglycine decarboxylase and tyrosine phenol-lyase and the influence of monovalent cations as inferred by (31)P NMR spectroscopy
Biochim. Biophys. Acta
1764
230-238
2006
Citrobacter freundii
Faleev, N.G.; Demidkina, T.V.; Tsvetikova, M.A.; Phillips, R.S.; Yamskov, I.A.
The mechanism of alpha-proton isotope exchange in amino acids catalysed by tyrosine phenol-lyase. What is the role of quinonoid intermediates?
Eur. J. Biochem.
271
4565-4571
2004
Citrobacter freundii
Koralewska, A.; Augustyniak, W.; Temeriusz, A.; Kanska, M.
Effects of cyclodextrin derivatives on the catalytic activity of tyrosine phenol-lyase
J. Inclusion Phenom. Macrocyclic Chem.
49
193-197
2004
Citrobacter freundii
-
Kim, J.H.; Song, J.J.; Kim, B.G.; Sung, M.H.; Lee, S.C.
Enhanced stability of tyrosine phenol-lyase from Symbiobacterium toebii by DNA shuffling
J. Microbiol. Biotechnol.
14
153-157
2004
Symbiobacterium toebii
-
Milic, D.; Matkovic-Calogovic, D.; Demidkina, T.V.; Kulikova, V.V.; Sinitzina, N.I.; Antson, A.A.
Structures of apo- and holo-tyrosine phenol-lyase reveal a catalytically critical closed conformation and suggest a mechanism for activation by K+ ions
Biochemistry
45
7544-7552
2006
Citrobacter freundii (P31013), Citrobacter freundii
Phillips, R.S.; Chen, H.Y.; Faleev, N.G.
Aminoacrylate intermediates in the reaction of Citrobacter freundii tyrosine phenol-lyase
Biochemistry
45
9575-9583
2006
Citrobacter freundii
Demidkina, T.V.; Faleev, N.G.; Papisova, A.I.; Bazhulina, N.P.; Kulikova, V.V.; Gollnick, P.D.; Phillips, R.S.
Aspartic acid 214 in Citrobacter freundii tyrosine phenol-lyase ensures sufficient C--H-acidity of the external aldimine intermediate and proper orientation of the cofactor at the active site
Biochim. Biophys. Acta
1764
1268-1276
2006
Citrobacter freundii
Lee, S.G.; Hong, S.P.; Kim, D.Y.; Song, J.J.; Ro, H.S.; Sung, M.H.
Inactivation of tyrosine phenol-lyase by Pictet-Spengler reaction and alleviation by T15A mutation on intertwined N-terminal arm
FEBS J.
273
5564-5573
2006
Citrobacter freundii
Kim, D.Y.; Rha, E.; Choi, S.L.; Song, J.J.; Hong, S.P.; Sung, M.H.; Lee, S.G.
Development of bioreactor system for L-tyrosine synthesis using thermostable tyrosine phenol-lyase
J. Microbiol. Biotechnol.
17
116-122
2007
Symbiobacterium toebii
Chandel, M.; Azmi, W.
Optimization of process parameters for the production of tyrosine phenol lyase by Citrobacter freundii MTCC 2424
Biores. Technol.
100
1840-1846
2009
Citrobacter freundii (P31013), Citrobacter freundii, Citrobacter freundii MTCC 2424 (P31013), Citrobacter freundii MTCC 2424
Wierckx, N.J.; Ballerstedt, H.; de Bont, J.A.; de Winde, J.H.; Ruijssenaars, H.J.; Wery, J.
Transcriptome analysis of a phenol-producing Pseudomonas putida S12 construct: genetic and physiological basis for improved production
J. Bacteriol.
190
2822-2830
2008
Pseudomonas putida
Milic, D.; Demidkina, T.V.; Faleev, N.G.; Matkovi?-Calogovi?, D.; Antson, A.A.
Insights into the catalytic mechanism of tyrosine phenol-lyase from X-ray structures of quinonoid intermediates
J. Biol. Chem.
283
29206-29214
2008
Citrobacter freundii (P31013), Citrobacter freundii
Koyanagi, T.; Katayama, T.; Suzuki, H.; Onishi, A.; Yokozeki, K.; Kumagai, H.
Hyperproduction of 3,4-dihydroxyphenyl-L-alanine (L-Dopa) using Erwinia herbicola cells carrying a mutant transcriptional regulator TyrR
Biosci. Biotechnol. Biochem.
73
1221-1223
2009
Pantoea agglomerans
Kurt, A.G.; Aytan, E.; Ozer, U.; Ates, B.; Geckil, H.
Production of L-DOPA and dopamine in recombinant bacteria bearing the Vitreoscilla hemoglobin gene
Biotechnol. J.
4
1077-1088
2009
Citrobacter freundii, Pantoea agglomerans, Pantoea agglomerans NRRL B-3466, Citrobacter freundii NRRL B-2643
Rha, E.; Kim, S.; Choi, S.L.; Hong, S.P.; Sung, M.H.; Song, J.J.; Lee, S.G.
Simultaneous improvement of catalytic activity and thermal stability of tyrosine phenol-lyase by directed evolution
FEBS J.
276
6187-6194
2009
Symbiobacterium toebii
Seisser, B.; Zinkl, R.; Gruber, K.; Kaufmann, F.; Hafner, A.; Kroutil, W.
Cutting long syntheses short: Access to non-natural tyrosine derivatives employing an engineered tyrosine phenol lyase
Adv. Synth. Catal.
352
731-736
2010
Citrobacter freundii
-
Koulikova, V.; Zakomirdina, L.; Gogoleva, O.; Tsvetikova, M.; Morozova, E.; Komissarov, V.; Tkachev, Y.; Timofeev, V.; Demidkina, T.; Faleev, N.
Stereospecificity of isotopic exchange of C-alpha-protons of glycine catalyzed by three PLP-dependent lyases: the unusual case of tyrosine phenol-lyase
Amino Acids
41
1247-1256
2010
Citrobacter freundii
Azmi, W.; Kumar, A.; Dev, V.
Paraffin as oxygen vector modulates tyrosine phenol lyase production by Citrobacter freundii MTCC 2424
Acta Microbiol. Immunol. Hung.
60
145-154
2013
Citrobacter freundii, Citrobacter freundii MTCC 2424
Chandel, M.; Azmi, W.
Purification and characterization of tyrosine phenol lyase from Citrobacter freundii
Appl. Biochem. Biotechnol.
171
2040-2052
2013
Citrobacter freundii
Kim, B.; Park, H.; Na, D.; Lee, S.Y.
Metabolic engineering of Escherichia coli for the production of phenol from glucose
Biotechnol. J.
9
621-629
2014
Escherichia coli
Milic, D.; Demidkina, T.V.; Faleev, N.G.; Phillips, R.S.; Matkovic-Calogovic, D.; Antson, A.A.
Crystallographic snapshots of tyrosine phenol-lyase show that substrate strain plays a role in C-C bond cleavage
J. Am. Chem. Soc.
133
16468-16476
2011
Citrobacter freundii
Phillips, R.; Vita, A.; Spivey, J.; Rudloff, A.; Driscoll, M.; Hay, S.
Ground-state destabilization by Phe-448 and Phe-449 contributes to tyrosine phenol-lyase catalysis
ACS Catal.
6
6770-6779
2016
Citrobacter freundii (P31013)
-
Do, Q.; Nguyen, G.T.; Phillips, R.S.
Inhibition of tyrosine phenol-lyase by tyrosine homologues
Amino Acids
48
2243-2251
2016
Citrobacter freundii (P31013)
Miao, L.; Li, Q.; Diao, A.; Zhang, X.; Ma, Y.
Construction of a novel phenol synthetic pathway in Escherichia coli through 4-hydroxybenzoate decarboxylation
Appl. Microbiol. Biotechnol.
99
5163-5173
2015
Citrobacter freundii (P31013)
Phillips, R.S.; Demidkina, T.V.; Faleev, N.G.
The role of substrate strain in the mechanism of the carbon-carbon lyases
Bioorg. Chem.
57
198-205
2014
Citrobacter freundii (P31013)
Tang, X.L.; Liu, X.; Suo, H.; Wang, Z.C.; Zheng, R.C.; Zheng, Y.G.
Process development for efficient biosynthesis of L-DOPA with recombinant Escherichia coli harboring tyrosine phenol lyase from Fusobacterium nucleatum
Bioprocess Biosyst. Eng.
41
1347-1354
2018
Fusobacterium nucleatum subsp. nucleatum (Q8RHM6), Fusobacterium nucleatum subsp. nucleatum ATCC 25586 / CIP 101130 / JCM 8532 / LMG 13131 (Q8RHM6)
Kim, S.; Sung, B.H.; Kim, S.C.; Lee, H.S.
Genetic incorporation of l-dihydroxyphenylalanine (DOPA) biosynthesized by a tyrosine phenol-lyase
Chem. Commun. (Camb.)
54
3002-3005
2018
Citrobacter freundii (P31013), Citrobacter freundii ATCC 8090 (P31013)
Zheng, R.C.; Tang, X.L.; Suo, H.; Feng, L.L.; Liu, X.; Yang, J.; Zheng, Y.G.
Biochemical characterization of a novel tyrosine phenol-lyase from Fusobacterium nucleatum for highly efficient biosynthesis of L-DOPA
Enzyme Microb. Technol.
112
88-93
2018
Fusobacterium nucleatum subsp. nucleatum (Q8RHM6), Fusobacterium nucleatum subsp. nucleatum ATCC 25586 / CIP 101130 / JCM 8532 / LMG 13131 (Q8RHM6)
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