Reference on EC 1.14.14.9 - 4-hydroxyphenylacetate 3-monooxygenase
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Blakley, E.R.
The catabolism of L-tyrosine by an Arthrobacter sp.
Can. J. Microbiol.
23
1128-1139
1977
Arthrobacter sp., Arthrobacter sp. PRL W15
Cooper, R.A.; Skinner, M.A.
Catabolism of 3- and 4-hydroxyphenylacetate by the 3,4-dihydroxyphenylacetate pathway in Escherichia coli
J. Bacteriol.
143
302-306
1980
Escherichia coli, Escherichia coli C
Barbour, M.G.; Bayly, R.C.
Control of meta-cleavage degradation of 4-hydroxyphenylacetate in Pseudomonas putida
J. Bacteriol.
147
844-850
1981
Pseudomonas putida
Adachi, K.; Takeda, Y.; Senoh, S.; Kita, H.
Metabolism of p-hydroxyphenylacetic acid in Pseudomonas ovalis
Biochim. Biophys. Acta
93
483-493
1964
Pseudomonas putida
Raju, S.G.; Kamath, A.V.; Vaidyanathan, C.S.
Purification and properties of 4-hydroxyphenylacetic acid 3-hydroxylase from Pseudomonas putida
Biochem. Biophys. Res. Commun.
154
537-543
1988
Pseudomonas putida
Barbour, M.G.; Bayly, R.C.
Regulation of the 4-hydroxyphenylacetic acid meta-cleavage pathway in an Acinetobacter sp
Biochem. Biophys. Res. Commun.
79
663-670
1977
Acinetobacter sp.
Barbour, M.G.; Bayly, R.C.
Regulation of the meta-cleavage of 4-hydroxyphenylacetic acid by Pseudomonas putida
Biochem. Biophys. Res. Commun.
76
565-571
1977
Pseudomonas putida
Prieto, M.A.; Garcia, J.L.
Molecular characterization of 4-hydroxyphenylacetate 3-hydroxylase of Escherichia coli. A two-protein component enzyme
J. Biol. Chem.
269
22823-22829
1994
Escherichia coli, no activity in Escherichia coli K-12
Prieto, M.A.; Perez-Aranda, A.; Garcia, J.L.
Characterization of an Escherichia coli aromatic hydroxylase with a broad substrate range
J. Bacteriol.
175
2162-2167
1993
Escherichia coli, no activity in Escherichia coli K-12
Fernandez-Medarde, A.; Luengo, J.M.
Purification and characterization of the 4-hydroxyphenylacetic acid-3-hydroxylase from Pseudomonas putida U
FEMS Microbiol. Lett.
157
47-53
1997
Pseudomonas putida
-
Xun, L.; Sandvik, E.R.
Characterization of 4-hydroxyphenylacetate 3-hydroxylase (HpaB) of Escherichia coli as a reduced flavin adenine dinucleotide-utilizing monooxygenase
Appl. Environ. Microbiol.
66
481-486
2000
Escherichia coli
Arunachalam, U.; Massey, V.; Miller, S.M.
Mechanism of p-hydroxyphenylacetate-3-hydroxylase. A two-protein enzyme
J. Biol. Chem.
269
150-155
1994
Pseudomonas putida
Gibello, A.; Suarez, M.; Allende, J.L.; Martin, M.
Molecular cloning and analysis of the genes encoding the 4-hydroxyphenylacetate hydroxylase from Klebsiella pneumoniae
Arch. Microbiol.
167
160-166
1997
Klebsiella pneumoniae
Galan, B.; Diaz, E.; Prieto, M.A.; Garcia, J.L.
Functional analysis of the small component of the 4-hydroxyphenylacetate 3-monooxygenase of Escherichia coli W: a prototype of a new flavin:NAD(P)H reductase subfamily
J. Bacteriol.
182
627-636
2000
Escherichia coli, Klebsiella pneumoniae
Chaiyen, P.; Suadee, C.; Wilairat, P.
A novel two-protein component flavoprotein hydroxylase. p-Hydroxyphenylacetate hydroxylase from Acinetobacter baumannii
Eur. J. Biochem.
268
5550-5561
2001
Acinetobacter baumannii, Escherichia coli, Pseudomonas putida
Arunachalam, U.; Massey, V.
Studies on the oxidative half-reaction of p-hydroxyphenylacetate 3-hydroxylase
J. Biol. Chem.
269
11795-11801
1994
Pseudomonas putida
Louie, T.M.; Xie, X.S.; Xun, L.
Coordinated production and utilization of FADH2 by NAD(P)H-flavin oxidoreductase and 4-hydroxyphenylacetate 3-monooxygenase
Biochemistry
42
7509-7517
2003
Escherichia coli
Thotsaporn, K.; Sucharitakul, J.; Wongratana, J.; Suadee, C.; Chaiyen, P.
Cloning and expression of p-hydroxyphenylacetate 3-hydroxylase from Acinetobacter baumannii: evidence of the divergence of enzymes in the class of two-protein component aromatic hydroxylases
Biochim. Biophys. Acta
1680
60-66
2004
Acinetobacter baumannii (Q6Q271), Acinetobacter baumannii (Q6Q272), Acinetobacter baumannii
Sucharitakul, J.; Chaiyen, P.; Entsch, B.; Ballou, D.P.
The reductase of p-hydroxyphenylacetate 3-hydroxylase from Acinetobacter baumannii requires p-hydroxyphenylacetate for effective catalysis
Biochemistry
44
10434-10442
2005
Acinetobacter baumannii
Sucharitakul, J.; Chaiyen, P.; Entsch, B.; Ballou, D.P.
Kinetic mechanisms of the oxygenase from a two-component enzyme, p-hydroxyphenylacetate 3-hydroxylase from Acinetobacter baumannii
J. Biol. Chem.
281
17044-17053
2006
Acinetobacter baumannii
Sucharitakul, J.; Phongsak, T.; Entsch, B.; Svasti, J.; Chaiyen, P.; Ballou, D.P.
Kinetics of a two-component p-hydroxyphenylacetate hydroxylase explain how reduced flavin is transferred from the reductase to the oxygenase
Biochemistry
46
8611-8623
2007
Acinetobacter baumannii
Hawumba, J.F.; Broezel, V.S.; Theron, J.
Cloning and characterization of a 4-hydroxyphenylacetate 3-hydroxylase from the thermophile Geobacillus sp. PA-9
Curr. Microbiol.
55
480-484
2007
Geobacillus sp. (Q4L1M7), Geobacillus sp. PA-9 (Q4L1M7)
Kim, S.H.; Hisano, T.; Takeda, K.; Iwasaki, W.; Ebihara, A.; Miki, K.
Crystal structure of the oxygenase component (HpaB) of the 4-hydroxyphenylacetate 3-monooxygenase from Thermus thermophilus HB8
J. Biol. Chem.
282
33107-33117
2007
Thermus thermophilus, Thermus thermophilus (Q5SJP8), Thermus thermophilus HB8 / ATCC 27634 / DSM 579, Thermus thermophilus HB8 / ATCC 27634 / DSM 579 (Q5SJP8)
Alfieri, A.; Fersini, F.; Ruangchan, N.; Prongjit, M.; Chaiyen, P.; Mattevi, A.
Structure of the monooxygenase component of a two-component flavoprotein monooxygenase
Proc. Natl. Acad. Sci. USA
104
1177-1182
2007
Acinetobacter baumannii (Q6Q272), Acinetobacter baumannii
Kim, S.H.; Hisano, T.; Iwasaki, W.; Ebihara, A.; Miki, K.
Crystal structure of the flavin reductase component (HpaC) of 4-hydroxyphenylacetate 3-monooxygenase from Thermus thermophilus HB8: Structural basis for the flavin affinity
Proteins
70
718-730
2008
Thermus thermophilus, Thermus thermophilus HB8 / ATCC 27634 / DSM 579
Chosrowjan, H.; Taniguchi, S.; Mataga, N.; Phongsak, T.; Sucharitakul, J.; Chaiyen, P.; Tanaka, F.
Ultrafast solvation dynamics of flavin mononucleotide in the reductase component of p-hydroxyphenylacetate hydroxylase
J. Phys. Chem. B
113
8439-8442
2009
Acinetobacter baumannii
Liebgott, P.P.; Amouric, A.; Comte, A.; Tholozan, J.L.; Lorquin, J.
Hydroxytyrosol from tyrosol using hydroxyphenylacetic acid-induced bacterial cultures and evidence of the role of 4-HPA 3-hydroxylase
Res. Microbiol.
160
757-766
2010
Halomonas sp., Pseudomonas aeruginosa, Halomonas sp. HTB24
Soulimane, T.; OKane, S.R.; Kolaj, O.
Isolation and purification of Thermus thermophilus HpaB by a crystallization approach
Acta Crystallogr. Sect. F
66
352-356
2010
Thermus thermophilus (Q5SJP8), Thermus thermophilus, Thermus thermophilus HB8 / ATCC 27634 / DSM 579 (Q5SJP8)
Ruangchan, N.; Tongsook, C.; Sucharitakul, J.; Chaiyen, P.
pH-Dependent studies reveal an efficient hydroxylation mechanism of the oxygenase component of p-hydroxyphenylacetate 3-hydroxylase
J. Biol. Chem.
286
223-233
2011
Acinetobacter baumannii, Acinetobacter baumannii (Q6Q272)
Coulombel, L.; Nolan, L.C.; Nikodinovic, J.; Doyle, E.M.; OConnor, K.E.
Biotransformation of 4-halophenols to 4-halocatechols using Escherichia coli expressing 4-hydroxyphenylacetate 3-hydroxylase
Appl. Microbiol. Biotechnol.
89
1867-1875
2011
Escherichia coli (Q57160), Escherichia coli
Tongsook, C.; Sucharitakul, J.; Thotsaporn, K.; Chaiyen, P.
Interactions with the substrate phenolic group are essential for hydroxylation by the oxygenase component of p-hydroxyphenylacetate 3-hydroxylase
J. Biol. Chem.
286
44491-44502
2011
Acinetobacter baumannii (Q6Q272)
Oonanant, W.; Sucharitakul, J.; Chaiyen, P.; Yuvaniyama, J.
Crystallization and preliminary X-ray analysis of the reductase component of p-hydroxyphenylacetate 3-hydroxylase from Acinetobacter baumannii
Acta Crystallogr. Sect. F
68
720-723
2012
Acinetobacter baumannii
Furuya, T.; Kino, K.
Catalytic activity of the two-component flavin-dependent monooxygenase from Pseudomonas aeruginosa toward cinnamic acid derivatives
Appl. Microbiol. Biotechnol.
98
1145-1154
2014
Pseudomonas aeruginosa
Huang, Q.; Lin, Y.; Yan, Y.
Caffeic acid production enhancement by engineering a phenylalanine over-producing Escherichia coli strain
Biotechnol. Bioeng.
110
3188-3196
2013
Escherichia coli, Escherichia coli ATCC 31884
Thotsaporn, K.; Chenprakhon, P.; Sucharitakul, J.; Mattevi, A.; Chaiyen, P.
Stabilization of C4a-hydroperoxyflavin in a two-component flavin-dependent monooxygenase is achieved through interactions at flavin N5 and C4a atoms
J. Biol. Chem.
286
28170-28180
2011
Thermus thermophilus, Thermus thermophilus HB8 / ATCC 27634 / DSM 579
Phongsak, T.; Sucharitakul, J.; Thotsaporn, K.; Oonanant, W.; Yuvaniyama, J.; Svasti, J.; Ballou, D.P.; Chaiyen, P.
The C-terminal domain of 4-hydroxyphenylacetate 3-hydroxylase from Acinetobacter baumannii is an autoinhibitory domain
J. Biol. Chem.
287
26213-26222
2012
Acinetobacter baumannii
Dhammaraj, T.; Pinthong, C.; Visitsatthawong, S.; Tongsook, C.; Surawatanawong, P.; Chaiyen, P.
A single-site mutation at Ser146 expands the reactivity of the oxygenase component of p-hydroxyphenylacetate 3-hydroxylase
ACS Chem. Biol.
11
2889-2896
2016
Acinetobacter baumannii (Q6Q272), Acinetobacter baumannii
Furuya, T.; Kino, K.
Catalytic activity of the two-component flavin-dependent monooxygenase from Pseudomonas aeruginosa toward cinnamic acid derivatives
Appl. Microbiol. Biotechnol.
98
1145-1154
2014
Pseudomonas aeruginosa (Q9HWT7 and Q9HWT6), Pseudomonas aeruginosa
Chenprakhon, P.; Dhammaraj, T.; Chantiwas, R.; Chaiyen, P.
Hydroxylation of 4-hydroxyphenylethylamine derivatives by R263 variants of the oxygenase component of p-hydroxyphenylacetate-3-hydroxylase
Arch. Biochem. Biophys.
620
1-11
2017
Acinetobacter baumannii (Q6Q272), Acinetobacter baumannii
Chenprakhon, P.; Trisrivirat, D.; Thotsaporn, K.; Sucharitakul, J.; Chaiyen, P.
Control of C4a-hydroperoxyflavin protonation in the oxygenase component of p-hydroxyphenylacetate-3-hydroxylase
Biochemistry
53
4084-4086
2014
Acinetobacter baumannii (Q6Q272)
Pietra, F.
Unveiling the pathways of dioxygen through the C2 component of the environmentally relevant monooxygenase p-hydroxyphenylacetate hydroxylase from Acinetobacter baumannii A molecular dynamics investigation
Chem. Biodivers.
13
954-960
2016
Acinetobacter baumannii (Q6Q272), Acinetobacter baumannii
Visitsatthawong, S.; Chenprakhon, P.; Chaiyen, P.; Surawatanawong, P.
Mechanism of oxygen activation in a flavin-dependent monooxygenase A nearly barrierless formation of C4a-hydroperoxyflavin via proton-coupled electron transfer
J. Am. Chem. Soc.
137
9363-9374
2015
Acinetobacter baumannii (Q6Q272)
Guo, W.; Zhou, W.; Zhou, H.; Chen, X.
Characterization of enzymatic properties of two novel enzymes, 3,4-dihydroxyphenylacetate dioxygenase and 4-hydroxyphenylacetate 3-hydroxylase, from Sulfobacillus acidophilus TPY
BMC Microbiol.
19
40
2019
Sulfobacillus acidophilus, Sulfobacillus acidophilus TPY
Kim, H.; Kim, S.; Kim, D.; Yoon, S.H.
A single amino acid substitution in aromatic hydroxylase (HpaB) of Escherichia coli alters substrate specificity of the structural isomers of hydroxyphenylacetate
BMC Microbiol.
20
109
2020
Escherichia coli (A0A140NG21), Escherichia coli, Escherichia coli BL21-DE3 (A0A140NG21)
Deng, Y.; Faivre, B.; Back, O.; Lombard, M.; Pecqueur, L.; Fontecave, M.
Structural and functional characterization of 4-hydroxyphenylacetate 3-hydroxylase from Escherichia coli
ChemBioChem
21
163-170
2020
Escherichia coli
Guo, D.; Fu, X.; Sun, Y.; Li, X.; Pan, H.
De novo biosynthesis of tyrosol acetate and hydroxytyrosol acetate from glucose in engineered Escherichia coli
Enzyme Microb. Technol.
150
109886
2021
Escherichia coli (A0A140NG21), Escherichia coli, Escherichia coli BL21-DE3 (A0A140NG21)
Muniz-Calvo, S.; Bisquert, R.; Puig, S.; Guillamon, J.M.
Overproduction of hydroxytyrosol in Saccharomyces cerevisiae by heterologous overexpression of the Escherichia coli 4-hydroxyphenylacetate 3-monooxygenase
Food Chem.
308
125646
2020
Escherichia coli (A0A140NG21), Escherichia coli, Escherichia coli BL21-DE3 (A0A140NG21)
Wang, L.; Ma, X.; Ruan, H.; Chen, Y.; Gao, L.; Lei, T.; Li, Y.; Gui, L.; Guo, L.; Xia, T.; Wang, Y.
Optimization of the biosynthesis of B-ring ortho-hydroxylated flavonoids using the 4-hydroxyphenylacetate 3-hydroxylase complex (HpaBC) of Escherichia coli
Molecules
26
2919
2021
Escherichia coli (A0A140NG21), Escherichia coli, Escherichia coli BL21-DE3 (A0A140NG21)
Shen, X.; Zhou, D.; Lin, Y.; Wang, J.; Gao, S.; Kandavelu, P.; Zhang, H.; Zhang, R.; Wang, B.C.; Rose, J.; Yuan, Q.; Yan, Y.
Structural insights into catalytic versatility of the flavin-dependent hydroxylase (HpaB) from Escherichia coli
Sci. Rep.
9
7087
2019
Escherichia coli (A0A140NG21), Escherichia coli, Escherichia coli BL21-DE3 (A0A140NG21)
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