1.14.13.2: 4-hydroxybenzoate 3-monooxygenase

This is an abbreviated version!
For detailed information about 4-hydroxybenzoate 3-monooxygenase, go to the full flat file.

Word Map on EC 1.14.13.2

Reaction

4-hydroxybenzoate
+
NADPH
+
H+
+
O2
=
3,4-dihydroxybenzoate
+
NADP+
+
H2O

Synonyms

4-HBA 3-hydroxylase, 4-HBA 3-monooxygenase, 4-HBA-3-hydroxylase, 4-HBMO, 4-hydroxybenzoate 3-hydroxylase, 4-hydroxybenzoate 3-monooxygenase, 4-hydroxybenzoate hydroxylase, 4-hydroxybenzoate monooxygenase, 4-hydroxybenzoic hydroxylase, 4HBA 3-hydroxylase, BxeA2040, HBH, m-hydroxybenzoate hydroxylase, MobA, ncgl1032, oxygenase, 4-hydroxybenzoate 3-mono-, p-hydroxybenzoate hydroxylase, p-hydroxybenzoate-3-hydroxylase, p-hydroxybenzoic acid hydrolase, p-hydroxybenzoic acid hydroxylase, p-hydroxybenzoic hydroxylase, para-hydroxybenzoate hydroxylase, PHBAD, PHBH, PHBHase, PobA, pobACg, POHBase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.2 4-hydroxybenzoate 3-monooxygenase

Reference

Reference on EC 1.14.13.2 - 4-hydroxybenzoate 3-monooxygenase

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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Whited, G.M.; Gibson, D.T.
Separation and partial characterization of the enzymes of the toluene-4-monooxygenase catabolic pathway in Pseudomonas mendocina KR1
J. Bacteriol.
173
3017-3020
1991
Pseudomonas mendocina, Pseudomonas mendocina KR1
Manually annotated by BRENDA team
Howell, L.G.; Spector, T.; Massey, V.
Purification and properties of p-hydroxybenzoate hydroxylase from Pseudomonas fluorescens
J. Biol. Chem.
247
4340-4350
1972
Pseudomonas fluorescens
Manually annotated by BRENDA team
Spector, T.; Massey, V.
Studies on the effector specificity of p-hydroxybenzoate hydroxylase from Pseudomonas fluorescens
J. Biol. Chem.
247
4679-4687
1972
Pseudomonas fluorescens
Manually annotated by BRENDA team
Spector, T.; Massey, V.
p-Hydroxybenzoate hydroxylase from Pseudomonas fluorescens. Evidence for an oxygenated flavin intermediate
J. Biol. Chem.
247
5632-5636
1972
Pseudomonas fluorescens
Manually annotated by BRENDA team
Hosokawa, K.; Stanier, R.Y.
Crystallization and properties of p-hydroxybenzoate hydroxylase from Pseudomonas putida
J. Biol. Chem.
241
2453-2460
1966
Pseudomonas fluorescens
Manually annotated by BRENDA team
Steennis, P.J.; Cordes, M.M.; Hilkens, J.G.H.; Mueller, F.
On the interaction of para-hydroxybenzoate hydroxylase from Pseudomonas fluorescens with halogen ions
FEBS Lett.
36
177-180
1973
Pseudomonas fluorescens
Manually annotated by BRENDA team
Husain, M.; Schopfer, L.M.; Massey, V.
p-Hydroxybenzoate hydroxylase and melilotate hydroxylase
Methods Enzymol.
53
543-558
1978
Delftia acidovorans, Pseudomonas fluorescens, Pseudomonas putida, Pseudomonas putida A 3.12, Pseudomonas putida M-6
Manually annotated by BRENDA team
Shoun, H.; Arima, K.; Beppu, T.
Inhibition of p-hydroxybenzoate hydroxylase by anions: possible existence of two anion-binding sites in the site for reduced nicotinamide adenine dinucleotide phosphate
J. Biochem.
93
169-176
1983
Delftia acidovorans
Manually annotated by BRENDA team
Drenth, J.; Hol, W.G.J.; Wierenga, R.K.
Crystallization and preliminary x-ray investigation of p-hydroxybenzoate hydroxylase from Pseudomonas fluorescens
J. Biol. Chem.
250
5268-5269
1975
Pseudomonas fluorescens
Manually annotated by BRENDA team
Entsch, B.
Hydroxybenzoate hydroxylase
Methods Enzymol.
188
138-147
1990
Pseudomonas aeruginosa
Manually annotated by BRENDA team
van Berkel, W.J.H.; Mueller, F.
The temperature and pH dependence of some properties of p-hydroxybenzoate hydroxylase from Pseudomonas fluorescens
Eur. J. Biochem.
179
307-314
1989
Pseudomonas fluorescens
Manually annotated by BRENDA team
Entsch, B.; Ballou, D.P.
Purification, properties, and oxygen reactivity of p-hydroxybenzoate hydroxylase from Pseudomonas aeruginosa [published erratum appears in Biochim Biophys Acta 1990 Mar 29;1038(1):139]
Biochim. Biophys. Acta
999
313-322
1989
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Entsch, B.; Ballou, D.P.; Massey, V.
Flavin-oxygen derivatives involved in hydroxylation by p-hydroxybenzoate hydroxylase
J. Biol. Chem.
251
2550-2563
1976
Pseudomonas fluorescens
Manually annotated by BRENDA team
van Berkel, W.J.H.; Mueller, F.
The elucidation of the microheterogeneity of highly purified p-hydroxybenzoate hydroxylase from Pseudomonas fluorescens by various biochemical techniques
Eur. J. Biochem.
167
35-46
1987
Pseudomonas fluorescens
Manually annotated by BRENDA team
Shoun, H.; Beppu, T.; Arima, K.
An essential arginine residue at the substrate-binding site of p-hydroxybenzoate hydroxylase
J. Biol. Chem.
255
9319-9324
1980
Delftia acidovorans
Manually annotated by BRENDA team
Mueller, F.; Voordouw, G.; van Berkel, W.J.H.; Steennis, P.J.; Visser, S.; van Rooijen, P.J.
A study of p-hydroxybenzoate hydroxylase from Pseudomonas fluorescens. Improved purification, relative molecular mass, and amino acid composition
Eur. J. Biochem.
101
235-244
1979
Pseudomonas fluorescens
Manually annotated by BRENDA team
van Berkel, W.J.H.; Weijer, W.J.; Mueller, F.; Jekel, P.A.; Beintema, J.J.
Chemical modification of sulfhydryl groups in p-hydroxybenzoate hydroxylase from Pseudomonas fluorescens. Involvement in catalysis and assignment in the sequence
Eur. J. Biochem.
145
245-256
1984
Pseudomonas fluorescens
Manually annotated by BRENDA team
Schreuder, H.A.; van der Laan, J.M.; Hol, W.G.J.; Drenth, J.
Crystal structure of p-hydroxybenzoate hydroxylase complexed with its reaction product 3,4-dihydroxybenzoate
J. Mol. Biol.
199
637-648
1988
Pseudomonas fluorescens
Manually annotated by BRENDA team
Jadan, A.P.; van Berkel, W.J.H.; Golovleva, L.A.; Golovlev, E.L.
Purification and properties of p-hydroxybenzoate hydroxylases from Rhodococcus strains
Biochemistry (Moscow)
66
898-903
2001
Rhodococcus opacus, Rhodococcus rhodnii, Rhodococcus rhodnii 135, Rhodococcus rhodochrous, Rhodococcus rhodochrous 172, Rhodococcus sp., Rhodococcus sp. 400
Manually annotated by BRENDA team
Moran, G.R.; Entsch, B.; Palfey, B.A.; Ballou, D.P.
Mechanistic insights into p-hydroxybenzoate hydroxylase from studies of the mutant Ser212Ala
Biochemistry
38
6292-6299
1999
Pseudomonas aeruginosa (P20586)
Manually annotated by BRENDA team
Fernandez, J.; Dimarco, A.A.; Ornston, L.N.; Harayama, S.
Purification and characterization of Acinetobacter calcoaceticus 4-hydroxybenzoate 3-hydroxylase after its overexpression in Escherichia coli
J. Biochem.
117
1261-1266
1995
Acinetobacter calcoaceticus
Manually annotated by BRENDA team
Suarez, M.; Martin, M.; Ferrer, E.; Garrido-Pertierra, A.
Purification and characterization of 4-hydroxybenzoate 3-hydroxylase from a Klebsiella pneumoniae mutant strain
Arch. Microbiol.
164
70-77
1995
Klebsiella pneumoniae
Manually annotated by BRENDA team
Sterjiades, R.
Properties of NADH/NADPH-dependent p-hydroxybenzoate hydroxylase from Moraxella sp
Biotechnol. Appl. Biochem.
17
77-90
1993
Moraxella sp., Moraxella sp. GU2
-
Manually annotated by BRENDA team
Salituro, F.G.; Demeter, D.A.; Weintraub, H.J.R.; Lippert, B.J.; Resvick, R.J.; McDonald, I.A.
Multisubstrate inhibition of 4-hydroxybenzoate 3-monooxygenase
J. Med. Chem.
37
4076-4078
1994
Pseudomonas fluorescens
Manually annotated by BRENDA team
van Berkel, W.J.H.; Eppink, M.H.M.; Schreuder, H.A.
Crystal structure of p-hydroxybenzoate hydroxylase reconstituted with the modified FAD present in alcohol oxidase from methylotrophic yeasts: evidence for an arabinoflavin
Protein Sci.
3
2245-2253
1994
Pseudomonas fluorescens
Manually annotated by BRENDA team
Abe, I.; Kashiwagi, K.; Noguchi, H.
Antioxidative galloyl esters as enzyme inhibitors of p-hydroxybenzoate hydroxylase
FEBS Lett.
483
131-134
2000
Pseudomonas aeruginosa, Pseudomonas fluorescens (P00438)
Manually annotated by BRENDA team
Eppink, M.H.M.; Schreuder, H.A.; Van Berkel, W.J.H.
Lys42 and Ser42 variants of p-hydroxybenzoate hydroxylase from Pseudomonas fluorescens reveal that Arg42 is essential for NADPH binding
Eur. J. Biochem.
253
194-201
1998
Pseudomonas fluorescens
Manually annotated by BRENDA team
Seibold, B.; Matthes, M.; Eppink, M.H.M.; Lingens, F.; Van Berkel, W.J.H.; Mueller, R.
4-Hydroxybenzoate hydroxylase from Pseudomonas sp. CBS3. Purification, characterization, gene cloning, sequence analysis and assignment of structural features determining the coenzyme specificity
Eur. J. Biochem.
239
469-478
1996
Pseudomonas sp., Pseudomonas sp. CBS3
Manually annotated by BRENDA team
Eppink, M.H.M.; Schreuder, H.A.; Van Berkel, W.J.H.
Interdomain binding of NADPH in p-hydroxybenzoate hydroxylase as suggested by kinetic, crystallographic and modeling studies of histidine 162 and arginine 269 variants
J. Biol. Chem.
273
21031-21039
1998
Pseudomonas fluorescens
Manually annotated by BRENDA team
Chen, R.; Scott, R.Jr.; Tsugita, A.; Hosokawa, K.
Purification and characterization of p-hydroxybenzoate 3-hydroxylase from Comamonas testosteroni
Res. Commun. Biochem. Cell Mol. Biol.
1
51-60
1997
Acinetobacter sp., Comamonas testosteroni, Comamonas testosteroni Kh 122-3S, Pseudomonas sp.
-
Manually annotated by BRENDA team
Chen, R.; Oki, H.; Scott, R.P.; Yamaguchi, H.; Kusunoki, M.; Matsuura, Y.; Chaen, H.; Tsugita, A.; Hosokawa, K.
Crystallization and further characterization of meta-hydroxybenzoate 4-hydroxylase from Comamonas testosteroni
Res. Commun. Biochem. Cell Mol. Biol.
2
253-274
1998
Comamonas testosteroni
-
Manually annotated by BRENDA team
Schreuder, H.A.; Mattevi, A.; Obmolova, G.; Kalk, K.H.; Hol, W.G.J.; van der Bolt, F.J.T.; van Berkel, W.J.H.
Crystal structures of wild-type p-hydroxybenzoate hydroxylase complexed with 4-aminobenzoate, 2,4-dihydroxybenzoate, and 2-hydroxy-4-aminobenzoate and of the Tyr222Ala mutant complexed with 2-hydroxy-4-aminobenzoate. Evidence for a proton channel and a new binding mode of the flavin ring
Biochemistry
33
10161-10170
1994
Pseudomonas fluorescens
Manually annotated by BRENDA team
Lah, M.S.; Palfey, B.A.; Schreuder, H.A.; Ludwig, M.L.
Crystal structures of mutant Pseudomonas aeruginosa p-hydroxybenzoate hydroxylases: The Tyr201Phe, Tyr385Phe, and Asn300Asp variants
Biochemistry
33
1555-1564
1994
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Suemori, A.; Nakajima, K.; Kurane, R.; Nakamura, Y.
Comparison of chemical inactivation of salicylate 5-hydroxylase, m-hydroxybenzoate 6-hydroxylase, and p-hydroxybenzoate 3-hydroxylase from Rhodococcus erythropolis
Seimei Kogaku Kogyo Gijutsu Kenkyusho Kenkyu Hokoku
2
27-30
1994
Rhodococcus erythropolis
-
Manually annotated by BRENDA team
Entsch, B.; Palfey, B.A.; Ballou, D.P.; Massey, V.
Catalytic function of tyrosine residues in para-hydroxybenzoate hydroxylase as determined by the study of site-directed mutants
J. Biol. Chem.
266
17341-17349
1991
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Palfey, B.A.; Entsch, B.; Ballou, D.P.; Massey, V.
Changes in the catalytic properties of p-hydroxybenzoate hydroxylase caused by the mutation Asn300Asp
Biochemistry
33
1545-1554
1994
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Moran, G.R.; Entsch, B.
Plasmid mutagenesis by PCR for high-level expression of para-hydroxybenzoate hydroxylase
Protein Expr. Purif.
6
164-168
1995
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Ortiz-Maldonado, M.; Gatti, D.; Ballou, D.P.; Massey, V.
Structure-function correlation of the reaction of reduced nicotinamide analogues with p-hydroxybenzoate hydroxylase substituted with a series of 8-substituted flavins
Biochemistry
38
16636-16647
1999
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Ortiz-Maldonado, M.; Aeschliman, S.M.; Ballou, D.P.; Masey, V.
Synergistic interactions of multiple mutations on catalysis during the hydroxylation reaction of p-hydroxybenzoate hydroxylase: studies of the Lys297Met, Asn300Asp, and Tyr385Phe mutants reconstituted with 8-Cl flavin
Biochemistry
40
8705-8716
2001
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Palfey, B.A.; Basu, R.; Frederick, K.K.; Entsch, B.; Ballou, D.P.
Role of protein flexibility in the catalytic cycle of p-hydroxybenzoate hydroxylase elucidated by the Pro293Ser mutant
Biochemistry
41
8438-8446
2002
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Ortiz-Maldonado, M.; Entsch, B.; Ballou, D.P.
Conformational changes combined with charge-transfer interactions are essential for reduction in catalysis by p-hydroxybenzoate hydroxylase
Biochemistry
42
11234-11242
2003
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Ortiz-Maldonado, M.; Entsch, B.; Ballou, D.P.
Oxygen reactions in p-hydroxybenzoate hydroxylase utilize the H-bond network during catalysis
Biochemistry
43
15246-15257
2004
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Ortiz-Maldonado, M.; Cole, L.J.; Dumas, S.M.; Entsch, B.; Ballou, D.P.
Increased positive electrostatic potential in p-hydroxybenzoate hydroxylase accelerates hydroxylation but slows turnover
Biochemistry
43
1569-1579
2004
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Wang, J.; Ortiz-Maldonado, M.; Entsch, B.; Massey, V.; Ballou, D.; Gatti, D.L.
Protein and ligand dynamics in 4-hydroxybenzoate hydroxylase
Proc. Natl. Acad. Sci. USA
99
608-613
2002
Pseudomonas aeruginosa (P20586)
Manually annotated by BRENDA team
Frederick, K.K.; Palfey, B.A.
Kinetics of proton-linked flavin conformational changes in p-hydroxybenzoate hydroxylase
Biochemistry
44
13304-13314
2005
Pseudomonas aeruginosa (P20586)
Manually annotated by BRENDA team
Bertani, I.; Kojic, M.; Venturi, V.
Regulation of the p-hydroxybenzoic acid hydroxylase gene (pobA) in plant-growth-promoting Pseudomonas putida WCS358
Microbiology
147
1611-1620
2001
Pseudomonas putida, Pseudomonas putida (Q9R9T1), Pseudomonas putida WCS358, Pseudomonas putida WCS358 (Q9R9T1)
Manually annotated by BRENDA team
Kwon, S.Y.; Kang, B.S.; Kim, G.H.; Kim, K.J.
Expression, purification, crystallization and initial crystallographic characterization of the p-hydroxybenzoate hydroxylase from Corynebacterium glutamicum
Acta Crystallogr. Sect. F
F63
944-946
2007
Corynebacterium glutamicum
Manually annotated by BRENDA team
Huang, Y.; Zhao, K.X.; Shen, X.H.; Jiang, C.Y.; Liu, S.J.
Genetic and biochemical characterization of a 4-hydroxybenzoate hydroxylase from Corynebacterium glutamicum
Appl. Microbiol. Biotechnol.
78
75-83
2008
Corynebacterium glutamicum
Manually annotated by BRENDA team
Chang, H.K.; Zylstra, G.J.
Examination and expansion of the substrate range of m-hydroxybenzoate hydroxylase
Biochem. Biophys. Res. Commun.
371
149-153
2008
Comamonas testosteroni (Q6SSJ6), Comamonas testosteroni GZ39, Comamonas testosteroni GZ39 (Q6SSJ6)
Manually annotated by BRENDA team
Kudryashova, E.V.; Visser, A.J.; van Berkel, W.J.
Monomer formation and function of p-hydroxybenzoate hydroxylase in reverse micelles and in dimethylsulfoxide/water mixtures
Chembiochem
9
413-419
2008
Pseudomonas fluorescens
Manually annotated by BRENDA team
Deveryshetty, J.; Suvekbala, V.; Varadamshetty, G.; Phale, P.S.
Metabolism of 2-, 3- and 4-hydroxybenzoates by soil isolates Alcaligenes sp. strain PPH and Pseudomonas sp. strain PPD
FEMS Microbiol. Lett.
268
59-66
2007
Alcaligenes sp., Pseudomonas sp.
Manually annotated by BRENDA team
Kim, D.; Kim, S.W.; Choi, K.Y.; Lee, J.S.; Kim, E.
Molecular cloning and functional characterization of the genes encoding benzoate and p-hydroxybenzoate degradation by the halophilic Chromohalobacter sp. strain HS-2
FEMS Microbiol. Lett.
280
235-241
2008
Chromohalobacter sp., Chromohalobacter sp. HS-2
Manually annotated by BRENDA team
Van Den Berg, P.A.; Grever, K.; Van Hoek, A.; Van Berkel, W.J.; Visser, A.J.
Time-resolved fluorescence analysis of the mobile flavin cofactor in p-hydroxybenzoate hydroxylase
J. Chem. Sci.
119
123-133
2007
Pseudomonas fluorescens
-
Manually annotated by BRENDA team
Cui, Y.; Barford, J.P.; Renneberg, R.
Development of an L-glutamate biosensor using the coimmobilization of L-glutamate dehydrogenase and p-hydroxybenzoate hydroxylase on a Clark-type electrode
Sens. Actuators B Chem.
B127
358-361
2007
Pseudomonas sp.
-
Manually annotated by BRENDA team
Zimmermann, T.; Sorg, T.; Siehler, S.Y.; Gerischer, U.
Role of Acinetobacter baylyi Crc in catabolite repression of enzymes for aromatic compound catabolism
J. Bacteriol.
191
2834-2842
2009
Acinetobacter baylyi, Acinetobacter baylyi ADPU54
Manually annotated by BRENDA team
Chen, Y.; Peng, Y.; Dai, C.; Ju, Q.
Biodegradation of 4-hydroxybenzoic acid by Phomopsis liquidambari
Appl. Soil Ecol.
51
102-110
2011
Diaporthe liquidambaris, Diaporthe liquidambaris B3
-
Manually annotated by BRENDA team
Donoso, R.A.; Perez-Pantoja, D.; Gonzalez, B.
Strict and direct transcriptional repression of the pobA gene by benzoate avoids 4-hydroxybenzoate degradation in the pollutant degrader bacterium Cupriavidus necator JMP134
Environ. Microbiol.
13
1590-1600
2011
Cupriavidus necator, Cupriavidus necator JMP 134-1
Manually annotated by BRENDA team
Romero-Silva, M.J.; Mendez, V.; Agullo, L.; Seeger, M.
Genomic and functional analyses of the gentisate and protocatechuate ring-cleavage pathways and related 3-hydroxybenzoate and 4-hydroxybenzoate peripheral pathways in Burkholderia xenovorans LB400
PLoS ONE
8
e56038
2013
Paraburkholderia xenovorans
Manually annotated by BRENDA team
Chen, Z.; Shen, X.; Wang, J.; Wang, J.; Yuan, Q.; Yan, Y.
Rational engineering of p-hydroxybenzoate hydroxylase to enable efficient gallic acid synthesis via a novel artificial biosynthetic pathway
Biotechnol. Bioeng.
114
2571-2580
2017
Pseudomonas aeruginosa
Manually annotated by BRENDA team
Dalvi, S.; Youssef, N.H.; Fathepure, B.Z.
Microbial community structure analysis of a benzoate-degrading halophilic archaeal enrichment
Extremophiles
20
311-321
2016
Haloferax volcanii, Haloferax volcanii DS2
Manually annotated by BRENDA team
Ceveryshetty, J.; Suvekbala, V.; Varadamshetty, G.; Phale, P.S.
Metabolism of 2-, 3- and 4-hydroxybenzoates by soil isolates Alcaligenes sp. strain PPH and Pseudomonas sp. strain PPD
FEMS Microbiol. Lett.
268
59-66
2007
Alcaligenes sp. PPH, Pseudomonas sp. PPD
Manually annotated by BRENDA team
Van Den Berg, P.A.; Grever, K.; Van Hoek, A.; Van Berkel, W.J.; Visser, A.J.
Time-resolved fluorescence analysis of the mobile flavin cofactor in p-hydroxybenzoate hydroxylase
J. Chem. Sci.
119
123-133
2007
Pseudomonas fluorescens
-
Manually annotated by BRENDA team
Wang, J.-Y.; Zhou, L.; Chen, B.; Sun, S.; Zhang, W.; Li, M.; Tang, H.; Jiang, B.-L.; Tang, J.L.; He, Y.-W.
A functional 4-hydroxybenzoate degradation pathway in the phytopathogen Xanthomonas campestris is required for full pathogenicity
Sci. Rep.
5
18456
2015
Xanthomonas campestris, Xanthomonas campestris ATCC 33913
-
Manually annotated by BRENDA team
Cui, Y.; Barford, J.P.; Renneberg, R.
Development of an L-glutamate biosensor using the coimmobilization of L-glutamate dehydrogenase and p-hydroxybenzoate hydroxylase on a Clark-type electrode
Sens. Actuators B Chem.
B127
358-361
2007
Pseudomonas sp.
-
Manually annotated by BRENDA team