Characterization of an Escherichia Coli Aromatic Hydroxylase with a Broad Substrate Range

Overview

Journal J Bacteriol

Publisher American Society for Microbiology

Specialty Microbiology

Date 1993 Apr 1

PMID 8458860

Citations 27

Authors

M A Prieto

J L Garcia

Affiliations

Soon will be listed here.

Abstract

The hpaB gene encoding an aromatic hydroxylase of Escherichia coli ATCC 11105, a penicillin G acylase-producing strain, has been cloned and expressed in E. coli K-12. This gene was located near the pacA gene coding for penicillin G acylase. The hydroxylase has a molecular mass of 59,000 Da, uses NADH as a cosubstrate, and was tentatively classified as a 4-hydroxyphenylacetic acid hydroxylase, albeit it exhibited a rather broad substrate specificity acting on different monohydric and dihydric phenols. E. coli W, C, and B as well as Klebsiella pneumoniae M5a1 and Kluyvera citrophila ATCC 21285 (a penicillin G acylase-producing strain) but not E. coli K-12 contained sequences homologous to hpaB. Our results support the hypothesis that hpaB is a component of the 4-hydroxyphenylacetic acid degradative pathway of E. coli W.

Citing Articles

Production of aromatic amino acids and their derivatives by Escherichia coli and Corynebacterium glutamicum.

Hirasawa T, Satoh Y, Koma D World J Microbiol Biotechnol. 2025; 41(2):65.

PMID: 39915353 PMC: 11802643. DOI: 10.1007/s11274-025-04264-3.

synthesis of 1-phenethylisoquinoline in engineered .

Mao Y, Zhu J, Zhang Q, Wang G, Fan H, Zhang X Synth Syst Biotechnol. 2024; 10(1):271-280.

PMID: 39650803 PMC: 11625190. DOI: 10.1016/j.synbio.2024.10.007.

Genetic Engineering Approaches for the Microbial Production of Vanillin.

Santos L, Lautru S, Pernodet J Biomolecules. 2024; 14(11).

PMID: 39595589 PMC: 11591617. DOI: 10.3390/biom14111413.

4-Hydroxyphenylacetate 3-Hydroxylase (4HPA3H): A Vigorous Monooxygenase for Versatile -Hydroxylation Applications in the Biosynthesis of Phenolic Derivatives.

Sun P, Xu S, Tian Y, Chen P, Wu D, Zheng P Int J Mol Sci. 2024; 25(2).

PMID: 38279222 PMC: 10816480. DOI: 10.3390/ijms25021222.

Rapid, high-titer biosynthesis of melanin using the marine bacterium .

Smith A, Tschirhart T, Compton J, Hennessa T, VanArsdale E, Wang Z Front Bioeng Biotechnol. 2023; 11:1239756.

PMID: 37781538 PMC: 10534004. DOI: 10.3389/fbioe.2023.1239756.

References

Gurujeyalakshmi G, Oriel P . Isolation of phenol-degrading Bacillus stearothermophilus and partial characterization of the phenol hydroxylase. Appl Environ Microbiol. 1989; 55(2):500-2. PMC: 184139. DOI: 10.1128/aem.55.2.500-502.1989. View

Jenkins J, Cooper R . Molecular cloning, expression, and analysis of the genes of the homoprotocatechuate catabolic pathway of Escherichia coli C. J Bacteriol. 1988; 170(11):5317-24. PMC: 211607. DOI: 10.1128/jb.170.11.5317-5324.1988. View

Martin M, Gibello A, Fernandez J, Ferrer E, Garrido-Pertierra A . Catabolism of 3- and 4-hydroxyphenylacetic acid by Klebsiella pneumoniae. J Gen Microbiol. 1991; 137(3):621-8. DOI: 10.1099/00221287-137-3-621. View

Valle F, Balbas P, Merino E, Bolivar F . The role of penicillin amidases in nature and in industry. Trends Biochem Sci. 1991; 16(1):36-40. DOI: 10.1016/0968-0004(91)90014-m. View

van Berkel W, van den Tweel W . Purification and characterisation of 3-hydroxyphenylacetate 6-hydroxylase: a novel FAD-dependent monooxygenase from a Flavobacterium species. Eur J Biochem. 1991; 201(3):585-92. DOI: 10.1111/j.1432-1033.1991.tb16318.x. View

Smith M . The biodegradation of aromatic hydrocarbons by bacteria. Biodegradation. 1990; 1(2-3):191-206. DOI: 10.1007/BF00058836. View

Adachi K, Takeda Y, SENOH S, Kita H . METABOLISM OF P-HYDROXYPHENYLACETIC ACID IN PSEUDOMONAS OVALIS. Biochim Biophys Acta. 1964; 93:483-93. DOI: 10.1016/0304-4165(64)90332-0. View

DAGLEY S, Wood J . OXIDATION OF PHENYLACETIC ACID BY A PSEUDOMONAS. Biochim Biophys Acta. 1965; 99:383-5. DOI: 10.1016/s0926-6593(65)80140-0. View

Grant D . Kinetic aspects of the growth of Klebsiella aerogenes with some benzenoid carbon sources. J Gen Microbiol. 1967; 46(2):213-24. DOI: 10.1099/00221287-46-2-213. View

10.

BLAKLEY E, Kurz W, HALVORSON H, SIMPSON F . The metabolism of phenylacetic acid by a Pseudomonas. Can J Microbiol. 1967; 13(2):147-57. DOI: 10.1139/m67-021. View

11.

Patel J, Grant D . The formation of phenol in the degradation of p-hydroxybenzoic acid by Klebsiella aerogenes (Aerobacter aerogenes). Antonie Van Leeuwenhoek. 1969; 35(1):53-64. DOI: 10.1007/BF02219116. View

12.

Grant D, Patel J . The non-oxidative decarboxylation of p-hydroxybenzoic acid, gentisic acid, protocatechuic acid and gallic acid by Klebsiella aerogenes (Aerobacter aerogenes). Antonie Van Leeuwenhoek. 1969; 35(3):325-43. DOI: 10.1007/BF02219153. View

13.

Grant D . The oxidative degradation of benzoate and catechol by Klebsiella aerogenes (Aerobacter aerogenes). Antonie Van Leeuwenhoek. 1970; 36(1):161-77. DOI: 10.1007/BF02069018. View

14.

Laemmli U . Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature. 1970; 227(5259):680-5. DOI: 10.1038/227680a0. View

15.

BLAKLEY E . Microbial conversion of p-hydroxyphenylacetic acid to homogentisic acid. Can J Microbiol. 1972; 18(8):1247-55. DOI: 10.1139/m72-193. View

16.

Neujahr H, Gaal A . Phenol hydroxylase from yeast. Purification and properties of the enzyme from Trichosporon cutaneum. Eur J Biochem. 1973; 35(2):386-400. DOI: 10.1111/j.1432-1033.1973.tb02851.x. View

17.

Adachi T, Murooka Y, Harada T . Derepression of arylsulfatase synthesis in Aerobacter aerogenes by tyramine. J Bacteriol. 1973; 116(1):19-24. PMC: 246385. DOI: 10.1128/jb.116.1.19-24.1973. View

18.

Sparnins V, Chapman P, DAGLEY S . Bacterial degradation of 4-hydroxyphenylacetic acid and homoprotocatechuic acid. J Bacteriol. 1974; 120(1):159-67. PMC: 245745. DOI: 10.1128/jb.120.1.159-167.1974. View

19.

Hareland W, Crawford R, Chapman P, DAGLEY S . Metabolic function and properties of 4-hydroxyphenylacetic acid 1-hydroxylase from Pseudomonas acidovorans. J Bacteriol. 1975; 121(1):272-85. PMC: 285641. DOI: 10.1128/jb.121.1.272-285.1975. View

20.

Bradford M . A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem. 1976; 72:248-54. DOI: 10.1016/0003-2697(76)90527-3. View