Literature DB >> 11375144

Hydrolysis of 4-hydroxybenzoic acid esters (parabens) and their aerobic transformation into phenol by the resistant Enterobacter cloacae strain EM.

N Valkova1, F Lépine, L Valeanu, M Dupont, L Labrie, J G Bisaillon, R Beaudet, F Shareck, R Villemur.   

Abstract

Enterobacter cloacae strain EM was isolated from a commercial dietary mineral supplement stabilized by a mixture of methylparaben and propylparaben. It harbored a high-molecular-weight plasmid and was resistant to high concentrations of parabens. Strain EM was able to grow in liquid media containing similar amounts of parabens as found in the mineral supplement (1,700 and 180 mg of methyl and propylparaben, respectively, per liter or 11.2 and 1.0 mM) and in very high concentrations of methylparaben (3,000 mg liter(-1), or 19.7 mM). This strain was able to hydrolyze approximately 500 mg of methyl-, ethyl-, or propylparaben liter(-1) (3 mM) in less than 2 h in liquid culture, and the supernatant of a sonicated culture, after a 30-fold dilution, was able to hydrolyze 1,000 mg of methylparaben liter(-1) (6.6 mM) in 15 min. The first step of paraben degradation was the hydrolysis of the ester bond to produce 4-hydroxybenzoic acid, followed by a decarboxylation step to produce phenol under aerobic conditions. The transformation of 4-hydroxybenzoic acid into phenol was stoichiometric. The conversion of approximately 500 mg of parabens liter(-1) (3 mM) to phenol in liquid culture was completed within 5 h without significant hindrance to the growth of strain EM, while higher concentrations of parabens partially inhibited its growth.

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Year:  2001        PMID: 11375144      PMCID: PMC92888          DOI: 10.1128/AEM.67.6.2404-2409.2001

Source DB:  PubMed          Journal:  Appl Environ Microbiol        ISSN: 0099-2240            Impact factor:   4.792


  24 in total

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Journal:  Antonie Van Leeuwenhoek       Date:  1969       Impact factor: 2.271

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Authors:  J C Patel; D J Grant
Journal:  Antonie Van Leeuwenhoek       Date:  1969       Impact factor: 2.271

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  6 in total

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2.  Biosynthesis of cis,cis-muconic acid and its aromatic precursors, catechol and protocatechuic acid, from renewable feedstocks by Saccharomyces cerevisiae.

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Journal:  Appl Environ Microbiol       Date:  2012-09-21       Impact factor: 4.792

3.  prbA, a gene coding for an esterase hydrolyzing parabens in enterobacter cloacae and Enterobacter gergoviae strains.

Authors:  Nelly Valkova; François Lépine; Claude Bollet; Maryse Dupont; Richard Villemur
Journal:  J Bacteriol       Date:  2002-09       Impact factor: 3.490

4.  Identification of phenol- and p-cresol-producing intestinal bacteria by using media supplemented with tyrosine and its metabolites.

Authors:  Yuki Saito; Tadashi Sato; Koji Nomoto; Hirokazu Tsuji
Journal:  FEMS Microbiol Ecol       Date:  2018-09-01       Impact factor: 4.194

Review 5.  Identifying potential paraben transformation products and evaluating changes in toxicity as a result of transformation.

Authors:  Michael T Penrose; George P Cobb
Journal:  Water Environ Res       Date:  2022-04       Impact factor: 3.306

Review 6.  Hypersensitivity Reactions to Food Additives-Preservatives, Antioxidants, Flavor Enhancers.

Authors:  Mateusz Witkowski; Halina Grajeta; Krzysztof Gomułka
Journal:  Int J Environ Res Public Health       Date:  2022-09-13       Impact factor: 4.614

  6 in total

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