{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2023,11,22]],"date-time":"2023-11-22T21:43:40Z","timestamp":1700689420691},"reference-count":15,"publisher":"American Society for Microbiology","issue":"3","license":[{"start":{"date-parts":[[1969,3,1]],"date-time":"1969-03-01T00:00:00Z","timestamp":-26438400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/journals.asm.org\/non-commercial-tdm-license"}],"content-domain":{"domain":["journals.asm.org"],"crossmark-restriction":true},"short-container-title":["J Bacteriol"],"published-print":{"date-parts":[[1969,3]]},"abstract":"<jats:p>\n            <jats:italic>Pseudomonas fluorescens<\/jats:italic>\n            was grown on mineral salts media with phenol,\n            <jats:italic>p<\/jats:italic>\n            -hydroxybenzoic acid,\n            <jats:italic>p<\/jats:italic>\n            -hydroxy-phenylacetic acid, or\n            <jats:italic>p<\/jats:italic>\n            -hydroxy-\n            <jats:italic>trans<\/jats:italic>\n            -cinnamic acid as sole carbon and energy source. Each compound was first hydroxylated,\n            <jats:italic>ortho<\/jats:italic>\n            to the hydroxyl group on the benzene ring, to give catechol, protocatechuic acid (3,4-dihydroxy-benzoic acid), homoprotocatechuic acid (3,4-dihydroxy-phenylacetic acid), and caffeic acid (3,4-dihydroxy-\n            <jats:italic>trans<\/jats:italic>\n            -cinnamic acid), respectively, as the ultimate aromatic products before cleavage of the benzene nucleus. Protocatechuic acid and caffeic acid were shown to be cleaved by\n            <jats:italic>ortho<\/jats:italic>\n            fission, via a 3,4-oxygenase mechanism, to give \u03b2-substituted\n            <jats:italic>cis, cis<\/jats:italic>\n            -muconic acids as the initial aliphatic products. However, catechol and homoprotocatechuic acid were cleaved by\n            <jats:italic>meta<\/jats:italic>\n            fission, by 2,3-and 4,5-oxygenases, respectively, to give \u03b1-hydroxy-muconic semialdehyde and \u03b1-hydroxy-\u03b3-carboxymethyl muconic semialdehyde as initial aliphatic intermediates. Caffeic acid: 3,4-oxygenase, a new oxygenase, consumes 1 mole of O\n            <jats:sub>2<\/jats:sub>\n            per mole of substrate and has an optimal\n            <jats:italic>p<\/jats:italic>\n            H of 7.0. The mechanism of cleavage of enzymes derepressed for substituted catechols by\n            <jats:italic>P. fluorescens<\/jats:italic>\n            apparently changes from\n            <jats:italic>ortho<\/jats:italic>\n            to\n            <jats:italic>meta<\/jats:italic>\n            with the increasing nephelauxetic (electron donor) effect of the side-chain substituent.\n          <\/jats:p>","DOI":"10.1128\/jb.97.3.1192-1197.1969","type":"journal-article","created":{"date-parts":[[2020,1,5]],"date-time":"2020-01-05T02:14:58Z","timestamp":1578190498000},"page":"1192-1197","update-policy":"http:\/\/dx.doi.org\/10.1128\/asmj-crossmark-policy-page","source":"Crossref","is-referenced-by-count":23,"title":["Influence of Side-Chain Substituents on the Position of Cleavage of the Benzene Ring by\n            <i>Pseudomonas fluorescens<\/i>"],"prefix":"10.1128","volume":"97","author":[{"given":"M. M.","family":"Seidman","sequence":"first","affiliation":[{"name":"Department of Chemistry and Chemical Engineering, Division of Biochemistry, University of Illinois, Urbana, Illinois 61801"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Anne","family":"Toms","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Chemical Engineering, Division of Biochemistry, University of Illinois, Urbana, Illinois 61801"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"J. M.","family":"Wood","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Chemical Engineering, Division of Biochemistry, University of Illinois, Urbana, Illinois 61801"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"235","reference":[{"key":"p_1","doi-asserted-by":"crossref","first-page":"293","DOI":"10.1042\/bj1010293","article-title":"The metabolism of cresols by species of Pseudomonas","volume":"101","author":"Bayly R. 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