{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,10]],"date-time":"2026-06-10T15:52:16Z","timestamp":1781106736584,"version":"3.54.1"},"reference-count":19,"publisher":"National Academy of Sciences","issue":"9","content-domain":{"domain":["www.pnas.org"],"crossmark-restriction":true},"short-container-title":["Proc. Natl. Acad. Sci. U.S.A."],"published-print":{"date-parts":[[1997,4,29]]},"abstract":"<jats:p>\n                    The results of this study report the H\n                    <jats:sub>2<\/jats:sub>\n                    O\n                    <jats:sub>2<\/jats:sub>\n                    -driven microperoxidase-8 (MP8)-catalyzed dehalogenation of halophenols such as 4-fluorophenol, 4-chlorophenol, 4-bromophenol, and 2-fluorophenol in alcoholic solvents. In methanol, the conversion of the para-halophenols and 2-fluorophenol to, respectively, 4-methoxyphenol and 2-methoxyphenol, as the major dehalogenated products is observed. In ethanol, 4-ethoxyphenol is the principal dehalogenated product formed from 4-fluorophenol. Two mechanisms are suggested for this MP8-dependent alkoxylating dehalogenation reaction. In one of these mechanisms the oxene resonant form of compound I of MP8 is suggested to react with methanol forming a cofactor-peroxide-alkyl intermediate. This intermediate reacts with the reactive \u03c0-electrons of the substrate, leading to the formation of the alkoxyphenols and the release of the fluorine substituent as fluoride anion.\n                  <\/jats:p>","DOI":"10.1073\/pnas.94.9.4295","type":"journal-article","created":{"date-parts":[[2002,7,26]],"date-time":"2002-07-26T10:31:39Z","timestamp":1027679499000},"page":"4295-4299","update-policy":"https:\/\/doi.org\/10.1073\/pnas.cm10313","source":"Crossref","is-referenced-by-count":23,"title":["Microperoxidase\/H\n                    <sub>2<\/sub>\n                    O\n                    <sub>2<\/sub>\n                    -mediated alkoxylating dehalogenation of halophenol derivatives in alcoholic\u2009media"],"prefix":"10.1073","volume":"94","author":[{"given":"Ahmed M.","family":"Osman","sequence":"first","affiliation":[{"name":"Department of Biochemistry, Agricultural University, Dreijenlaan 3, 6703 HA, Wageningen, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sjef","family":"Boeren","sequence":"additional","affiliation":[{"name":"Department of Biochemistry, Agricultural University, Dreijenlaan 3, 6703 HA, Wageningen, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marelle G.","family":"Boersma","sequence":"additional","affiliation":[{"name":"Department of Biochemistry, Agricultural University, Dreijenlaan 3, 6703 HA, Wageningen, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Cees","family":"Veeger","sequence":"additional","affiliation":[{"name":"Department of Biochemistry, Agricultural University, Dreijenlaan 3, 6703 HA, Wageningen, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ivonne M. C. M.","family":"Rietjens","sequence":"additional","affiliation":[{"name":"Department of Biochemistry, Agricultural University, Dreijenlaan 3, 6703 HA, Wageningen, The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"341","published-online":{"date-parts":[[1997,4,29]]},"reference":[{"key":"e_1_3_3_1_2","doi-asserted-by":"publisher","DOI":"10.1021\/j100360a038"},{"key":"e_1_3_3_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/0006-291X(91)91717-Q"},{"key":"e_1_3_3_3_2","doi-asserted-by":"publisher","DOI":"10.1016\/0014-5793(85)80799-7"},{"key":"e_1_3_3_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/0162-0134(87)80064-8"},{"key":"e_1_3_3_5_2","doi-asserted-by":"publisher","DOI":"10.1039\/p29910001839"},{"key":"e_1_3_3_6_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1432-1033.1996.0232h.x"},{"key":"e_1_3_3_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)79107-6"},{"key":"e_1_3_3_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/0162-0134(86)80064-2"},{"key":"e_1_3_3_9_2","doi-asserted-by":"publisher","DOI":"10.1111\/j.1432-1033.1996.0215t.x"},{"key":"e_1_3_3_10_2","doi-asserted-by":"publisher","DOI":"10.1042\/bj0550416"},{"key":"e_1_3_3_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/tx00035a013"},{"key":"e_1_3_3_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(95)01611-K"},{"key":"e_1_3_3_13_2","doi-asserted-by":"publisher","DOI":"10.1042\/bj1870893"},{"key":"e_1_3_3_14_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9258(20)79890-X"},{"key":"e_1_3_3_15_2","doi-asserted-by":"publisher","DOI":"10.1007\/s007750050043"},{"key":"e_1_3_3_16_2","doi-asserted-by":"publisher","DOI":"10.1007\/s007750050069"},{"key":"e_1_3_3_17_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.271.8.4023"},{"key":"e_1_3_3_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00202a021"},{"key":"e_1_3_3_19_2","unstructured":"Osman A.\u2009M. Boeren S. Veeger C. & Rietjens I.\u2009M.\u2009C.\u2009M. (1997) Chem.-Biol. Interact. in press."}],"container-title":["Proceedings of the National Academy of Sciences"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pnas.org\/doi\/pdf\/10.1073\/pnas.94.9.4295","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2022,4,13]],"date-time":"2022-04-13T16:02:43Z","timestamp":1649865763000},"score":1,"resource":{"primary":{"URL":"https:\/\/pnas.org\/doi\/full\/10.1073\/pnas.94.9.4295"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[1997,4,29]]},"references-count":19,"journal-issue":{"issue":"9","published-print":{"date-parts":[[1997,4,29]]}},"alternative-id":["10.1073\/pnas.94.9.4295"],"URL":"https:\/\/doi.org\/10.1073\/pnas.94.9.4295","relation":{},"ISSN":["0027-8424","1091-6490"],"issn-type":[{"value":"0027-8424","type":"print"},{"value":"1091-6490","type":"electronic"}],"subject":[],"published":{"date-parts":[[1997,4,29]]},"assertion":[{"value":"1996-11-15","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"1997-02-18","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"1997-04-29","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}