Comparison of reaction products from the transformation of catechol catalyzed by birnessite or tyrosinase
Both tyrosinase, a Cu-containing polyphenoloxidase, and birnessite (delta-MnO2) are able to catalyze the transformation of phenolic compounds through oxidative polymerization, a process that leads to humification, but the reaction mechanisms are not fully understood. The objective of this study was...
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| Veröffentlicht in: | Soil Science Society of America journal 1998-01, Vol.62 (1), p.188-195 |
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| creator | Naidja, A. (Univ. of Saskatchewan, Saskatoon, SK, Canada.) Huang, P.M Bollag, J.M |
| description | Both tyrosinase, a Cu-containing polyphenoloxidase, and birnessite (delta-MnO2) are able to catalyze the transformation of phenolic compounds through oxidative polymerization, a process that leads to humification, but the reaction mechanisms are not fully understood. The objective of this study was to characterize or identify the reaction products generated from catechol (1,2-dihydroxybenzene) by birnessite or tyrosinase. Birnessite and tyrosinase catalyzed the transformation of catechol to oligomers, polycondensates, and fragments. The reaction products formed after catalysis by tyrosinase were brown colored, while those resulting from the birnessite-catechol system were green colored; the former had a higher absorbance between 200 and 620 nm than the latter. This indicated a higher degree of aromatic ring condensation in products of the tyrosinase-catechol system relative to those of the birnessite-catechol system. In addition, the products of birnessite catalysis contained polycondensates and fragments, including aliphatic components, with lower molecular weights than did the products derived from catalysis by tyrosinase. Fourier-transform infrared (FTIR) analysis and mass spectrometry indicated that the reaction products formed an organic coating on the birnessite granules |
| doi_str_mv | 10.2136/sssaj1998.03615995006200010025x |
| format | Article |
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(Univ. of Saskatchewan, Saskatoon, SK, Canada.) ; Huang, P.M ; Bollag, J.M</creator><creatorcontrib>Naidja, A. (Univ. of Saskatchewan, Saskatoon, SK, Canada.) ; Huang, P.M ; Bollag, J.M</creatorcontrib><description>Both tyrosinase, a Cu-containing polyphenoloxidase, and birnessite (delta-MnO2) are able to catalyze the transformation of phenolic compounds through oxidative polymerization, a process that leads to humification, but the reaction mechanisms are not fully understood. The objective of this study was to characterize or identify the reaction products generated from catechol (1,2-dihydroxybenzene) by birnessite or tyrosinase. Birnessite and tyrosinase catalyzed the transformation of catechol to oligomers, polycondensates, and fragments. The reaction products formed after catalysis by tyrosinase were brown colored, while those resulting from the birnessite-catechol system were green colored; the former had a higher absorbance between 200 and 620 nm than the latter. This indicated a higher degree of aromatic ring condensation in products of the tyrosinase-catechol system relative to those of the birnessite-catechol system. In addition, the products of birnessite catalysis contained polycondensates and fragments, including aliphatic components, with lower molecular weights than did the products derived from catalysis by tyrosinase. Fourier-transform infrared (FTIR) analysis and mass spectrometry indicated that the reaction products formed an organic coating on the birnessite granules</description><identifier>ISSN: 0361-5995</identifier><identifier>EISSN: 1435-0661</identifier><identifier>DOI: 10.2136/sssaj1998.03615995006200010025x</identifier><identifier>CODEN: SSSJD4</identifier><language>eng</language><publisher>Madison, WI: Soil Science Society of America</publisher><subject>Agronomy. Soil science and plant productions ; Biochemistry ; Biological and medical sciences ; CARACT MICROMORFOLOGICAS DEL SUELO ; CATALIZADOR ; CATALYSEUR ; CATALYSTS ; Chemical, physicochemical, biochemical and biological properties ; COMPOSE PHENOLIQUE ; COMPUESTOS FENOLICOS ; Earth sciences ; Earth, ocean, space ; Enzymes ; Exact sciences and technology ; Fundamental and applied biological sciences. 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(Univ. of Saskatchewan, Saskatoon, SK, Canada.)</creatorcontrib><creatorcontrib>Huang, P.M</creatorcontrib><creatorcontrib>Bollag, J.M</creatorcontrib><title>Comparison of reaction products from the transformation of catechol catalyzed by birnessite or tyrosinase</title><title>Soil Science Society of America journal</title><description>Both tyrosinase, a Cu-containing polyphenoloxidase, and birnessite (delta-MnO2) are able to catalyze the transformation of phenolic compounds through oxidative polymerization, a process that leads to humification, but the reaction mechanisms are not fully understood. The objective of this study was to characterize or identify the reaction products generated from catechol (1,2-dihydroxybenzene) by birnessite or tyrosinase. Birnessite and tyrosinase catalyzed the transformation of catechol to oligomers, polycondensates, and fragments. The reaction products formed after catalysis by tyrosinase were brown colored, while those resulting from the birnessite-catechol system were green colored; the former had a higher absorbance between 200 and 620 nm than the latter. This indicated a higher degree of aromatic ring condensation in products of the tyrosinase-catechol system relative to those of the birnessite-catechol system. In addition, the products of birnessite catalysis contained polycondensates and fragments, including aliphatic components, with lower molecular weights than did the products derived from catalysis by tyrosinase. Fourier-transform infrared (FTIR) analysis and mass spectrometry indicated that the reaction products formed an organic coating on the birnessite granules</description><subject>Agronomy. Soil science and plant productions</subject><subject>Biochemistry</subject><subject>Biological and medical sciences</subject><subject>CARACT MICROMORFOLOGICAS DEL SUELO</subject><subject>CATALIZADOR</subject><subject>CATALYSEUR</subject><subject>CATALYSTS</subject><subject>Chemical, physicochemical, biochemical and biological properties</subject><subject>COMPOSE PHENOLIQUE</subject><subject>COMPUESTOS FENOLICOS</subject><subject>Earth sciences</subject><subject>Earth, ocean, space</subject><subject>Enzymes</subject><subject>Exact sciences and technology</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Geochemistry</subject><subject>HUMIFICATION</subject><subject>HUMUS</subject><subject>MINERALES</subject><subject>MINERALS</subject><subject>MINERAUX</subject><subject>MONOPHENOL MONOOXYGENASE</subject><subject>ORGANIC COATINGS</subject><subject>Organic matter</subject><subject>OXIDACION</subject><subject>OXIDATION</subject><subject>OXIDOREDUCTASES</subject><subject>OXIDORREDUCTASAS</subject><subject>OXYDATION</subject><subject>OXYDOREDUCTASE</subject><subject>PHENOLIC COMPOUNDS</subject><subject>Phenols</subject><subject>Physics, chemistry, biochemistry and biology of agricultural and forest soils</subject><subject>POLIMERIZACION</subject><subject>POLYMERISATION</subject><subject>POLYMERIZATION</subject><subject>PYROCATECHOL</subject><subject>Soil and rock geochemistry</subject><subject>SOIL MICROMORPHOLOGICAL FEATURES</subject><subject>Soil science</subject><subject>Soils</subject><subject>TRAIT MICROMORPHOLOGIQUE DU SOL</subject><issn>0361-5995</issn><issn>1435-0661</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1998</creationdate><recordtype>article</recordtype><recordid>eNqV0U1r3DAQBmBTWug2yU8omFLIyeno2zqVsPSTQA6bQG5CK0uNFtvaaryk7q-v3A05lFx6kebwMK9GU1XnBC4oYfIDItod0bq9ACaJ0FoASAoABICKXy-qFeFMNCAleVmtFtMs6HX1BnFXlNAAqyqu07C3OWIa6xTq7K2bYqn3OXUHN2Edchrq6d7XU7YjhpQH-xcU7Ozk3X3ql8L282_f1du53sY8esQ4-Trleppzwjha9KfVq2B79GeP90l1-_nTzfprc3X95dv68qpxXOq7piOCBaYEawPVtA2y1Ip2neiUc0S33gqlOJdWdVoHKhUP0G0VEOo8EMvZSXV-7FtG-HnwOJkhovN9b0efDmgUZ5K3wFWR7_6Ru3TIY3mcoUSC4C1nBX08IlcGweyD2ec42DwbAmZZhHlahHl2EaXD-8cYi872ofyji_jUhlJoFV2CzJE9xN7P_5tiNpff6WZTzsU8R-5KwttjQrDJ2B9l6eZ2U7iCFiin7A8_iK6e</recordid><startdate>199801</startdate><enddate>199801</enddate><creator>Naidja, A. (Univ. of Saskatchewan, Saskatoon, SK, Canada.)</creator><creator>Huang, P.M</creator><creator>Bollag, J.M</creator><general>Soil Science Society of America</general><general>American Society of Agronomy</general><scope>FBQ</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7ST</scope><scope>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>SOI</scope><scope>KR7</scope></search><sort><creationdate>199801</creationdate><title>Comparison of reaction products from the transformation of catechol catalyzed by birnessite or tyrosinase</title><author>Naidja, A. (Univ. of Saskatchewan, Saskatoon, SK, Canada.) ; Huang, P.M ; Bollag, J.M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c469X-d153f37538f2928f637572dd5d7cc198ea577446a7d99f2674f0db7012ce01a43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1998</creationdate><topic>Agronomy. Soil science and plant productions</topic><topic>Biochemistry</topic><topic>Biological and medical sciences</topic><topic>CARACT MICROMORFOLOGICAS DEL SUELO</topic><topic>CATALIZADOR</topic><topic>CATALYSEUR</topic><topic>CATALYSTS</topic><topic>Chemical, physicochemical, biochemical and biological properties</topic><topic>COMPOSE PHENOLIQUE</topic><topic>COMPUESTOS FENOLICOS</topic><topic>Earth sciences</topic><topic>Earth, ocean, space</topic><topic>Enzymes</topic><topic>Exact sciences and technology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Geochemistry</topic><topic>HUMIFICATION</topic><topic>HUMUS</topic><topic>MINERALES</topic><topic>MINERALS</topic><topic>MINERAUX</topic><topic>MONOPHENOL MONOOXYGENASE</topic><topic>ORGANIC COATINGS</topic><topic>Organic matter</topic><topic>OXIDACION</topic><topic>OXIDATION</topic><topic>OXIDOREDUCTASES</topic><topic>OXIDORREDUCTASAS</topic><topic>OXYDATION</topic><topic>OXYDOREDUCTASE</topic><topic>PHENOLIC COMPOUNDS</topic><topic>Phenols</topic><topic>Physics, chemistry, biochemistry and biology of agricultural and forest soils</topic><topic>POLIMERIZACION</topic><topic>POLYMERISATION</topic><topic>POLYMERIZATION</topic><topic>PYROCATECHOL</topic><topic>Soil and rock geochemistry</topic><topic>SOIL MICROMORPHOLOGICAL FEATURES</topic><topic>Soil science</topic><topic>Soils</topic><topic>TRAIT MICROMORPHOLOGIQUE DU SOL</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Naidja, A. (Univ. of Saskatchewan, Saskatoon, SK, Canada.)</creatorcontrib><creatorcontrib>Huang, P.M</creatorcontrib><creatorcontrib>Bollag, J.M</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Environment Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Environment Abstracts</collection><collection>Civil Engineering Abstracts</collection><jtitle>Soil Science Society of America journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Naidja, A. (Univ. of Saskatchewan, Saskatoon, SK, Canada.)</au><au>Huang, P.M</au><au>Bollag, J.M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Comparison of reaction products from the transformation of catechol catalyzed by birnessite or tyrosinase</atitle><jtitle>Soil Science Society of America journal</jtitle><date>1998-01</date><risdate>1998</risdate><volume>62</volume><issue>1</issue><spage>188</spage><epage>195</epage><pages>188-195</pages><issn>0361-5995</issn><eissn>1435-0661</eissn><coden>SSSJD4</coden><abstract>Both tyrosinase, a Cu-containing polyphenoloxidase, and birnessite (delta-MnO2) are able to catalyze the transformation of phenolic compounds through oxidative polymerization, a process that leads to humification, but the reaction mechanisms are not fully understood. The objective of this study was to characterize or identify the reaction products generated from catechol (1,2-dihydroxybenzene) by birnessite or tyrosinase. Birnessite and tyrosinase catalyzed the transformation of catechol to oligomers, polycondensates, and fragments. The reaction products formed after catalysis by tyrosinase were brown colored, while those resulting from the birnessite-catechol system were green colored; the former had a higher absorbance between 200 and 620 nm than the latter. This indicated a higher degree of aromatic ring condensation in products of the tyrosinase-catechol system relative to those of the birnessite-catechol system. In addition, the products of birnessite catalysis contained polycondensates and fragments, including aliphatic components, with lower molecular weights than did the products derived from catalysis by tyrosinase. Fourier-transform infrared (FTIR) analysis and mass spectrometry indicated that the reaction products formed an organic coating on the birnessite granules</abstract><cop>Madison, WI</cop><pub>Soil Science Society of America</pub><doi>10.2136/sssaj1998.03615995006200010025x</doi><tpages>8</tpages></addata></record> |
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| subjects | Agronomy. Soil science and plant productions Biochemistry Biological and medical sciences CARACT MICROMORFOLOGICAS DEL SUELO CATALIZADOR CATALYSEUR CATALYSTS Chemical, physicochemical, biochemical and biological properties COMPOSE PHENOLIQUE COMPUESTOS FENOLICOS Earth sciences Earth, ocean, space Enzymes Exact sciences and technology Fundamental and applied biological sciences. Psychology Geochemistry HUMIFICATION HUMUS MINERALES MINERALS MINERAUX MONOPHENOL MONOOXYGENASE ORGANIC COATINGS Organic matter OXIDACION OXIDATION OXIDOREDUCTASES OXIDORREDUCTASAS OXYDATION OXYDOREDUCTASE PHENOLIC COMPOUNDS Phenols Physics, chemistry, biochemistry and biology of agricultural and forest soils POLIMERIZACION POLYMERISATION POLYMERIZATION PYROCATECHOL Soil and rock geochemistry SOIL MICROMORPHOLOGICAL FEATURES Soil science Soils TRAIT MICROMORPHOLOGIQUE DU SOL |
| title | Comparison of reaction products from the transformation of catechol catalyzed by birnessite or tyrosinase |
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