Degradation of Cyanidin 3-Glucoside by Blueberry Polyphenol Oxidase: Kinetic Studies and Mechanisms
The use of model systems containing purified anthocyanins, chlorogenic acid (CG), and blueberry polyphenol oxidase (PPO) and of different analysis methods (HPLC and polarographic methods) have allowed the study of the mechanism of anthocyanin degradation by PPO. Cyanidin 3-glucoside (Cy 3-glc) was n...
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| Veröffentlicht in: | Journal of agricultural and food chemistry 1998-08, Vol.46 (8), p.3060-3065 |
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| container_title | Journal of agricultural and food chemistry |
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| creator | Kader, Farid Haluk, Jean-Pierre Nicolas, Jean-Pierre Metche, Maurice |
| description | The use of model systems containing purified anthocyanins, chlorogenic acid (CG), and blueberry polyphenol oxidase (PPO) and of different analysis methods (HPLC and polarographic methods) have allowed the study of the mechanism of anthocyanin degradation by PPO. Cyanidin 3-glucoside (Cy 3-glc) was not oxidized by PPO since no molecular oxygen was consumed. However, the presence of CG induced pigment degradation. The quinone of CG, formed enzymatically, was involved in the degradation of Cy 3-glc by coupled oxidation mechanisms with partial regeneration of CG. This means that part of the CG was incorporated into the degradation products of Cy 3-glc. The ratio of degraded Cy 3-glc to oxidized CG was equal to 2. An anthocyanin degradation mechanism is proposed. Keywords: Vaccinium corymbosum; polyphenol oxidase; cyanidin 3-glucoside; chlorogenic acid; oxidation mechanism |
| doi_str_mv | 10.1021/jf970926z |
| format | Article |
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Cyanidin 3-glucoside (Cy 3-glc) was not oxidized by PPO since no molecular oxygen was consumed. However, the presence of CG induced pigment degradation. The quinone of CG, formed enzymatically, was involved in the degradation of Cy 3-glc by coupled oxidation mechanisms with partial regeneration of CG. This means that part of the CG was incorporated into the degradation products of Cy 3-glc. The ratio of degraded Cy 3-glc to oxidized CG was equal to 2. An anthocyanin degradation mechanism is proposed. Keywords: Vaccinium corymbosum; polyphenol oxidase; cyanidin 3-glucoside; chlorogenic acid; oxidation mechanism</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf970926z</identifier><identifier>CODEN: JAFCAU</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>ACIDE CHLOROGENIQUE ; ACIDO CLOROGENICO ; ANTHOCYANE ; ANTHOCYANINS ; ANTOCIANINAS ; ARANDANO ; Biological and medical sciences ; BLUEBERRIES ; CATECHOL OXIDASE ; CATECHOL OXYDASE ; CATECOL OXIDASA ; CHEMICAL DEGRADATION ; CHLOROGENIC ACID ; DEGRADACION ; DEGRADATION ; EQUATIONS ; Food industries ; Fruit and vegetable industries ; Fundamental and applied biological sciences. Psychology ; HPLC ; MATEMATICAS ; MATHEMATICS ; MATHEMATIQUE ; MODELE ; MODELOS ; MYRTILLE ; OXIDACION ; OXIDATION ; OXYDATION ; POLAROGRAFIA ; POLAROGRAPHIE ; POLAROGRAPHY ; VACCINIUM CORYMBOSUM</subject><ispartof>Journal of agricultural and food chemistry, 1998-08, Vol.46 (8), p.3060-3065</ispartof><rights>Copyright © 1998 American Chemical Society</rights><rights>1998 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a346t-9cbca866759a170073b26bd10b504bf802bec4b168eb781c05a465ccd9a88acd3</citedby><cites>FETCH-LOGICAL-a346t-9cbca866759a170073b26bd10b504bf802bec4b168eb781c05a465ccd9a88acd3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jf970926z$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jf970926z$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=2360921$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Kader, Farid</creatorcontrib><creatorcontrib>Haluk, Jean-Pierre</creatorcontrib><creatorcontrib>Nicolas, Jean-Pierre</creatorcontrib><creatorcontrib>Metche, Maurice</creatorcontrib><title>Degradation of Cyanidin 3-Glucoside by Blueberry Polyphenol Oxidase: Kinetic Studies and Mechanisms</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>The use of model systems containing purified anthocyanins, chlorogenic acid (CG), and blueberry polyphenol oxidase (PPO) and of different analysis methods (HPLC and polarographic methods) have allowed the study of the mechanism of anthocyanin degradation by PPO. Cyanidin 3-glucoside (Cy 3-glc) was not oxidized by PPO since no molecular oxygen was consumed. However, the presence of CG induced pigment degradation. The quinone of CG, formed enzymatically, was involved in the degradation of Cy 3-glc by coupled oxidation mechanisms with partial regeneration of CG. This means that part of the CG was incorporated into the degradation products of Cy 3-glc. The ratio of degraded Cy 3-glc to oxidized CG was equal to 2. An anthocyanin degradation mechanism is proposed. Keywords: Vaccinium corymbosum; polyphenol oxidase; cyanidin 3-glucoside; chlorogenic acid; oxidation mechanism</description><subject>ACIDE CHLOROGENIQUE</subject><subject>ACIDO CLOROGENICO</subject><subject>ANTHOCYANE</subject><subject>ANTHOCYANINS</subject><subject>ANTOCIANINAS</subject><subject>ARANDANO</subject><subject>Biological and medical sciences</subject><subject>BLUEBERRIES</subject><subject>CATECHOL OXIDASE</subject><subject>CATECHOL OXYDASE</subject><subject>CATECOL OXIDASA</subject><subject>CHEMICAL DEGRADATION</subject><subject>CHLOROGENIC ACID</subject><subject>DEGRADACION</subject><subject>DEGRADATION</subject><subject>EQUATIONS</subject><subject>Food industries</subject><subject>Fruit and vegetable industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>HPLC</subject><subject>MATEMATICAS</subject><subject>MATHEMATICS</subject><subject>MATHEMATIQUE</subject><subject>MODELE</subject><subject>MODELOS</subject><subject>MYRTILLE</subject><subject>OXIDACION</subject><subject>OXIDATION</subject><subject>OXYDATION</subject><subject>POLAROGRAFIA</subject><subject>POLAROGRAPHIE</subject><subject>POLAROGRAPHY</subject><subject>VACCINIUM CORYMBOSUM</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1998</creationdate><recordtype>article</recordtype><recordid>eNptkctO3DAUhq2KSgy0Cx4AyYuyYBF6nIwdp7sy3CpooZqhW-v4EvA0JCM7I5Gu2PY1eRKMgmbFyovvO7-O_0PIHoMjBjn7uqyrEqpc_PtAJoznkHHG5BaZQIKZ5IJtk50YlwAgeQkTUp-4u4AWe9-1tKvpbMDWW9_SIjtv1qaL3jqqB3rcrJ12IQz0pmuG1b1ru4ZeP3qL0X17fvpPL33rem_ovF9b7yLF1tKfztynuPgQP5GPNTbRfX57d8nt2elidpFdXZ__mH2_yrCYij6rjDYohSh5hawEKAudC20ZaA5TXUvItTNTzYR0upTMAMep4MbYCqVEY4tdcjjmmtDFGFytVsE_YBgUA_VakNoUlNwvo7vCaLCpA7bGx81AXojksaRlo-Zj7x43GMNfJcqi5GpxM1e_F38g_zUr1Dz5-6NfY6fwLqTI2zmrqiqdIH0t8YORo4lq2a1Dmwp5Z70XE2uK8w</recordid><startdate>19980817</startdate><enddate>19980817</enddate><creator>Kader, Farid</creator><creator>Haluk, Jean-Pierre</creator><creator>Nicolas, Jean-Pierre</creator><creator>Metche, Maurice</creator><general>American Chemical Society</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19980817</creationdate><title>Degradation of Cyanidin 3-Glucoside by Blueberry Polyphenol Oxidase: Kinetic Studies and Mechanisms</title><author>Kader, Farid ; Haluk, Jean-Pierre ; Nicolas, Jean-Pierre ; Metche, Maurice</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a346t-9cbca866759a170073b26bd10b504bf802bec4b168eb781c05a465ccd9a88acd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1998</creationdate><topic>ACIDE CHLOROGENIQUE</topic><topic>ACIDO CLOROGENICO</topic><topic>ANTHOCYANE</topic><topic>ANTHOCYANINS</topic><topic>ANTOCIANINAS</topic><topic>ARANDANO</topic><topic>Biological and medical sciences</topic><topic>BLUEBERRIES</topic><topic>CATECHOL OXIDASE</topic><topic>CATECHOL OXYDASE</topic><topic>CATECOL OXIDASA</topic><topic>CHEMICAL DEGRADATION</topic><topic>CHLOROGENIC ACID</topic><topic>DEGRADACION</topic><topic>DEGRADATION</topic><topic>EQUATIONS</topic><topic>Food industries</topic><topic>Fruit and vegetable industries</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>HPLC</topic><topic>MATEMATICAS</topic><topic>MATHEMATICS</topic><topic>MATHEMATIQUE</topic><topic>MODELE</topic><topic>MODELOS</topic><topic>MYRTILLE</topic><topic>OXIDACION</topic><topic>OXIDATION</topic><topic>OXYDATION</topic><topic>POLAROGRAFIA</topic><topic>POLAROGRAPHIE</topic><topic>POLAROGRAPHY</topic><topic>VACCINIUM CORYMBOSUM</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kader, Farid</creatorcontrib><creatorcontrib>Haluk, Jean-Pierre</creatorcontrib><creatorcontrib>Nicolas, Jean-Pierre</creatorcontrib><creatorcontrib>Metche, Maurice</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kader, Farid</au><au>Haluk, Jean-Pierre</au><au>Nicolas, Jean-Pierre</au><au>Metche, Maurice</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Degradation of Cyanidin 3-Glucoside by Blueberry Polyphenol Oxidase: Kinetic Studies and Mechanisms</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>1998-08-17</date><risdate>1998</risdate><volume>46</volume><issue>8</issue><spage>3060</spage><epage>3065</epage><pages>3060-3065</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>The use of model systems containing purified anthocyanins, chlorogenic acid (CG), and blueberry polyphenol oxidase (PPO) and of different analysis methods (HPLC and polarographic methods) have allowed the study of the mechanism of anthocyanin degradation by PPO. Cyanidin 3-glucoside (Cy 3-glc) was not oxidized by PPO since no molecular oxygen was consumed. However, the presence of CG induced pigment degradation. The quinone of CG, formed enzymatically, was involved in the degradation of Cy 3-glc by coupled oxidation mechanisms with partial regeneration of CG. This means that part of the CG was incorporated into the degradation products of Cy 3-glc. The ratio of degraded Cy 3-glc to oxidized CG was equal to 2. An anthocyanin degradation mechanism is proposed. Keywords: Vaccinium corymbosum; polyphenol oxidase; cyanidin 3-glucoside; chlorogenic acid; oxidation mechanism</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/jf970926z</doi><tpages>6</tpages></addata></record> |
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| subjects | ACIDE CHLOROGENIQUE ACIDO CLOROGENICO ANTHOCYANE ANTHOCYANINS ANTOCIANINAS ARANDANO Biological and medical sciences BLUEBERRIES CATECHOL OXIDASE CATECHOL OXYDASE CATECOL OXIDASA CHEMICAL DEGRADATION CHLOROGENIC ACID DEGRADACION DEGRADATION EQUATIONS Food industries Fruit and vegetable industries Fundamental and applied biological sciences. Psychology HPLC MATEMATICAS MATHEMATICS MATHEMATIQUE MODELE MODELOS MYRTILLE OXIDACION OXIDATION OXYDATION POLAROGRAFIA POLAROGRAPHIE POLAROGRAPHY VACCINIUM CORYMBOSUM |
| title | Degradation of Cyanidin 3-Glucoside by Blueberry Polyphenol Oxidase: Kinetic Studies and Mechanisms |
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