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Tannin−Protein Complexes as Radical Scavengers and Radical Sinks
The 2,2‘-azinobis(3-ethylbenzothiazoline 6-sulfonic acid) radical cation (ABTS•+) decolorization assay has been used to determine the antioxidant activity of the polyphenol epicatechin16 (4 → 8) catechin (procyanidin, PC) alone or in complex with the model proteins bovine serum albumin (BSA) or gela...
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Published in: | Journal of agricultural and food chemistry 2001-10, Vol.49 (10), p.4917-4923 |
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container_title | Journal of agricultural and food chemistry |
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creator | Riedl, Ken M Hagerman, Ann E |
description | The 2,2‘-azinobis(3-ethylbenzothiazoline 6-sulfonic acid) radical cation (ABTS•+) decolorization assay has been used to determine the antioxidant activity of the polyphenol epicatechin16 (4 → 8) catechin (procyanidin, PC) alone or in complex with the model proteins bovine serum albumin (BSA) or gelatin. PC had a molar antioxidant capacity of approximately 54, 92, or 108 radicals at pH values of 3.0, 4.9, or 7.4, respectively. Radical scavenging occurred via a rapid step followed by a slow step. Interaction with gelatin reduced the rate of rapid scavenging by 50% (PC−BSA mixtures reduced by 15%). Inhibition paralleled formation of precipitable PC−protein complexes over a range of protein/PC ratios. However, inhibition was virtually overcome in 10 min. Reaction with ABTS•+ converted the PC−protein complexes from a dissociable form to a form resistant to dissociation by strong denaturants such as SDS. This study demonstrates that PC is a potent ABTS•+ scavenger even when bound to protein and that the complexes may act as a radical sink within the gastrointestinal tract. Keywords: Procyanidin; condensed tannin; flavonoid; oxidation; recalcitrant; antioxidant capacity; decolorization assay |
doi_str_mv | 10.1021/jf010683h |
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PC had a molar antioxidant capacity of approximately 54, 92, or 108 radicals at pH values of 3.0, 4.9, or 7.4, respectively. Radical scavenging occurred via a rapid step followed by a slow step. Interaction with gelatin reduced the rate of rapid scavenging by 50% (PC−BSA mixtures reduced by 15%). Inhibition paralleled formation of precipitable PC−protein complexes over a range of protein/PC ratios. However, inhibition was virtually overcome in 10 min. Reaction with ABTS•+ converted the PC−protein complexes from a dissociable form to a form resistant to dissociation by strong denaturants such as SDS. This study demonstrates that PC is a potent ABTS•+ scavenger even when bound to protein and that the complexes may act as a radical sink within the gastrointestinal tract. 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Agric. Food Chem</addtitle><description>The 2,2‘-azinobis(3-ethylbenzothiazoline 6-sulfonic acid) radical cation (ABTS•+) decolorization assay has been used to determine the antioxidant activity of the polyphenol epicatechin16 (4 → 8) catechin (procyanidin, PC) alone or in complex with the model proteins bovine serum albumin (BSA) or gelatin. PC had a molar antioxidant capacity of approximately 54, 92, or 108 radicals at pH values of 3.0, 4.9, or 7.4, respectively. Radical scavenging occurred via a rapid step followed by a slow step. Interaction with gelatin reduced the rate of rapid scavenging by 50% (PC−BSA mixtures reduced by 15%). Inhibition paralleled formation of precipitable PC−protein complexes over a range of protein/PC ratios. However, inhibition was virtually overcome in 10 min. Reaction with ABTS•+ converted the PC−protein complexes from a dissociable form to a form resistant to dissociation by strong denaturants such as SDS. This study demonstrates that PC is a potent ABTS•+ scavenger even when bound to protein and that the complexes may act as a radical sink within the gastrointestinal tract. Keywords: Procyanidin; condensed tannin; flavonoid; oxidation; recalcitrant; antioxidant capacity; decolorization assay</description><subject>Antioxidants - chemistry</subject><subject>Benzothiazoles</subject><subject>Biflavonoids</subject><subject>Biological and medical sciences</subject><subject>Catechin - chemistry</subject><subject>Cations</subject><subject>Food industries</subject><subject>Free Radical Scavengers</subject><subject>Free Radicals</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gelatin - chemistry</subject><subject>General aspects</subject><subject>Hydrogen-Ion Concentration</subject><subject>Hydrolyzable Tannins - chemistry</subject><subject>Miscellaneous</subject><subject>Proanthocyanidins</subject><subject>Proteins - chemistry</subject><subject>Serum Albumin, Bovine - chemistry</subject><subject>Sulfonic Acids - chemistry</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><recordid>eNptkMFO3DAQhi1UBAv0wAtUuRSph7Qex46dIyylrUTVFbuVuFkTxy5ZEmexdyv6Bpz7iDxJXW3EXjiNZv5P_8z8hJwC_QiUwaelo0BLVdztkQkIRnMBoN6QCU1irkQJh-QoxiWlVAlJD8ghQJkazifkYoHet_756e8sDGvb-mw69KvOPtqYYcxusGkNdtnc4G_rf9mQpr7ZjVt_H0_IvsMu2rdjPSY_rz4vpl_z6x9fvk3Pr3PkXKxzVwA62whMyxusqZDGFEpWNVPoTCEld0ICrRhvoEDLbeNKVtSWOVGBkU1xTM62vqswPGxsXOu-jcZ2HXo7bKKWDCpVQZnAD1vQhCHGYJ1ehbbH8EcD1f8D0y-BJfbdaLqpe9vsyDGhBLwfAYzpZRfQmzbuOE4rzpRMXL7l2ri2jy86hntdykIKvZjNtbqsbr_P5UyznS-aqJfDJviU3SsH_gO2ZI3m</recordid><startdate>20011001</startdate><enddate>20011001</enddate><creator>Riedl, Ken M</creator><creator>Hagerman, Ann E</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20011001</creationdate><title>Tannin−Protein Complexes as Radical Scavengers and Radical Sinks</title><author>Riedl, Ken M ; Hagerman, Ann E</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a445t-f31afed5a116dab057cc3879b28afc3774f5710924d13ae4edf623be2f591c7d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Antioxidants - chemistry</topic><topic>Benzothiazoles</topic><topic>Biflavonoids</topic><topic>Biological and medical sciences</topic><topic>Catechin - chemistry</topic><topic>Cations</topic><topic>Food industries</topic><topic>Free Radical Scavengers</topic><topic>Free Radicals</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gelatin - chemistry</topic><topic>General aspects</topic><topic>Hydrogen-Ion Concentration</topic><topic>Hydrolyzable Tannins - chemistry</topic><topic>Miscellaneous</topic><topic>Proanthocyanidins</topic><topic>Proteins - chemistry</topic><topic>Serum Albumin, Bovine - chemistry</topic><topic>Sulfonic Acids - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Riedl, Ken M</creatorcontrib><creatorcontrib>Hagerman, Ann E</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Riedl, Ken M</au><au>Hagerman, Ann E</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Tannin−Protein Complexes as Radical Scavengers and Radical Sinks</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2001-10-01</date><risdate>2001</risdate><volume>49</volume><issue>10</issue><spage>4917</spage><epage>4923</epage><pages>4917-4923</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>The 2,2‘-azinobis(3-ethylbenzothiazoline 6-sulfonic acid) radical cation (ABTS•+) decolorization assay has been used to determine the antioxidant activity of the polyphenol epicatechin16 (4 → 8) catechin (procyanidin, PC) alone or in complex with the model proteins bovine serum albumin (BSA) or gelatin. PC had a molar antioxidant capacity of approximately 54, 92, or 108 radicals at pH values of 3.0, 4.9, or 7.4, respectively. Radical scavenging occurred via a rapid step followed by a slow step. Interaction with gelatin reduced the rate of rapid scavenging by 50% (PC−BSA mixtures reduced by 15%). Inhibition paralleled formation of precipitable PC−protein complexes over a range of protein/PC ratios. However, inhibition was virtually overcome in 10 min. Reaction with ABTS•+ converted the PC−protein complexes from a dissociable form to a form resistant to dissociation by strong denaturants such as SDS. This study demonstrates that PC is a potent ABTS•+ scavenger even when bound to protein and that the complexes may act as a radical sink within the gastrointestinal tract. Keywords: Procyanidin; condensed tannin; flavonoid; oxidation; recalcitrant; antioxidant capacity; decolorization assay</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>11600044</pmid><doi>10.1021/jf010683h</doi><tpages>7</tpages></addata></record> |
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source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
subjects | Antioxidants - chemistry Benzothiazoles Biflavonoids Biological and medical sciences Catechin - chemistry Cations Food industries Free Radical Scavengers Free Radicals Fundamental and applied biological sciences. Psychology Gelatin - chemistry General aspects Hydrogen-Ion Concentration Hydrolyzable Tannins - chemistry Miscellaneous Proanthocyanidins Proteins - chemistry Serum Albumin, Bovine - chemistry Sulfonic Acids - chemistry |
title | Tannin−Protein Complexes as Radical Scavengers and Radical Sinks |
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