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Intermolecular binding of blueberry pectin-rich fractions and anthocyanin
•Anthocyanin binds pectic fractions at pH 2, 3.6 and 4.5, with least binding at pH 4.5.•Anthocyanin binds water soluble pectin the least.•Anthocyanin binds chelator soluble pectin 2 times greater at pH 2 and 3.6 than pH 4.5.•At pH 4.5, anthocyanin binds alkali soluble pectin more than other pectic f...
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Published in: | Food chemistry 2016-03, Vol.194, p.986-993 |
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description | •Anthocyanin binds pectic fractions at pH 2, 3.6 and 4.5, with least binding at pH 4.5.•Anthocyanin binds water soluble pectin the least.•Anthocyanin binds chelator soluble pectin 2 times greater at pH 2 and 3.6 than pH 4.5.•At pH 4.5, anthocyanin binds alkali soluble pectin more than other pectic fractions.•Binding mechanisms may be ionic interaction and anthocyanin intermolecular stacking.
Pectin was extracted from blueberry powder into three fractions of water soluble (WSF), chelator soluble (CSF) and sodium carbonate soluble (NSF). The fractions were incubated with cyanidin-3-glucoside (C3G), a mixture of five anthocyanidins (cyanidin, pelargonidin, malvidin, petunidin and delphinidin) or blueberry juice at pH 2.0–4.5. Free anthocyanins and bound anthocyanin–pectin mixtures were separated by ultrafiltration. WSF bound the least amount of anthocyanin at all pH values. CSF had stronger anthocyanin binding ability at pH 2.0–3.6, while NSF had stronger anthocyanin binding ability at pH 3.6–4.5. The pectin and anthocyanin binding was lowest at pH 4.5 and higher at pH 2.0–3.6. Nearly doubling C3G pigment content increased bound anthocyanin percentage by 16–23% at pH 3.6, which favored anthocyanin aromatic stacking, compared to 3–9% increase at pH 2.0. Ionic interaction between anthocyanin flavylium cations and free pectic carboxyl groups, and anthocyanin stacking may be two major mechanisms for pectin and anthocyanin binding. |
doi_str_mv | 10.1016/j.foodchem.2015.08.113 |
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Pectin was extracted from blueberry powder into three fractions of water soluble (WSF), chelator soluble (CSF) and sodium carbonate soluble (NSF). The fractions were incubated with cyanidin-3-glucoside (C3G), a mixture of five anthocyanidins (cyanidin, pelargonidin, malvidin, petunidin and delphinidin) or blueberry juice at pH 2.0–4.5. Free anthocyanins and bound anthocyanin–pectin mixtures were separated by ultrafiltration. WSF bound the least amount of anthocyanin at all pH values. CSF had stronger anthocyanin binding ability at pH 2.0–3.6, while NSF had stronger anthocyanin binding ability at pH 3.6–4.5. The pectin and anthocyanin binding was lowest at pH 4.5 and higher at pH 2.0–3.6. Nearly doubling C3G pigment content increased bound anthocyanin percentage by 16–23% at pH 3.6, which favored anthocyanin aromatic stacking, compared to 3–9% increase at pH 2.0. Ionic interaction between anthocyanin flavylium cations and free pectic carboxyl groups, and anthocyanin stacking may be two major mechanisms for pectin and anthocyanin binding.</description><identifier>ISSN: 0308-8146</identifier><identifier>EISSN: 1873-7072</identifier><identifier>DOI: 10.1016/j.foodchem.2015.08.113</identifier><identifier>PMID: 26471644</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Anthocyanin ; Anthocyanins - chemistry ; Blueberry ; Blueberry Plants - chemistry ; Cyanidin-3-glucoside ; Glucosides - chemistry ; Intermolecular binding ; Pectin ; Pectins - chemistry</subject><ispartof>Food chemistry, 2016-03, Vol.194, p.986-993</ispartof><rights>2015 Elsevier Ltd</rights><rights>Copyright © 2015 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c416t-d7adbd2426e6c63e340e91e97a90d166b9fe0fdf2132cecb45f4802dd1f3643f3</citedby><cites>FETCH-LOGICAL-c416t-d7adbd2426e6c63e340e91e97a90d166b9fe0fdf2132cecb45f4802dd1f3643f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26471644$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lin, Z.</creatorcontrib><creatorcontrib>Fischer, J.</creatorcontrib><creatorcontrib>Wicker, L.</creatorcontrib><title>Intermolecular binding of blueberry pectin-rich fractions and anthocyanin</title><title>Food chemistry</title><addtitle>Food Chem</addtitle><description>•Anthocyanin binds pectic fractions at pH 2, 3.6 and 4.5, with least binding at pH 4.5.•Anthocyanin binds water soluble pectin the least.•Anthocyanin binds chelator soluble pectin 2 times greater at pH 2 and 3.6 than pH 4.5.•At pH 4.5, anthocyanin binds alkali soluble pectin more than other pectic fractions.•Binding mechanisms may be ionic interaction and anthocyanin intermolecular stacking.
Pectin was extracted from blueberry powder into three fractions of water soluble (WSF), chelator soluble (CSF) and sodium carbonate soluble (NSF). The fractions were incubated with cyanidin-3-glucoside (C3G), a mixture of five anthocyanidins (cyanidin, pelargonidin, malvidin, petunidin and delphinidin) or blueberry juice at pH 2.0–4.5. Free anthocyanins and bound anthocyanin–pectin mixtures were separated by ultrafiltration. WSF bound the least amount of anthocyanin at all pH values. CSF had stronger anthocyanin binding ability at pH 2.0–3.6, while NSF had stronger anthocyanin binding ability at pH 3.6–4.5. The pectin and anthocyanin binding was lowest at pH 4.5 and higher at pH 2.0–3.6. Nearly doubling C3G pigment content increased bound anthocyanin percentage by 16–23% at pH 3.6, which favored anthocyanin aromatic stacking, compared to 3–9% increase at pH 2.0. Ionic interaction between anthocyanin flavylium cations and free pectic carboxyl groups, and anthocyanin stacking may be two major mechanisms for pectin and anthocyanin binding.</description><subject>Anthocyanin</subject><subject>Anthocyanins - chemistry</subject><subject>Blueberry</subject><subject>Blueberry Plants - chemistry</subject><subject>Cyanidin-3-glucoside</subject><subject>Glucosides - chemistry</subject><subject>Intermolecular binding</subject><subject>Pectin</subject><subject>Pectins - chemistry</subject><issn>0308-8146</issn><issn>1873-7072</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNqFkE1LxDAQhoMoun78BenRS2u-TNqbIn4sCF70HNJk4mZpkzVphf33Rnb16mEYBp53hnkQuiS4IZiI63XjYrRmBWNDMblpcNsQwg7QgrSS1RJLeogWmOG2bgkXJ-g05zXGuLDtMTqhgksiOF-g5TJMkMY4gJkHnareB-vDRxVd1Q8z9JDSttqAmXyokzeryiVdhhhypYMtNa2i2ergwzk6cnrIcLHvZ-j98eHt_rl-eX1a3t-91IYTMdVWattbyqkAYQQDxjF0BDqpO2yJEH3nADvrKGHUgOn5jeMtptYSxwRnjp2hq93eTYqfM-RJjT4bGAYdIM5ZEUlpR6XseEHFDjUp5pzAqU3yo05bRbD60ajW6lej-tGocKuKxhK83N-Y-xHsX-zXWwFudwCUT788JJWNh2DA-lRkKRv9fze-Ae18iC0</recordid><startdate>20160301</startdate><enddate>20160301</enddate><creator>Lin, Z.</creator><creator>Fischer, J.</creator><creator>Wicker, L.</creator><general>Elsevier Ltd</general><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>20160301</creationdate><title>Intermolecular binding of blueberry pectin-rich fractions and anthocyanin</title><author>Lin, Z. ; Fischer, J. ; Wicker, L.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c416t-d7adbd2426e6c63e340e91e97a90d166b9fe0fdf2132cecb45f4802dd1f3643f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Anthocyanin</topic><topic>Anthocyanins - chemistry</topic><topic>Blueberry</topic><topic>Blueberry Plants - chemistry</topic><topic>Cyanidin-3-glucoside</topic><topic>Glucosides - chemistry</topic><topic>Intermolecular binding</topic><topic>Pectin</topic><topic>Pectins - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lin, Z.</creatorcontrib><creatorcontrib>Fischer, J.</creatorcontrib><creatorcontrib>Wicker, L.</creatorcontrib><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>Food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lin, Z.</au><au>Fischer, J.</au><au>Wicker, L.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Intermolecular binding of blueberry pectin-rich fractions and anthocyanin</atitle><jtitle>Food chemistry</jtitle><addtitle>Food Chem</addtitle><date>2016-03-01</date><risdate>2016</risdate><volume>194</volume><spage>986</spage><epage>993</epage><pages>986-993</pages><issn>0308-8146</issn><eissn>1873-7072</eissn><abstract>•Anthocyanin binds pectic fractions at pH 2, 3.6 and 4.5, with least binding at pH 4.5.•Anthocyanin binds water soluble pectin the least.•Anthocyanin binds chelator soluble pectin 2 times greater at pH 2 and 3.6 than pH 4.5.•At pH 4.5, anthocyanin binds alkali soluble pectin more than other pectic fractions.•Binding mechanisms may be ionic interaction and anthocyanin intermolecular stacking.
Pectin was extracted from blueberry powder into three fractions of water soluble (WSF), chelator soluble (CSF) and sodium carbonate soluble (NSF). The fractions were incubated with cyanidin-3-glucoside (C3G), a mixture of five anthocyanidins (cyanidin, pelargonidin, malvidin, petunidin and delphinidin) or blueberry juice at pH 2.0–4.5. Free anthocyanins and bound anthocyanin–pectin mixtures were separated by ultrafiltration. WSF bound the least amount of anthocyanin at all pH values. CSF had stronger anthocyanin binding ability at pH 2.0–3.6, while NSF had stronger anthocyanin binding ability at pH 3.6–4.5. The pectin and anthocyanin binding was lowest at pH 4.5 and higher at pH 2.0–3.6. Nearly doubling C3G pigment content increased bound anthocyanin percentage by 16–23% at pH 3.6, which favored anthocyanin aromatic stacking, compared to 3–9% increase at pH 2.0. Ionic interaction between anthocyanin flavylium cations and free pectic carboxyl groups, and anthocyanin stacking may be two major mechanisms for pectin and anthocyanin binding.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>26471644</pmid><doi>10.1016/j.foodchem.2015.08.113</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Anthocyanin Anthocyanins - chemistry Blueberry Blueberry Plants - chemistry Cyanidin-3-glucoside Glucosides - chemistry Intermolecular binding Pectin Pectins - chemistry |
title | Intermolecular binding of blueberry pectin-rich fractions and anthocyanin |
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