Charge equilibria and pK(a) of malvidin-3-glucoside by electrophoresis
Paper electrophoresis has been used over the pH range 1.2 to 10.4 to measure apparent pK(a) values for malvidin-3-O-glucoside of pK(a(1)) 1.76+/-0.07, pK(a(2)) 5.36+/-0.04, and pK(a(3)) 8.39+/-0.07. Using solvent partitioning between buffered aqueous solutions and n-octanol, several micro-pK(a) cons...
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| Veröffentlicht in: | Analytical biochemistry 2003-07, Vol.318 (2), p.291-299 |
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| creator | Asenstorfer, Robert E Iland, Patrick G Tate, Max E Jones, Graham P |
| description | Paper electrophoresis has been used over the pH range 1.2 to 10.4 to measure apparent pK(a) values for malvidin-3-O-glucoside of pK(a(1)) 1.76+/-0.07, pK(a(2)) 5.36+/-0.04, and pK(a(3)) 8.39+/-0.07. Using solvent partitioning between buffered aqueous solutions and n-octanol, several micro-pK(a) constants for malvidin-3-O-glucoside were also identified, highlighting the complex nature of malvidin-3-glucoside equilibria. As a nonspectrophotometric procedure, the charge-dependent electrophoretic mobility method provided independent information on the net charge and color of anthocyanin species at wine pH (ca. 3.6). At this pH, the color of malvidin-3-glucoside in red wines is consistent only with the uncharged quinonoidal base as a major colored component of the equilibria. |
| doi_str_mv | 10.1016/S0003-2697(03)00249-5 |
| format | Article |
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Using solvent partitioning between buffered aqueous solutions and n-octanol, several micro-pK(a) constants for malvidin-3-O-glucoside were also identified, highlighting the complex nature of malvidin-3-glucoside equilibria. As a nonspectrophotometric procedure, the charge-dependent electrophoretic mobility method provided independent information on the net charge and color of anthocyanin species at wine pH (ca. 3.6). At this pH, the color of malvidin-3-glucoside in red wines is consistent only with the uncharged quinonoidal base as a major colored component of the equilibria.</description><identifier>ISSN: 0003-2697</identifier><identifier>DOI: 10.1016/S0003-2697(03)00249-5</identifier><identifier>PMID: 12814634</identifier><language>eng</language><publisher>United States</publisher><subject>Anthocyanins - chemistry ; Color ; Electrophoresis - methods ; Glucosides ; Hydrogen-Ion Concentration ; Ions - chemistry ; Isoelectric Point ; Molecular Structure ; Spectrophotometry, Ultraviolet ; Wine</subject><ispartof>Analytical biochemistry, 2003-07, Vol.318 (2), p.291-299</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></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/12814634$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Asenstorfer, Robert E</creatorcontrib><creatorcontrib>Iland, Patrick G</creatorcontrib><creatorcontrib>Tate, Max E</creatorcontrib><creatorcontrib>Jones, Graham P</creatorcontrib><title>Charge equilibria and pK(a) of malvidin-3-glucoside by electrophoresis</title><title>Analytical biochemistry</title><addtitle>Anal Biochem</addtitle><description>Paper electrophoresis has been used over the pH range 1.2 to 10.4 to measure apparent pK(a) values for malvidin-3-O-glucoside of pK(a(1)) 1.76+/-0.07, pK(a(2)) 5.36+/-0.04, and pK(a(3)) 8.39+/-0.07. Using solvent partitioning between buffered aqueous solutions and n-octanol, several micro-pK(a) constants for malvidin-3-O-glucoside were also identified, highlighting the complex nature of malvidin-3-glucoside equilibria. As a nonspectrophotometric procedure, the charge-dependent electrophoretic mobility method provided independent information on the net charge and color of anthocyanin species at wine pH (ca. 3.6). At this pH, the color of malvidin-3-glucoside in red wines is consistent only with the uncharged quinonoidal base as a major colored component of the equilibria.</description><subject>Anthocyanins - chemistry</subject><subject>Color</subject><subject>Electrophoresis - methods</subject><subject>Glucosides</subject><subject>Hydrogen-Ion Concentration</subject><subject>Ions - chemistry</subject><subject>Isoelectric Point</subject><subject>Molecular Structure</subject><subject>Spectrophotometry, Ultraviolet</subject><subject>Wine</subject><issn>0003-2697</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9j09LwzAYh3NQ3Jx-BCUn2Q7RN3-atEcZm4oDD-q5JM3bLZKuXbMK-_YOnJ4e-PHwwI-QGw73HLh-eAcAyYQuzBTkDECogmVnZPw_j8hlSl8AnKtMX5ARFzlXWqoxWc43tl8jxd0QYnB9sNRuPe1ep3ZG25o2Nn4HH7ZMsnUcqjYFj9QdKEas9n3bbdoeU0hX5Ly2MeH1iRPyuVx8zJ_Z6u3pZf64Yh2XxZ55kVeQZegdOuO0MdrXdSWMhyLz3gvQoKw6QnAsjMmRO6WNd0YKW-fA5YTc_Xa7vt0NmPZlE1KFMdottkMqjZRGCS2P4u1JHFyDvuz60Nj-UP49lz8pWFjj</recordid><startdate>20030715</startdate><enddate>20030715</enddate><creator>Asenstorfer, Robert E</creator><creator>Iland, Patrick G</creator><creator>Tate, Max E</creator><creator>Jones, Graham P</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>20030715</creationdate><title>Charge equilibria and pK(a) of malvidin-3-glucoside by electrophoresis</title><author>Asenstorfer, Robert E ; Iland, Patrick G ; Tate, Max E ; Jones, Graham P</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p139t-d28c055edbeb7b6776dffc27d095ddd20604a420621e9778e1b467db732af8013</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Anthocyanins - chemistry</topic><topic>Color</topic><topic>Electrophoresis - methods</topic><topic>Glucosides</topic><topic>Hydrogen-Ion Concentration</topic><topic>Ions - chemistry</topic><topic>Isoelectric Point</topic><topic>Molecular Structure</topic><topic>Spectrophotometry, Ultraviolet</topic><topic>Wine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Asenstorfer, Robert E</creatorcontrib><creatorcontrib>Iland, Patrick G</creatorcontrib><creatorcontrib>Tate, Max E</creatorcontrib><creatorcontrib>Jones, Graham P</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>MEDLINE - Academic</collection><jtitle>Analytical biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Asenstorfer, Robert E</au><au>Iland, Patrick G</au><au>Tate, Max E</au><au>Jones, Graham P</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Charge equilibria and pK(a) of malvidin-3-glucoside by electrophoresis</atitle><jtitle>Analytical biochemistry</jtitle><addtitle>Anal Biochem</addtitle><date>2003-07-15</date><risdate>2003</risdate><volume>318</volume><issue>2</issue><spage>291</spage><epage>299</epage><pages>291-299</pages><issn>0003-2697</issn><abstract>Paper electrophoresis has been used over the pH range 1.2 to 10.4 to measure apparent pK(a) values for malvidin-3-O-glucoside of pK(a(1)) 1.76+/-0.07, pK(a(2)) 5.36+/-0.04, and pK(a(3)) 8.39+/-0.07. Using solvent partitioning between buffered aqueous solutions and n-octanol, several micro-pK(a) constants for malvidin-3-O-glucoside were also identified, highlighting the complex nature of malvidin-3-glucoside equilibria. As a nonspectrophotometric procedure, the charge-dependent electrophoretic mobility method provided independent information on the net charge and color of anthocyanin species at wine pH (ca. 3.6). At this pH, the color of malvidin-3-glucoside in red wines is consistent only with the uncharged quinonoidal base as a major colored component of the equilibria.</abstract><cop>United States</cop><pmid>12814634</pmid><doi>10.1016/S0003-2697(03)00249-5</doi><tpages>9</tpages></addata></record> |
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| subjects | Anthocyanins - chemistry Color Electrophoresis - methods Glucosides Hydrogen-Ion Concentration Ions - chemistry Isoelectric Point Molecular Structure Spectrophotometry, Ultraviolet Wine |
| title | Charge equilibria and pK(a) of malvidin-3-glucoside by electrophoresis |
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