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Effect of Glucuronosylation on Anthocyanin Color Stability
The effect of glucuronosylation on the color stability of anthocyanins was investigated using glucuronosylated anthocyanins isolated from the flower petals of the red daisy (Bellis perennis) or obtained by enzymatic in vitro synthesis using heterologously expressed red daisy glucuronosyltransferase...
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Published in: | Journal of agricultural and food chemistry 2009-04, Vol.57 (8), p.3149-3155 |
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container_title | Journal of agricultural and food chemistry |
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creator | Osmani, Sarah Anne Halkjær Hansen, Esben Malien-Aubert, Céline Olsen, Carl-Erik Bak, Søren Lindberg Møller, Birger |
description | The effect of glucuronosylation on the color stability of anthocyanins was investigated using glucuronosylated anthocyanins isolated from the flower petals of the red daisy (Bellis perennis) or obtained by enzymatic in vitro synthesis using heterologously expressed red daisy glucuronosyltransferase BpUGT94B1. Color stability toward light and heat stress was assessed by monitoring CIELAB color coordinates and stability at pH 7.0 by A550. Cyanidin-3-O-2′′-O-glucuronosylglucoside showed improved color stability in response to light compared to both cyanidin 3-O-glucoside and cyanidin 3-O-2′′-O-diglucoside. A similar increase in color stability was not observed following heat treatment. Glucuronosylation did not increase the stability of anthocyanins at pH 7.0 as determined by A550. To test for a possible effect of glucuronosylation on the color stability of anthocyanins in plant extracts used for food coloration, an elderberry (Sambucus nigra) extract was glucuronosylated in vitro. Glucuronosylation of approximately 50% of total anthocyanins proceeded fast and resulted in increased color stability in response to both heat and light. The data show that glucuronosylation may be used to stabilize industrially used extracts of natural colorants. |
doi_str_mv | 10.1021/jf8034435 |
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Color stability toward light and heat stress was assessed by monitoring CIELAB color coordinates and stability at pH 7.0 by A550. Cyanidin-3-O-2′′-O-glucuronosylglucoside showed improved color stability in response to light compared to both cyanidin 3-O-glucoside and cyanidin 3-O-2′′-O-diglucoside. A similar increase in color stability was not observed following heat treatment. Glucuronosylation did not increase the stability of anthocyanins at pH 7.0 as determined by A550. To test for a possible effect of glucuronosylation on the color stability of anthocyanins in plant extracts used for food coloration, an elderberry (Sambucus nigra) extract was glucuronosylated in vitro. Glucuronosylation of approximately 50% of total anthocyanins proceeded fast and resulted in increased color stability in response to both heat and light. The data show that glucuronosylation may be used to stabilize industrially used extracts of natural colorants.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf8034435</identifier><identifier>PMID: 19281238</identifier><identifier>CODEN: JAFCAU</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>anthocyanins ; Anthocyanins - chemistry ; Anthocyanins - metabolism ; Asteraceae - chemistry ; Asteraceae - enzymology ; Bellis perennis ; Biological and medical sciences ; Chemical Aspects of Biotechnology/Molecular Biology ; chemical reactions ; Color ; color stability ; corolla ; Drug Stability ; Flowers - chemistry ; Flowers - enzymology ; food coloring ; Food Coloring Agents - chemistry ; Food industries ; fruit extracts ; Fundamental and applied biological sciences. Psychology ; glucuronosylated anthocyanins ; glucuronosylation ; Glucuronosyltransferase - genetics ; Glucuronosyltransferase - metabolism ; Hot Temperature ; Light ; plant extracts ; Recombinant Proteins - metabolism ; Sambucus - chemistry ; Sambucus nigra</subject><ispartof>Journal of agricultural and food chemistry, 2009-04, Vol.57 (8), p.3149-3155</ispartof><rights>Copyright © 2009 American Chemical Society</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a433t-f20a8d9ae04cd44d967adf1ef9abf5731d8acb5ca427d0ca1da30ec49b81adf33</citedby><cites>FETCH-LOGICAL-a433t-f20a8d9ae04cd44d967adf1ef9abf5731d8acb5ca427d0ca1da30ec49b81adf33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21415318$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19281238$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Osmani, Sarah Anne</creatorcontrib><creatorcontrib>Halkjær Hansen, Esben</creatorcontrib><creatorcontrib>Malien-Aubert, Céline</creatorcontrib><creatorcontrib>Olsen, Carl-Erik</creatorcontrib><creatorcontrib>Bak, Søren</creatorcontrib><creatorcontrib>Lindberg Møller, Birger</creatorcontrib><title>Effect of Glucuronosylation on Anthocyanin Color Stability</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>The effect of glucuronosylation on the color stability of anthocyanins was investigated using glucuronosylated anthocyanins isolated from the flower petals of the red daisy (Bellis perennis) or obtained by enzymatic in vitro synthesis using heterologously expressed red daisy glucuronosyltransferase BpUGT94B1. Color stability toward light and heat stress was assessed by monitoring CIELAB color coordinates and stability at pH 7.0 by A550. Cyanidin-3-O-2′′-O-glucuronosylglucoside showed improved color stability in response to light compared to both cyanidin 3-O-glucoside and cyanidin 3-O-2′′-O-diglucoside. A similar increase in color stability was not observed following heat treatment. Glucuronosylation did not increase the stability of anthocyanins at pH 7.0 as determined by A550. To test for a possible effect of glucuronosylation on the color stability of anthocyanins in plant extracts used for food coloration, an elderberry (Sambucus nigra) extract was glucuronosylated in vitro. Glucuronosylation of approximately 50% of total anthocyanins proceeded fast and resulted in increased color stability in response to both heat and light. The data show that glucuronosylation may be used to stabilize industrially used extracts of natural colorants.</description><subject>anthocyanins</subject><subject>Anthocyanins - chemistry</subject><subject>Anthocyanins - metabolism</subject><subject>Asteraceae - chemistry</subject><subject>Asteraceae - enzymology</subject><subject>Bellis perennis</subject><subject>Biological and medical sciences</subject><subject>Chemical Aspects of Biotechnology/Molecular Biology</subject><subject>chemical reactions</subject><subject>Color</subject><subject>color stability</subject><subject>corolla</subject><subject>Drug Stability</subject><subject>Flowers - chemistry</subject><subject>Flowers - enzymology</subject><subject>food coloring</subject><subject>Food Coloring Agents - chemistry</subject><subject>Food industries</subject><subject>fruit extracts</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>glucuronosylated anthocyanins</subject><subject>glucuronosylation</subject><subject>Glucuronosyltransferase - genetics</subject><subject>Glucuronosyltransferase - metabolism</subject><subject>Hot Temperature</subject><subject>Light</subject><subject>plant extracts</subject><subject>Recombinant Proteins - metabolism</subject><subject>Sambucus - chemistry</subject><subject>Sambucus nigra</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNpt0EFLwzAUB_AgipvTg19Ae1HwUM1L0jb1NsacwsDD3Lm8pol2dM1M2sO-vRkb20UIvEN-_HnvT8gt0GegDF5WRlIuBE_OyBASRuMEQJ6TIQ2fsUxSGJAr71eUUplk9JIMIGcSGJdD8jo1RqsusiaaNb3qnW2t3zbY1baNwhu33Y9VW2zrNprYxrpo0WFZN3W3vSYXBhuvbw5zRJZv06_Jezz_nH1MxvMYBeddbBhFWeWoqVCVEFWeZlgZ0CbH0iQZh0qiKhOFgmUVVQgVcqqVyEsJAXI-Io_73I2zv732XbGuvdJNg622vS_SLJySMhbg0x4qZ7132hQbV6_RbQugxa6o4lhUsHeH0L5c6-okD80E8HAA6BU2xmGran90DAQkHHbufu8M2gK_XTDLBaPAKaQMOGenJFS-WNnetaGtf1b6A84ehR8</recordid><startdate>20090422</startdate><enddate>20090422</enddate><creator>Osmani, Sarah Anne</creator><creator>Halkjær Hansen, Esben</creator><creator>Malien-Aubert, Céline</creator><creator>Olsen, Carl-Erik</creator><creator>Bak, Søren</creator><creator>Lindberg Møller, Birger</creator><general>American Chemical Society</general><scope>FBQ</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>20090422</creationdate><title>Effect of Glucuronosylation on Anthocyanin Color Stability</title><author>Osmani, Sarah Anne ; Halkjær Hansen, Esben ; Malien-Aubert, Céline ; Olsen, Carl-Erik ; Bak, Søren ; Lindberg Møller, Birger</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a433t-f20a8d9ae04cd44d967adf1ef9abf5731d8acb5ca427d0ca1da30ec49b81adf33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>anthocyanins</topic><topic>Anthocyanins - chemistry</topic><topic>Anthocyanins - metabolism</topic><topic>Asteraceae - chemistry</topic><topic>Asteraceae - enzymology</topic><topic>Bellis perennis</topic><topic>Biological and medical sciences</topic><topic>Chemical Aspects of Biotechnology/Molecular Biology</topic><topic>chemical reactions</topic><topic>Color</topic><topic>color stability</topic><topic>corolla</topic><topic>Drug Stability</topic><topic>Flowers - chemistry</topic><topic>Flowers - enzymology</topic><topic>food coloring</topic><topic>Food Coloring Agents - chemistry</topic><topic>Food industries</topic><topic>fruit extracts</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>glucuronosylated anthocyanins</topic><topic>glucuronosylation</topic><topic>Glucuronosyltransferase - genetics</topic><topic>Glucuronosyltransferase - metabolism</topic><topic>Hot Temperature</topic><topic>Light</topic><topic>plant extracts</topic><topic>Recombinant Proteins - metabolism</topic><topic>Sambucus - chemistry</topic><topic>Sambucus nigra</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Osmani, Sarah Anne</creatorcontrib><creatorcontrib>Halkjær Hansen, Esben</creatorcontrib><creatorcontrib>Malien-Aubert, Céline</creatorcontrib><creatorcontrib>Olsen, Carl-Erik</creatorcontrib><creatorcontrib>Bak, Søren</creatorcontrib><creatorcontrib>Lindberg Møller, Birger</creatorcontrib><collection>AGRIS</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>Osmani, Sarah Anne</au><au>Halkjær Hansen, Esben</au><au>Malien-Aubert, Céline</au><au>Olsen, Carl-Erik</au><au>Bak, Søren</au><au>Lindberg Møller, Birger</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Effect of Glucuronosylation on Anthocyanin Color Stability</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2009-04-22</date><risdate>2009</risdate><volume>57</volume><issue>8</issue><spage>3149</spage><epage>3155</epage><pages>3149-3155</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>The effect of glucuronosylation on the color stability of anthocyanins was investigated using glucuronosylated anthocyanins isolated from the flower petals of the red daisy (Bellis perennis) or obtained by enzymatic in vitro synthesis using heterologously expressed red daisy glucuronosyltransferase BpUGT94B1. Color stability toward light and heat stress was assessed by monitoring CIELAB color coordinates and stability at pH 7.0 by A550. Cyanidin-3-O-2′′-O-glucuronosylglucoside showed improved color stability in response to light compared to both cyanidin 3-O-glucoside and cyanidin 3-O-2′′-O-diglucoside. A similar increase in color stability was not observed following heat treatment. Glucuronosylation did not increase the stability of anthocyanins at pH 7.0 as determined by A550. To test for a possible effect of glucuronosylation on the color stability of anthocyanins in plant extracts used for food coloration, an elderberry (Sambucus nigra) extract was glucuronosylated in vitro. Glucuronosylation of approximately 50% of total anthocyanins proceeded fast and resulted in increased color stability in response to both heat and light. The data show that glucuronosylation may be used to stabilize industrially used extracts of natural colorants.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>19281238</pmid><doi>10.1021/jf8034435</doi><tpages>7</tpages></addata></record> |
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subjects | anthocyanins Anthocyanins - chemistry Anthocyanins - metabolism Asteraceae - chemistry Asteraceae - enzymology Bellis perennis Biological and medical sciences Chemical Aspects of Biotechnology/Molecular Biology chemical reactions Color color stability corolla Drug Stability Flowers - chemistry Flowers - enzymology food coloring Food Coloring Agents - chemistry Food industries fruit extracts Fundamental and applied biological sciences. Psychology glucuronosylated anthocyanins glucuronosylation Glucuronosyltransferase - genetics Glucuronosyltransferase - metabolism Hot Temperature Light plant extracts Recombinant Proteins - metabolism Sambucus - chemistry Sambucus nigra |
title | Effect of Glucuronosylation on Anthocyanin Color Stability |
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