Antioxidant Properties of 2-O-β-D-Glucopyranosyl-L-ascorbic Acid
The antioxidant activity of a provitamin C agent, 2-O-β-D-glucopyranosyl-L-ascorbic acid (AA-2βG), was compared to that of 2-O-α-D-glucopyranosyl-L-ascorbic acid (AA-2G) and ascorbic acid (AA) using four in vitro methods, 1,1-diphenyl-picrylhydrazyl (DPPH) radical-scavenging assay, 2,2′-azinobis(3-e...
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| Veröffentlicht in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2008, Vol.72 (6), p.1558-1563 |
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| container_title | Bioscience, biotechnology, and biochemistry |
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| creator | TAKEBAYASHI, Jun YAGI, Yasuyuki ISHII, Rie ABE, Shigeki YAMADA, Kazuhiko TAI, Akihiro |
| description | The antioxidant activity of a provitamin C agent, 2-O-β-D-glucopyranosyl-L-ascorbic acid (AA-2βG), was compared to that of 2-O-α-D-glucopyranosyl-L-ascorbic acid (AA-2G) and ascorbic acid (AA) using four in vitro methods, 1,1-diphenyl-picrylhydrazyl (DPPH) radical-scavenging assay, 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation (ABTS
*+
)-scavenging assay, oxygen radical absorbance capacity (ORAC) assay, and 2,2′-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced erythrocyte hemolysis inhibition assay. AA-2βG slowly and continuously scavenged DPPH radicals and ABTS
*+
in roughly the same reaction profiles as AA-2G, whereas AA quenched these radicals immediately. In the ORAC assay and the hemolysis inhibition assay, AA-2βG showed similar overall activities to AA-2G and to AA, although the reactivity of AA-2βG against the peroxyl radical generated in both assays was lower than that of AA-2G and AA. These data indicate that AA-2βG had roughly the same radical-scavenging properties as AA-2G, and a comprehensive in vitro antioxidant activity of AA-2βG appeared to be comparable not only to that of AA-2G but also to that of AA. |
| doi_str_mv | 10.1271/bbb.80063 |
| format | Article |
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*+
)-scavenging assay, oxygen radical absorbance capacity (ORAC) assay, and 2,2′-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced erythrocyte hemolysis inhibition assay. AA-2βG slowly and continuously scavenged DPPH radicals and ABTS
*+
in roughly the same reaction profiles as AA-2G, whereas AA quenched these radicals immediately. In the ORAC assay and the hemolysis inhibition assay, AA-2βG showed similar overall activities to AA-2G and to AA, although the reactivity of AA-2βG against the peroxyl radical generated in both assays was lower than that of AA-2G and AA. These data indicate that AA-2βG had roughly the same radical-scavenging properties as AA-2G, and a comprehensive in vitro antioxidant activity of AA-2βG appeared to be comparable not only to that of AA-2G but also to that of AA.</description><identifier>ISSN: 0916-8451</identifier><identifier>ISSN: 1347-6947</identifier><identifier>EISSN: 1347-6947</identifier><identifier>DOI: 10.1271/bbb.80063</identifier><identifier>PMID: 18540110</identifier><language>eng</language><publisher>Tokyo: Japan Society for Bioscience, Biotechnology, and Agrochemistry</publisher><subject>2-O-β-D-glucopyranosyl-L-ascorbic acid ; Amidines - pharmacology ; Animals ; antioxidant activity ; Antioxidants - pharmacology ; Ascorbic Acid - analogs & derivatives ; Ascorbic Acid - chemistry ; Ascorbic Acid - pharmacology ; Benzothiazoles - chemistry ; Biological and medical sciences ; Erythrocytes - drug effects ; Fundamental and applied biological sciences. Psychology ; Hemolysis - drug effects ; Hydrogen-Ion Concentration ; in vitro radical-scavenging assay ; moderate and long-lasting radical-scavenging reaction ; Molecular Structure ; Sheep ; stable vitamin C derivative ; Sulfonic Acids - chemistry</subject><ispartof>Bioscience, biotechnology, and biochemistry, 2008, Vol.72 (6), p.1558-1563</ispartof><rights>2008 by Japan Society for Bioscience, Biotechnology, and Agrochemistry 2008</rights><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c616t-23c0b167d14e70e458d653144ccda0f14c6b325ea353aa17afff3094c13c35a43</citedby><cites>FETCH-LOGICAL-c616t-23c0b167d14e70e458d653144ccda0f14c6b325ea353aa17afff3094c13c35a43</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20548486$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18540110$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>TAKEBAYASHI, Jun</creatorcontrib><creatorcontrib>YAGI, Yasuyuki</creatorcontrib><creatorcontrib>ISHII, Rie</creatorcontrib><creatorcontrib>ABE, Shigeki</creatorcontrib><creatorcontrib>YAMADA, Kazuhiko</creatorcontrib><creatorcontrib>TAI, Akihiro</creatorcontrib><title>Antioxidant Properties of 2-O-β-D-Glucopyranosyl-L-ascorbic Acid</title><title>Bioscience, biotechnology, and biochemistry</title><addtitle>Biosci Biotechnol Biochem</addtitle><description>The antioxidant activity of a provitamin C agent, 2-O-β-D-glucopyranosyl-L-ascorbic acid (AA-2βG), was compared to that of 2-O-α-D-glucopyranosyl-L-ascorbic acid (AA-2G) and ascorbic acid (AA) using four in vitro methods, 1,1-diphenyl-picrylhydrazyl (DPPH) radical-scavenging assay, 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation (ABTS
*+
)-scavenging assay, oxygen radical absorbance capacity (ORAC) assay, and 2,2′-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced erythrocyte hemolysis inhibition assay. AA-2βG slowly and continuously scavenged DPPH radicals and ABTS
*+
in roughly the same reaction profiles as AA-2G, whereas AA quenched these radicals immediately. In the ORAC assay and the hemolysis inhibition assay, AA-2βG showed similar overall activities to AA-2G and to AA, although the reactivity of AA-2βG against the peroxyl radical generated in both assays was lower than that of AA-2G and AA. These data indicate that AA-2βG had roughly the same radical-scavenging properties as AA-2G, and a comprehensive in vitro antioxidant activity of AA-2βG appeared to be comparable not only to that of AA-2G but also to that of AA.</description><subject>2-O-β-D-glucopyranosyl-L-ascorbic acid</subject><subject>Amidines - pharmacology</subject><subject>Animals</subject><subject>antioxidant activity</subject><subject>Antioxidants - pharmacology</subject><subject>Ascorbic Acid - analogs & derivatives</subject><subject>Ascorbic Acid - chemistry</subject><subject>Ascorbic Acid - pharmacology</subject><subject>Benzothiazoles - chemistry</subject><subject>Biological and medical sciences</subject><subject>Erythrocytes - drug effects</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Hemolysis - drug effects</subject><subject>Hydrogen-Ion Concentration</subject><subject>in vitro radical-scavenging assay</subject><subject>moderate and long-lasting radical-scavenging reaction</subject><subject>Molecular Structure</subject><subject>Sheep</subject><subject>stable vitamin C derivative</subject><subject>Sulfonic Acids - chemistry</subject><issn>0916-8451</issn><issn>1347-6947</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNplkE1OwzAQRi0EoqWw4AIoG4RYGDzxT9JlVaAgVSoLWEeOY0tGSRzsRJBrcRDOREoDLFiNNHrzfZqH0CmQK4gTuM7z_ColRNA9NAXKEizmLNlHUzIHgVPGYYKOQnghZFhwOEQTSDkjAGSKFou6te7dFrJuo0fvGu1bq0PkTBTjDf78wDd4VXbKNb2XtQt9iddYBuV8blW0ULY4RgdGlkGfjHOGnu9un5b3eL1ZPSwXa6wEiBbHVJEcRFIA0wnRjKeF4BQYU6qQxABTIqcx15JyKiUk0hhDyZwpoIpyyegMXexyG-9eOx3arLJB6bKUtXZdyFLOE8KHjwfyckcq70Lw2mSNt5X0fQYk2wrLBmHZt7CBPRtTu7zSxR85GhqA8xEYvpalGSwoG365mHCWsnRbynacrY3zlXxzviyyVval8z9H9H__F2Ygg9I</recordid><startdate>2008</startdate><enddate>2008</enddate><creator>TAKEBAYASHI, Jun</creator><creator>YAGI, Yasuyuki</creator><creator>ISHII, Rie</creator><creator>ABE, Shigeki</creator><creator>YAMADA, Kazuhiko</creator><creator>TAI, Akihiro</creator><general>Japan Society for Bioscience, Biotechnology, and Agrochemistry</general><general>Japan Society for Bioscience Biotechnology and Agrochemistry</general><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>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>2008</creationdate><title>Antioxidant Properties of 2-O-β-D-Glucopyranosyl-L-ascorbic Acid</title><author>TAKEBAYASHI, Jun ; YAGI, Yasuyuki ; ISHII, Rie ; ABE, Shigeki ; YAMADA, Kazuhiko ; TAI, Akihiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c616t-23c0b167d14e70e458d653144ccda0f14c6b325ea353aa17afff3094c13c35a43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>2-O-β-D-glucopyranosyl-L-ascorbic acid</topic><topic>Amidines - pharmacology</topic><topic>Animals</topic><topic>antioxidant activity</topic><topic>Antioxidants - pharmacology</topic><topic>Ascorbic Acid - analogs & derivatives</topic><topic>Ascorbic Acid - chemistry</topic><topic>Ascorbic Acid - pharmacology</topic><topic>Benzothiazoles - chemistry</topic><topic>Biological and medical sciences</topic><topic>Erythrocytes - drug effects</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Hemolysis - drug effects</topic><topic>Hydrogen-Ion Concentration</topic><topic>in vitro radical-scavenging assay</topic><topic>moderate and long-lasting radical-scavenging reaction</topic><topic>Molecular Structure</topic><topic>Sheep</topic><topic>stable vitamin C derivative</topic><topic>Sulfonic Acids - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>TAKEBAYASHI, Jun</creatorcontrib><creatorcontrib>YAGI, Yasuyuki</creatorcontrib><creatorcontrib>ISHII, Rie</creatorcontrib><creatorcontrib>ABE, Shigeki</creatorcontrib><creatorcontrib>YAMADA, Kazuhiko</creatorcontrib><creatorcontrib>TAI, Akihiro</creatorcontrib><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>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>TAKEBAYASHI, Jun</au><au>YAGI, Yasuyuki</au><au>ISHII, Rie</au><au>ABE, Shigeki</au><au>YAMADA, Kazuhiko</au><au>TAI, Akihiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antioxidant Properties of 2-O-β-D-Glucopyranosyl-L-ascorbic Acid</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>2008</date><risdate>2008</risdate><volume>72</volume><issue>6</issue><spage>1558</spage><epage>1563</epage><pages>1558-1563</pages><issn>0916-8451</issn><issn>1347-6947</issn><eissn>1347-6947</eissn><abstract>The antioxidant activity of a provitamin C agent, 2-O-β-D-glucopyranosyl-L-ascorbic acid (AA-2βG), was compared to that of 2-O-α-D-glucopyranosyl-L-ascorbic acid (AA-2G) and ascorbic acid (AA) using four in vitro methods, 1,1-diphenyl-picrylhydrazyl (DPPH) radical-scavenging assay, 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation (ABTS
*+
)-scavenging assay, oxygen radical absorbance capacity (ORAC) assay, and 2,2′-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced erythrocyte hemolysis inhibition assay. AA-2βG slowly and continuously scavenged DPPH radicals and ABTS
*+
in roughly the same reaction profiles as AA-2G, whereas AA quenched these radicals immediately. In the ORAC assay and the hemolysis inhibition assay, AA-2βG showed similar overall activities to AA-2G and to AA, although the reactivity of AA-2βG against the peroxyl radical generated in both assays was lower than that of AA-2G and AA. These data indicate that AA-2βG had roughly the same radical-scavenging properties as AA-2G, and a comprehensive in vitro antioxidant activity of AA-2βG appeared to be comparable not only to that of AA-2G but also to that of AA.</abstract><cop>Tokyo</cop><pub>Japan Society for Bioscience, Biotechnology, and Agrochemistry</pub><pmid>18540110</pmid><doi>10.1271/bbb.80063</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| identifier | ISSN: 0916-8451 |
| ispartof | Bioscience, biotechnology, and biochemistry, 2008, Vol.72 (6), p.1558-1563 |
| issn | 0916-8451 1347-6947 1347-6947 |
| language | eng |
| recordid | cdi_crossref_primary_10_1271_bbb_80063 |
| source | MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Oxford University Press Journals All Titles (1996-Current); J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; Open Access Titles of Japan; Free Full-Text Journals in Chemistry |
| subjects | 2-O-β-D-glucopyranosyl-L-ascorbic acid Amidines - pharmacology Animals antioxidant activity Antioxidants - pharmacology Ascorbic Acid - analogs & derivatives Ascorbic Acid - chemistry Ascorbic Acid - pharmacology Benzothiazoles - chemistry Biological and medical sciences Erythrocytes - drug effects Fundamental and applied biological sciences. Psychology Hemolysis - drug effects Hydrogen-Ion Concentration in vitro radical-scavenging assay moderate and long-lasting radical-scavenging reaction Molecular Structure Sheep stable vitamin C derivative Sulfonic Acids - chemistry |
| title | Antioxidant Properties of 2-O-β-D-Glucopyranosyl-L-ascorbic Acid |
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