Enzymatic synthesis and antioxidant properties of L-ascorbyl oleate and L-ascorbyl linoleate
L-Ascorbyl oleate and L-ascorbyl linoleate were synthesized by an immobilized lipase from Candida antarctica with yields of 38% and 44%, respectively. L-Ascorbyl oleate was stable in sterile culture medium over 12 h at 37 degrees C but L-ascorbyl linoleate degraded by 17%. Ascorbyl oleate had a bett...
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| Veröffentlicht in: | Biotechnology letters 2004-12, Vol.26 (23), p.1777-1780 |
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| container_title | Biotechnology letters |
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| creator | Song, Q.X Wei, D.Z Zhou, W.Y Xu, W.Q Yang, S.L |
| description | L-Ascorbyl oleate and L-ascorbyl linoleate were synthesized by an immobilized lipase from Candida antarctica with yields of 38% and 44%, respectively. L-Ascorbyl oleate was stable in sterile culture medium over 12 h at 37 degrees C but L-ascorbyl linoleate degraded by 17%. Ascorbyl oleate had a better protective effect on human umbilical cord vein endothelial cells treated with H2O2 than of L-ascorbic acid-2-phosphate-6-palmitate (Asc2P6P). |
| doi_str_mv | 10.1007/s10529-004-4607-8 |
| format | Article |
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L-Ascorbyl oleate was stable in sterile culture medium over 12 h at 37 degrees C but L-ascorbyl linoleate degraded by 17%. Ascorbyl oleate had a better protective effect on human umbilical cord vein endothelial cells treated with H2O2 than of L-ascorbic acid-2-phosphate-6-palmitate (Asc2P6P).</description><identifier>ISSN: 0141-5492</identifier><identifier>EISSN: 1573-6776</identifier><identifier>DOI: 10.1007/s10529-004-4607-8</identifier><identifier>PMID: 15672213</identifier><identifier>CODEN: BILED3</identifier><language>eng</language><publisher>Dordrecht: Springer</publisher><subject>antioxidant activity ; Antioxidants ; Antioxidants - chemistry ; Antioxidants - pharmacology ; Ascorbic Acid - analogs & derivatives ; Ascorbic Acid - chemical synthesis ; Ascorbic Acid - chemistry ; Ascorbic Acid - pharmacology ; ascorbic acids ; Biological and medical sciences ; Biotechnology ; Candida antarctica ; Cell culture ; cell lines ; Cell Survival - drug effects ; Cells, Cultured ; Chemical synthesis ; Dose-Response Relationship, Drug ; Drug Stability ; Endothelial cells ; Endothelial Cells - cytology ; Endothelial Cells - drug effects ; Endothelial Cells - metabolism ; Enzymatic synthesis ; Enzymes ; Enzymes, Immobilized - chemistry ; Esterification ; fatty acid esters ; Fundamental and applied biological sciences. Psychology ; Humans ; Hydrogen peroxide ; Hydrogen Peroxide - pharmacology ; Immobilized enzymes ; Kinetics ; L-ascorbic acid derivatives ; Linoleic acid ; Linoleic Acids - chemical synthesis ; Linoleic Acids - pharmacology ; Lipase - chemistry ; Oleic acid ; Oleic Acid - chemical synthesis ; Oleic Acid - pharmacology ; Oleic Acids ; Oxidative Stress - drug effects ; Q1 ; Q2 ; Reactive Oxygen Species - metabolism ; synthesis ; Triacylglycerol lipase</subject><ispartof>Biotechnology letters, 2004-12, Vol.26 (23), p.1777-1780</ispartof><rights>2005 INIST-CNRS</rights><rights>Kluwer Academic Publishers 2004</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c449t-170361190ed9766a4d54827ed99036083fdc35ecd9ad349ab437d119df7243463</citedby><cites>FETCH-LOGICAL-c449t-170361190ed9766a4d54827ed99036083fdc35ecd9ad349ab437d119df7243463</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=16525003$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15672213$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Song, Q.X</creatorcontrib><creatorcontrib>Wei, D.Z</creatorcontrib><creatorcontrib>Zhou, W.Y</creatorcontrib><creatorcontrib>Xu, W.Q</creatorcontrib><creatorcontrib>Yang, S.L</creatorcontrib><title>Enzymatic synthesis and antioxidant properties of L-ascorbyl oleate and L-ascorbyl linoleate</title><title>Biotechnology letters</title><addtitle>Biotechnol Lett</addtitle><description>L-Ascorbyl oleate and L-ascorbyl linoleate were synthesized by an immobilized lipase from Candida antarctica with yields of 38% and 44%, respectively. L-Ascorbyl oleate was stable in sterile culture medium over 12 h at 37 degrees C but L-ascorbyl linoleate degraded by 17%. Ascorbyl oleate had a better protective effect on human umbilical cord vein endothelial cells treated with H2O2 than of L-ascorbic acid-2-phosphate-6-palmitate (Asc2P6P).</description><subject>antioxidant activity</subject><subject>Antioxidants</subject><subject>Antioxidants - chemistry</subject><subject>Antioxidants - pharmacology</subject><subject>Ascorbic Acid - analogs & derivatives</subject><subject>Ascorbic Acid - chemical synthesis</subject><subject>Ascorbic Acid - chemistry</subject><subject>Ascorbic Acid - pharmacology</subject><subject>ascorbic acids</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Candida antarctica</subject><subject>Cell culture</subject><subject>cell lines</subject><subject>Cell Survival - drug effects</subject><subject>Cells, Cultured</subject><subject>Chemical synthesis</subject><subject>Dose-Response Relationship, Drug</subject><subject>Drug Stability</subject><subject>Endothelial cells</subject><subject>Endothelial Cells - cytology</subject><subject>Endothelial Cells - drug effects</subject><subject>Endothelial Cells - metabolism</subject><subject>Enzymatic synthesis</subject><subject>Enzymes</subject><subject>Enzymes, Immobilized - chemistry</subject><subject>Esterification</subject><subject>fatty acid esters</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Humans</subject><subject>Hydrogen peroxide</subject><subject>Hydrogen Peroxide - pharmacology</subject><subject>Immobilized enzymes</subject><subject>Kinetics</subject><subject>L-ascorbic acid derivatives</subject><subject>Linoleic acid</subject><subject>Linoleic Acids - chemical synthesis</subject><subject>Linoleic Acids - pharmacology</subject><subject>Lipase - chemistry</subject><subject>Oleic acid</subject><subject>Oleic Acid - chemical synthesis</subject><subject>Oleic Acid - pharmacology</subject><subject>Oleic Acids</subject><subject>Oxidative Stress - drug effects</subject><subject>Q1</subject><subject>Q2</subject><subject>Reactive Oxygen Species - metabolism</subject><subject>synthesis</subject><subject>Triacylglycerol lipase</subject><issn>0141-5492</issn><issn>1573-6776</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNp90c9rHCEUB3AJLckmzR-QSzsE2p5MdfzxxmMISVNYyCHJrSDu6LSG2XGrs5DNX983nYWUHnoQUT8-fH4JOePsgjMGXwpnqjaUMUmlZkCbA7LgCgTVAPoNWTAuOVXS1EfkuJQnxpgBBofkiCsNdc3Fgny_Hl52azfGtiq7YfwZSiyVGzyOMabn6HGuNjltQh5jKFXqqiV1pU15teur1Ac3hj_-r90-DvPBO_K2c30Jp_v5hDzeXD9c3dLl3ddvV5dL2kppRsqBCc25YcEb0NpJr2RTA64MHrBGdL4VKrTeOC-kcSspwKP3HdRSSC1OyOe5Lj701zaU0a5jaUPfuyGkbbEgpWoUto_y038lfovQDUzw_B_4lLZ5wC4sCIkCGo6Iz6jNqZQcOrvJce3yznJmp4TsnJDFhOyUkG3wzvt94e1qHfzrjX0kCD7uAX6o67vshjaWV6dVja1M7sPsOpes-5HRPN7XjIspZRBKiN_be6Cz</recordid><startdate>20041201</startdate><enddate>20041201</enddate><creator>Song, Q.X</creator><creator>Wei, D.Z</creator><creator>Zhou, W.Y</creator><creator>Xu, W.Q</creator><creator>Yang, S.L</creator><general>Springer</general><general>Springer Nature B.V</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>3V.</scope><scope>7QL</scope><scope>7QR</scope><scope>7T7</scope><scope>7TB</scope><scope>7U5</scope><scope>7X7</scope><scope>7XB</scope><scope>88A</scope><scope>88E</scope><scope>88I</scope><scope>8AO</scope><scope>8FD</scope><scope>8FE</scope><scope>8FG</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>C1K</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>L6V</scope><scope>L7M</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M2P</scope><scope>M7N</scope><scope>M7P</scope><scope>M7S</scope><scope>P64</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PTHSS</scope><scope>Q9U</scope><scope>7X8</scope></search><sort><creationdate>20041201</creationdate><title>Enzymatic synthesis and antioxidant properties of L-ascorbyl oleate and L-ascorbyl linoleate</title><author>Song, Q.X ; Wei, D.Z ; Zhou, W.Y ; Xu, W.Q ; Yang, S.L</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c449t-170361190ed9766a4d54827ed99036083fdc35ecd9ad349ab437d119df7243463</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>antioxidant activity</topic><topic>Antioxidants</topic><topic>Antioxidants - chemistry</topic><topic>Antioxidants - pharmacology</topic><topic>Ascorbic Acid - analogs & derivatives</topic><topic>Ascorbic Acid - chemical synthesis</topic><topic>Ascorbic Acid - chemistry</topic><topic>Ascorbic Acid - pharmacology</topic><topic>ascorbic acids</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>Candida antarctica</topic><topic>Cell culture</topic><topic>cell lines</topic><topic>Cell Survival - drug effects</topic><topic>Cells, Cultured</topic><topic>Chemical synthesis</topic><topic>Dose-Response Relationship, Drug</topic><topic>Drug Stability</topic><topic>Endothelial cells</topic><topic>Endothelial Cells - cytology</topic><topic>Endothelial Cells - drug effects</topic><topic>Endothelial Cells - metabolism</topic><topic>Enzymatic synthesis</topic><topic>Enzymes</topic><topic>Enzymes, Immobilized - chemistry</topic><topic>Esterification</topic><topic>fatty acid esters</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Humans</topic><topic>Hydrogen peroxide</topic><topic>Hydrogen Peroxide - pharmacology</topic><topic>Immobilized enzymes</topic><topic>Kinetics</topic><topic>L-ascorbic acid derivatives</topic><topic>Linoleic acid</topic><topic>Linoleic Acids - chemical synthesis</topic><topic>Linoleic Acids - pharmacology</topic><topic>Lipase - chemistry</topic><topic>Oleic acid</topic><topic>Oleic Acid - chemical synthesis</topic><topic>Oleic Acid - pharmacology</topic><topic>Oleic Acids</topic><topic>Oxidative Stress - drug effects</topic><topic>Q1</topic><topic>Q2</topic><topic>Reactive Oxygen Species - metabolism</topic><topic>synthesis</topic><topic>Triacylglycerol lipase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Song, Q.X</creatorcontrib><creatorcontrib>Wei, D.Z</creatorcontrib><creatorcontrib>Zhou, W.Y</creatorcontrib><creatorcontrib>Xu, W.Q</creatorcontrib><creatorcontrib>Yang, S.L</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>ProQuest Central (Corporate)</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Chemoreception Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Biology Database (Alumni Edition)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>Natural Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>ProQuest Engineering Collection</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Science Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biological Science Database</collection><collection>Engineering Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>Engineering Collection</collection><collection>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><jtitle>Biotechnology letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Song, Q.X</au><au>Wei, D.Z</au><au>Zhou, W.Y</au><au>Xu, W.Q</au><au>Yang, S.L</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enzymatic synthesis and antioxidant properties of L-ascorbyl oleate and L-ascorbyl linoleate</atitle><jtitle>Biotechnology letters</jtitle><addtitle>Biotechnol Lett</addtitle><date>2004-12-01</date><risdate>2004</risdate><volume>26</volume><issue>23</issue><spage>1777</spage><epage>1780</epage><pages>1777-1780</pages><issn>0141-5492</issn><eissn>1573-6776</eissn><coden>BILED3</coden><abstract>L-Ascorbyl oleate and L-ascorbyl linoleate were synthesized by an immobilized lipase from Candida antarctica with yields of 38% and 44%, respectively. L-Ascorbyl oleate was stable in sterile culture medium over 12 h at 37 degrees C but L-ascorbyl linoleate degraded by 17%. Ascorbyl oleate had a better protective effect on human umbilical cord vein endothelial cells treated with H2O2 than of L-ascorbic acid-2-phosphate-6-palmitate (Asc2P6P).</abstract><cop>Dordrecht</cop><pub>Springer</pub><pmid>15672213</pmid><doi>10.1007/s10529-004-4607-8</doi><tpages>4</tpages></addata></record> |
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| ispartof | Biotechnology letters, 2004-12, Vol.26 (23), p.1777-1780 |
| issn | 0141-5492 1573-6776 |
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| subjects | antioxidant activity Antioxidants Antioxidants - chemistry Antioxidants - pharmacology Ascorbic Acid - analogs & derivatives Ascorbic Acid - chemical synthesis Ascorbic Acid - chemistry Ascorbic Acid - pharmacology ascorbic acids Biological and medical sciences Biotechnology Candida antarctica Cell culture cell lines Cell Survival - drug effects Cells, Cultured Chemical synthesis Dose-Response Relationship, Drug Drug Stability Endothelial cells Endothelial Cells - cytology Endothelial Cells - drug effects Endothelial Cells - metabolism Enzymatic synthesis Enzymes Enzymes, Immobilized - chemistry Esterification fatty acid esters Fundamental and applied biological sciences. Psychology Humans Hydrogen peroxide Hydrogen Peroxide - pharmacology Immobilized enzymes Kinetics L-ascorbic acid derivatives Linoleic acid Linoleic Acids - chemical synthesis Linoleic Acids - pharmacology Lipase - chemistry Oleic acid Oleic Acid - chemical synthesis Oleic Acid - pharmacology Oleic Acids Oxidative Stress - drug effects Q1 Q2 Reactive Oxygen Species - metabolism synthesis Triacylglycerol lipase |
| title | Enzymatic synthesis and antioxidant properties of L-ascorbyl oleate and L-ascorbyl linoleate |
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