Biosynthesis of glycerol carbonate from glycerol by lipase in dimethyl carbonate as the solvent
Glycerol carbonate was synthesized from renewable glycerol and dimethyl carbonate using lipase in solvent-free reaction system in which excess dimethyl carbonate played as the reaction medium. A variety of lipases have been tested for their abilities to catalyze transesterification reaction, and Can...
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Veröffentlicht in: | Bioprocess and biosystems engineering 2010-11, Vol.33 (9), p.1059-1065 |
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creator | Lee, Kyung Hwa Park, Chang-Ho Lee, Eun Yeol |
description | Glycerol carbonate was synthesized from renewable glycerol and dimethyl carbonate using lipase in solvent-free reaction system in which excess dimethyl carbonate played as the reaction medium. A variety of lipases have been tested for their abilities to catalyze transesterification reaction, and Candida antartica lipase B and Novozyme 435 exhibited higher catalytic activities. The silica-coated glycerol with a 1:1 ratio was supplied to prevent two-phase formation between hydrophobic dimethyl carbonate and hydrophilic glycerol. Glycerol carbonate was successfully synthesized with more than 90% conversion from dimethyl carbonate and glycerol with a molar ratio of 10 using Novozyme 435-catalyzed transesterification at 70 °C. The Novozyme 435 [5% (w/w) and 20% (w/w)] and silica gel were more than four times recycled with good stability in a repeated batch operation for the solvent-free synthesis of glycerol carbonate. |
doi_str_mv | 10.1007/s00449-010-0431-9 |
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A variety of lipases have been tested for their abilities to catalyze transesterification reaction, and Candida antartica lipase B and Novozyme 435 exhibited higher catalytic activities. The silica-coated glycerol with a 1:1 ratio was supplied to prevent two-phase formation between hydrophobic dimethyl carbonate and hydrophilic glycerol. Glycerol carbonate was successfully synthesized with more than 90% conversion from dimethyl carbonate and glycerol with a molar ratio of 10 using Novozyme 435-catalyzed transesterification at 70 °C. The Novozyme 435 [5% (w/w) and 20% (w/w)] and silica gel were more than four times recycled with good stability in a repeated batch operation for the solvent-free synthesis of glycerol carbonate.</description><identifier>ISSN: 1615-7591</identifier><identifier>EISSN: 1615-7605</identifier><identifier>DOI: 10.1007/s00449-010-0431-9</identifier><identifier>PMID: 20502921</identifier><language>eng</language><publisher>Berlin/Heidelberg: Berlin/Heidelberg : Springer-Verlag</publisher><subject>Biological and medical sciences ; Biosynthesis ; Biotechnology ; Candida ; Candida - enzymology ; Carbonates - chemistry ; Catalysis ; Chemical engineering ; Chemistry ; Chemistry and Materials Science ; Detergents - chemistry ; Dimethyl carbonate ; Environmental Engineering/Biotechnology ; Esters - chemistry ; Food Science ; Formates - chemistry ; Fundamental and applied biological sciences. Psychology ; glycerol ; Glycerol - chemistry ; Glycerol carbonate ; Hydrophobic and Hydrophilic Interactions ; Industrial and Production Engineering ; Industrial Chemistry/Chemical Engineering ; Lipase - chemistry ; Microscopy - methods ; Models, Chemical ; Original Paper ; Process engineering ; Silica ; Solvents ; Temperature ; Time Factors ; transesterification ; triacylglycerol lipase</subject><ispartof>Bioprocess and biosystems engineering, 2010-11, Vol.33 (9), p.1059-1065</ispartof><rights>Springer-Verlag 2010</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c493t-f87ff1bd21a6635d4e405104d6b05aa369ce947fa2e429391c52328cea1794063</citedby><cites>FETCH-LOGICAL-c493t-f87ff1bd21a6635d4e405104d6b05aa369ce947fa2e429391c52328cea1794063</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s00449-010-0431-9$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s00449-010-0431-9$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27923,27924,41487,42556,51318</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23351824$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20502921$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lee, Kyung Hwa</creatorcontrib><creatorcontrib>Park, Chang-Ho</creatorcontrib><creatorcontrib>Lee, Eun Yeol</creatorcontrib><title>Biosynthesis of glycerol carbonate from glycerol by lipase in dimethyl carbonate as the solvent</title><title>Bioprocess and biosystems engineering</title><addtitle>Bioprocess Biosyst Eng</addtitle><addtitle>Bioprocess Biosyst Eng</addtitle><description>Glycerol carbonate was synthesized from renewable glycerol and dimethyl carbonate using lipase in solvent-free reaction system in which excess dimethyl carbonate played as the reaction medium. A variety of lipases have been tested for their abilities to catalyze transesterification reaction, and Candida antartica lipase B and Novozyme 435 exhibited higher catalytic activities. The silica-coated glycerol with a 1:1 ratio was supplied to prevent two-phase formation between hydrophobic dimethyl carbonate and hydrophilic glycerol. Glycerol carbonate was successfully synthesized with more than 90% conversion from dimethyl carbonate and glycerol with a molar ratio of 10 using Novozyme 435-catalyzed transesterification at 70 °C. The Novozyme 435 [5% (w/w) and 20% (w/w)] and silica gel were more than four times recycled with good stability in a repeated batch operation for the solvent-free synthesis of glycerol carbonate.</description><subject>Biological and medical sciences</subject><subject>Biosynthesis</subject><subject>Biotechnology</subject><subject>Candida</subject><subject>Candida - enzymology</subject><subject>Carbonates - chemistry</subject><subject>Catalysis</subject><subject>Chemical engineering</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Detergents - chemistry</subject><subject>Dimethyl carbonate</subject><subject>Environmental Engineering/Biotechnology</subject><subject>Esters - chemistry</subject><subject>Food Science</subject><subject>Formates - chemistry</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>glycerol</subject><subject>Glycerol - chemistry</subject><subject>Glycerol carbonate</subject><subject>Hydrophobic and Hydrophilic Interactions</subject><subject>Industrial and Production Engineering</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Lipase - chemistry</subject><subject>Microscopy - methods</subject><subject>Models, Chemical</subject><subject>Original Paper</subject><subject>Process engineering</subject><subject>Silica</subject><subject>Solvents</subject><subject>Temperature</subject><subject>Time Factors</subject><subject>transesterification</subject><subject>triacylglycerol lipase</subject><issn>1615-7591</issn><issn>1615-7605</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</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>eNqFkUtv1DAUhSMEoqXwA9iAhYRYpdzrt5el4lGpEovSteU49jRVEg92Bin_nowyZRALuvKV_Z3jc3Wq6jXCOQKojwWAc1MDQg2cYW2eVKcoUdRKgnj6MAuDJ9WLUu4BUGgKz6sTCgKooXha2U9dKvM43YXSFZIi2fSzDzn1xLvcpNFNgcSchuN9M5O-27oSSDeSthvCdDf_TbtCFjdSUv8rjNPL6ll0fQmvDudZdfvl84_Lb_X1969XlxfXteeGTXXUKkZsWopOSiZaHjgIBN7KBoRzTBofDFfR0cCpYQa9oIxqHxwqw0Gys-rD6rvN6eculMkOXfGh790Y0q5YLZViVNDHSSW0ZkogX8h3_5D3aZfHZQ2rgUmtBDMLhCvkcyolh2i3uRtcni2C3bdk15bs0pLdt2T3mjcH410zhPaP4qGWBXh_AFzxro_Zjb4rR44xgZruE9KVK8vTuAn5mPB_v79dRdEl6zZ5Mb69oYAM0AAsEdhvYISxxw</recordid><startdate>20101101</startdate><enddate>20101101</enddate><creator>Lee, Kyung Hwa</creator><creator>Park, Chang-Ho</creator><creator>Lee, Eun Yeol</creator><general>Berlin/Heidelberg : Springer-Verlag</general><general>Springer-Verlag</general><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>7T7</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>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</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>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M2P</scope><scope>M7N</scope><scope>M7P</scope><scope>P64</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope><scope>7X8</scope><scope>7QO</scope></search><sort><creationdate>20101101</creationdate><title>Biosynthesis of glycerol carbonate from glycerol by lipase in dimethyl carbonate as the solvent</title><author>Lee, Kyung Hwa ; Park, Chang-Ho ; Lee, Eun Yeol</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c493t-f87ff1bd21a6635d4e405104d6b05aa369ce947fa2e429391c52328cea1794063</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Biological and medical sciences</topic><topic>Biosynthesis</topic><topic>Biotechnology</topic><topic>Candida</topic><topic>Candida - enzymology</topic><topic>Carbonates - chemistry</topic><topic>Catalysis</topic><topic>Chemical engineering</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Detergents - chemistry</topic><topic>Dimethyl carbonate</topic><topic>Environmental Engineering/Biotechnology</topic><topic>Esters - chemistry</topic><topic>Food Science</topic><topic>Formates - chemistry</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>glycerol</topic><topic>Glycerol - chemistry</topic><topic>Glycerol carbonate</topic><topic>Hydrophobic and Hydrophilic Interactions</topic><topic>Industrial and Production Engineering</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Lipase - chemistry</topic><topic>Microscopy - methods</topic><topic>Models, Chemical</topic><topic>Original Paper</topic><topic>Process engineering</topic><topic>Silica</topic><topic>Solvents</topic><topic>Temperature</topic><topic>Time Factors</topic><topic>transesterification</topic><topic>triacylglycerol lipase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lee, Kyung Hwa</creatorcontrib><creatorcontrib>Park, Chang-Ho</creatorcontrib><creatorcontrib>Lee, Eun Yeol</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>Industrial and Applied Microbiology Abstracts (Microbiology A)</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 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>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>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 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>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>ProQuest Central Basic</collection><collection>MEDLINE - Academic</collection><collection>Biotechnology Research Abstracts</collection><jtitle>Bioprocess and biosystems engineering</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lee, Kyung Hwa</au><au>Park, Chang-Ho</au><au>Lee, Eun Yeol</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biosynthesis of glycerol carbonate from glycerol by lipase in dimethyl carbonate as the solvent</atitle><jtitle>Bioprocess and biosystems engineering</jtitle><stitle>Bioprocess Biosyst Eng</stitle><addtitle>Bioprocess Biosyst Eng</addtitle><date>2010-11-01</date><risdate>2010</risdate><volume>33</volume><issue>9</issue><spage>1059</spage><epage>1065</epage><pages>1059-1065</pages><issn>1615-7591</issn><eissn>1615-7605</eissn><abstract>Glycerol carbonate was synthesized from renewable glycerol and dimethyl carbonate using lipase in solvent-free reaction system in which excess dimethyl carbonate played as the reaction medium. A variety of lipases have been tested for their abilities to catalyze transesterification reaction, and Candida antartica lipase B and Novozyme 435 exhibited higher catalytic activities. The silica-coated glycerol with a 1:1 ratio was supplied to prevent two-phase formation between hydrophobic dimethyl carbonate and hydrophilic glycerol. Glycerol carbonate was successfully synthesized with more than 90% conversion from dimethyl carbonate and glycerol with a molar ratio of 10 using Novozyme 435-catalyzed transesterification at 70 °C. The Novozyme 435 [5% (w/w) and 20% (w/w)] and silica gel were more than four times recycled with good stability in a repeated batch operation for the solvent-free synthesis of glycerol carbonate.</abstract><cop>Berlin/Heidelberg</cop><pub>Berlin/Heidelberg : Springer-Verlag</pub><pmid>20502921</pmid><doi>10.1007/s00449-010-0431-9</doi><tpages>7</tpages></addata></record> |
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subjects | Biological and medical sciences Biosynthesis Biotechnology Candida Candida - enzymology Carbonates - chemistry Catalysis Chemical engineering Chemistry Chemistry and Materials Science Detergents - chemistry Dimethyl carbonate Environmental Engineering/Biotechnology Esters - chemistry Food Science Formates - chemistry Fundamental and applied biological sciences. Psychology glycerol Glycerol - chemistry Glycerol carbonate Hydrophobic and Hydrophilic Interactions Industrial and Production Engineering Industrial Chemistry/Chemical Engineering Lipase - chemistry Microscopy - methods Models, Chemical Original Paper Process engineering Silica Solvents Temperature Time Factors transesterification triacylglycerol lipase |
title | Biosynthesis of glycerol carbonate from glycerol by lipase in dimethyl carbonate as the solvent |
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