Process development for production of medium chain triglycerides using immobilized lipase in a solvent-free system
The synthesis of tricaprylin, tricaprin, trilaurin, and trimyristin in a solvent-free system was conducted by mixing a commercial immobilized lipase with the organic reagents (glycerol and fatty acid) in a 20-mL batch reactor with constant stirring. The effects of temperature, fatty acid/glycerol mo...
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| Veröffentlicht in: | Applied biochemistry and biotechnology 2002, Vol.98 (1-9), p.997-1008 |
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| creator | Langone, M.A.P Sant'Anna, G.L. Jr |
| description | The synthesis of tricaprylin, tricaprin, trilaurin, and trimyristin in a solvent-free system was conducted by mixing a commercial immobilized lipase with the organic reagents (glycerol and fatty acid) in a 20-mL batch reactor with constant stirring. The effects of temperature, fatty acid/glycerol molar ratio, and enzyme concentration on the reaction conversion were determined. The reactions were carried out for 26 h and the nonpolar phase was analyzed by gas chromatography. Appreciable levels of medium chain triglycerides were achieved, except for tricaprylin. The higher selectivity values for the production of triglycerides were attained under the following conditions: a fatty acid/glycerol molar ratio of 5; enzyme concentration of 5 or 9% (w/w); and temperatures of 70 degrees C (tricaprin), 80 degrees C (trilaurin), and 90 degrees C (trimyristin). After completion of the esterification reaction under these conditions, the recovery of the triglyceride and fatty acids, and the reusability of the enzyme were studied. The unreacted fatty acid and the produced triglyceride were satisfactorily recovered. The commercial immobilized lipase was used in 10 consecutive batch reactions at 80 degrees C, with 100% selectivity in the trilaurin and trimyristin synthesis. The possibility of enzyme reuse and the recovery of residual fatty acid are relevant results that contribute to increasing the viability of the process. |
| doi_str_mv | 10.1385/ABAB:98-100:1-9:997 |
| format | Article |
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Jr</creator><creatorcontrib>Langone, M.A.P ; Sant'Anna, G.L. Jr</creatorcontrib><description>The synthesis of tricaprylin, tricaprin, trilaurin, and trimyristin in a solvent-free system was conducted by mixing a commercial immobilized lipase with the organic reagents (glycerol and fatty acid) in a 20-mL batch reactor with constant stirring. The effects of temperature, fatty acid/glycerol molar ratio, and enzyme concentration on the reaction conversion were determined. The reactions were carried out for 26 h and the nonpolar phase was analyzed by gas chromatography. Appreciable levels of medium chain triglycerides were achieved, except for tricaprylin. The higher selectivity values for the production of triglycerides were attained under the following conditions: a fatty acid/glycerol molar ratio of 5; enzyme concentration of 5 or 9% (w/w); and temperatures of 70 degrees C (tricaprin), 80 degrees C (trilaurin), and 90 degrees C (trimyristin). After completion of the esterification reaction under these conditions, the recovery of the triglyceride and fatty acids, and the reusability of the enzyme were studied. The unreacted fatty acid and the produced triglyceride were satisfactorily recovered. The commercial immobilized lipase was used in 10 consecutive batch reactions at 80 degrees C, with 100% selectivity in the trilaurin and trimyristin synthesis. The possibility of enzyme reuse and the recovery of residual fatty acid are relevant results that contribute to increasing the viability of the process.</description><identifier>ISSN: 0273-2289</identifier><identifier>EISSN: 1559-0291</identifier><identifier>EISSN: 0273-2289</identifier><identifier>DOI: 10.1385/ABAB:98-100:1-9:997</identifier><identifier>PMID: 12018320</identifier><identifier>CODEN: ABIBDL</identifier><language>eng</language><publisher>Heidelberg: Springer</publisher><subject>Anion Exchange Resins ; Batch reactors ; Bioconversions. Hemisynthesis ; Biological and medical sciences ; Biotechnology ; Diglycerides - chemistry ; Diglycerides - metabolism ; Enzymes ; Enzymes, Immobilized - metabolism ; Esterification ; Fatty acids ; Fatty Acids, Nonesterified - metabolism ; Fundamental and applied biological sciences. Psychology ; Gas chromatography ; Glycerides - chemistry ; Glycerides - metabolism ; Glycerol ; Glycerol - metabolism ; Kinetics ; Lipase ; Lipase - metabolism ; medium chain triacylglycerols ; Methods. Procedures. Technologies ; mixing ; Mucor - enzymology ; Reagents ; Recovery ; Selectivity ; Solvents ; Structure-Activity Relationship ; Synthesis ; temperature ; Temperature effects ; Triglycerides ; Triglycerides - biosynthesis ; Triglycerides - chemistry</subject><ispartof>Applied biochemistry and biotechnology, 2002, Vol.98 (1-9), p.997-1008</ispartof><rights>2002 INIST-CNRS</rights><rights>Humana Press Inc. 2002</rights><rights>Humana Press Inc. 2002.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c442t-b864d03f05865bfd67f8fbdd569d5abb750ad54b3955ec56f57641fefe9f4e153</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>310,311,315,781,785,790,791,4025,4051,4052,23935,23936,25145,27928,27929,27930</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=13711621$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12018320$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Langone, M.A.P</creatorcontrib><creatorcontrib>Sant'Anna, G.L. Jr</creatorcontrib><title>Process development for production of medium chain triglycerides using immobilized lipase in a solvent-free system</title><title>Applied biochemistry and biotechnology</title><addtitle>Appl Biochem Biotechnol</addtitle><description>The synthesis of tricaprylin, tricaprin, trilaurin, and trimyristin in a solvent-free system was conducted by mixing a commercial immobilized lipase with the organic reagents (glycerol and fatty acid) in a 20-mL batch reactor with constant stirring. The effects of temperature, fatty acid/glycerol molar ratio, and enzyme concentration on the reaction conversion were determined. The reactions were carried out for 26 h and the nonpolar phase was analyzed by gas chromatography. Appreciable levels of medium chain triglycerides were achieved, except for tricaprylin. The higher selectivity values for the production of triglycerides were attained under the following conditions: a fatty acid/glycerol molar ratio of 5; enzyme concentration of 5 or 9% (w/w); and temperatures of 70 degrees C (tricaprin), 80 degrees C (trilaurin), and 90 degrees C (trimyristin). After completion of the esterification reaction under these conditions, the recovery of the triglyceride and fatty acids, and the reusability of the enzyme were studied. The unreacted fatty acid and the produced triglyceride were satisfactorily recovered. The commercial immobilized lipase was used in 10 consecutive batch reactions at 80 degrees C, with 100% selectivity in the trilaurin and trimyristin synthesis. The possibility of enzyme reuse and the recovery of residual fatty acid are relevant results that contribute to increasing the viability of the process.</description><subject>Anion Exchange Resins</subject><subject>Batch reactors</subject><subject>Bioconversions. Hemisynthesis</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Diglycerides - chemistry</subject><subject>Diglycerides - metabolism</subject><subject>Enzymes</subject><subject>Enzymes, Immobilized - metabolism</subject><subject>Esterification</subject><subject>Fatty acids</subject><subject>Fatty Acids, Nonesterified - metabolism</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gas chromatography</subject><subject>Glycerides - chemistry</subject><subject>Glycerides - metabolism</subject><subject>Glycerol</subject><subject>Glycerol - metabolism</subject><subject>Kinetics</subject><subject>Lipase</subject><subject>Lipase - metabolism</subject><subject>medium chain triacylglycerols</subject><subject>Methods. Procedures. Technologies</subject><subject>mixing</subject><subject>Mucor - enzymology</subject><subject>Reagents</subject><subject>Recovery</subject><subject>Selectivity</subject><subject>Solvents</subject><subject>Structure-Activity Relationship</subject><subject>Synthesis</subject><subject>temperature</subject><subject>Temperature effects</subject><subject>Triglycerides</subject><subject>Triglycerides - biosynthesis</subject><subject>Triglycerides - chemistry</subject><issn>0273-2289</issn><issn>1559-0291</issn><issn>0273-2289</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</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>eNp90V1rFDEUBuAgil2rv0DQoKhXo_mYfO3dtvgFBQXtdchMTtaUmck2mSmsv94su1AQ9CokPOcNhxeh55S8p1yLD5uLzcXa6IYSsqaNWRujHqAVFcI0hBn6EK0IU7xhTJsz9KSUG0Io00I9RmeUEao5IyuUv-fUQynYwx0MaTfCNOOQMt7l5Jd-jmnCKeARfFxG3P9yccJzjtth30OOHgpeSpy2OI5j6uIQf4PHQ9y5ArhKh0sa7mpkEzIALvsyw_gUPQpuKPDsdJ6j608ff15-aa6-ff56ublq-rZlc9Np2XrCAxFaii54qYIOnfdCGi9c1ylBnBdtx40Q0AsZhJItDRDAhBao4Ofo3TG3rnK7QJntGEsPw-AmSEuxWhKulWlJlW__KxWVRkrWVvj6L3iTljzVLSyTslVEUSqrevUvRc1BKKEr4kfU51RKhmB3OY4u7y0l9tCvPfRrja73-mCNrf3WqRen6KWrndzPnAqt4M0JuNK7IWQ39bHcO374n9HqXh5dcMm6ba7m-kcNkYQQo7Ru-R_pL7gL</recordid><startdate>2002</startdate><enddate>2002</enddate><creator>Langone, M.A.P</creator><creator>Sant'Anna, G.L. 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Jr</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Process development for production of medium chain triglycerides using immobilized lipase in a solvent-free system</atitle><jtitle>Applied biochemistry and biotechnology</jtitle><addtitle>Appl Biochem Biotechnol</addtitle><date>2002</date><risdate>2002</risdate><volume>98</volume><issue>1-9</issue><spage>997</spage><epage>1008</epage><pages>997-1008</pages><issn>0273-2289</issn><eissn>1559-0291</eissn><eissn>0273-2289</eissn><coden>ABIBDL</coden><abstract>The synthesis of tricaprylin, tricaprin, trilaurin, and trimyristin in a solvent-free system was conducted by mixing a commercial immobilized lipase with the organic reagents (glycerol and fatty acid) in a 20-mL batch reactor with constant stirring. The effects of temperature, fatty acid/glycerol molar ratio, and enzyme concentration on the reaction conversion were determined. The reactions were carried out for 26 h and the nonpolar phase was analyzed by gas chromatography. Appreciable levels of medium chain triglycerides were achieved, except for tricaprylin. The higher selectivity values for the production of triglycerides were attained under the following conditions: a fatty acid/glycerol molar ratio of 5; enzyme concentration of 5 or 9% (w/w); and temperatures of 70 degrees C (tricaprin), 80 degrees C (trilaurin), and 90 degrees C (trimyristin). After completion of the esterification reaction under these conditions, the recovery of the triglyceride and fatty acids, and the reusability of the enzyme were studied. The unreacted fatty acid and the produced triglyceride were satisfactorily recovered. The commercial immobilized lipase was used in 10 consecutive batch reactions at 80 degrees C, with 100% selectivity in the trilaurin and trimyristin synthesis. The possibility of enzyme reuse and the recovery of residual fatty acid are relevant results that contribute to increasing the viability of the process.</abstract><cop>Heidelberg</cop><pub>Springer</pub><pmid>12018320</pmid><doi>10.1385/ABAB:98-100:1-9:997</doi><tpages>12</tpages></addata></record> |
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| ispartof | Applied biochemistry and biotechnology, 2002, Vol.98 (1-9), p.997-1008 |
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| subjects | Anion Exchange Resins Batch reactors Bioconversions. Hemisynthesis Biological and medical sciences Biotechnology Diglycerides - chemistry Diglycerides - metabolism Enzymes Enzymes, Immobilized - metabolism Esterification Fatty acids Fatty Acids, Nonesterified - metabolism Fundamental and applied biological sciences. Psychology Gas chromatography Glycerides - chemistry Glycerides - metabolism Glycerol Glycerol - metabolism Kinetics Lipase Lipase - metabolism medium chain triacylglycerols Methods. Procedures. Technologies mixing Mucor - enzymology Reagents Recovery Selectivity Solvents Structure-Activity Relationship Synthesis temperature Temperature effects Triglycerides Triglycerides - biosynthesis Triglycerides - chemistry |
| title | Process development for production of medium chain triglycerides using immobilized lipase in a solvent-free system |
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