Preparation of mono- and diacylglycerols by enzymatic esterification of glycerol with conjugated linoleic acid in hexane
Esterification of glycerol with conjugated linoleic acid (CLA) was carried out in hexane. Lipase from Rhizomucor miehei provided a high degree of esterification (80%) in 8 h at 50 °C when used at 15% (w/w) in a system containing a 1:2 molar ratio of glycerol to free fatty acids. Esterification level...
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| Veröffentlicht in: | Applied biochemistry and biotechnology 2005-04, Vol.125 (1), p.63-75 |
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| creator | Martinez, C.E Vinay, J.C Brieva, R Hill, C.G. Jr Garcia, H.S |
| description | Esterification of glycerol with conjugated linoleic acid (CLA) was carried out in hexane. Lipase from Rhizomucor miehei provided a high degree of esterification (80%) in 8 h at 50 °C when used at 15% (w/w) in a system containing a 1:2 molar ratio of glycerol to free fatty acids. Esterification levels >80% were obtained in 8 h at 40 °C with 15% (w/w) lipase from Candida antarctica at the same molar ratio of reactants. The extent of esterification of CLA was >90% after 4 h of reaction at 50 °C with a 5% (w/w) loading of either R. miehei or C. antarctica lipase, together with a 1:1 molar ratio of substrates. Both enzymes incorporated the original CLA as acylglycerol residues in primarily 1,3-diacylglycerol and 1-monoacylglycerol. The CLA-rich acylglycerols can be employed as emulsifiers or as substitutes for natural fats and oils. |
| doi_str_mv | 10.1385/ABAB:125:1:063 |
| format | Article |
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Jr ; Garcia, H.S</creator><creatorcontrib>Martinez, C.E ; Vinay, J.C ; Brieva, R ; Hill, C.G. Jr ; Garcia, H.S</creatorcontrib><description>Esterification of glycerol with conjugated linoleic acid (CLA) was carried out in hexane. Lipase from Rhizomucor miehei provided a high degree of esterification (80%) in 8 h at 50 °C when used at 15% (w/w) in a system containing a 1:2 molar ratio of glycerol to free fatty acids. Esterification levels >80% were obtained in 8 h at 40 °C with 15% (w/w) lipase from Candida antarctica at the same molar ratio of reactants. The extent of esterification of CLA was >90% after 4 h of reaction at 50 °C with a 5% (w/w) loading of either R. miehei or C. antarctica lipase, together with a 1:1 molar ratio of substrates. Both enzymes incorporated the original CLA as acylglycerol residues in primarily 1,3-diacylglycerol and 1-monoacylglycerol. The CLA-rich acylglycerols can be employed as emulsifiers or as substitutes for natural fats and oils.</description><identifier>ISSN: 0273-2289</identifier><identifier>EISSN: 1559-0291</identifier><identifier>EISSN: 0273-2289</identifier><identifier>DOI: 10.1385/ABAB:125:1:063</identifier><identifier>PMID: 15834163</identifier><identifier>CODEN: ABIBDL</identifier><language>eng</language><publisher>Heidelberg: Springer</publisher><subject>Acylglycerols ; Biochemistry ; Biological and medical sciences ; Biotechnology ; Candida antarctica ; Chromatography, High Pressure Liquid ; conjugated linoleic acid ; Diglycerides ; Diglycerides - biosynthesis ; enzymatic treatment ; Enzymes ; Enzymes, Immobilized ; Esterification ; Fatty acids ; Food Technology - methods ; functional foods ; Fundamental and applied biological sciences. Psychology ; Glycerides - biosynthesis ; Glycerides - chemistry ; Glycerol ; Glycerol - metabolism ; Hexanes ; Linoleic acid ; Linoleic Acids, Conjugated - metabolism ; Lipase ; Lipase - metabolism ; Nutrition ; Oils & fats ; polyesterification ; Rhizomucor - enzymology ; Rhizomucor miehei ; structured lipids ; Studies ; Substrates ; Temperature ; triacylglycerol lipase</subject><ispartof>Applied biochemistry and biotechnology, 2005-04, Vol.125 (1), p.63-75</ispartof><rights>2005 INIST-CNRS</rights><rights>Humana Press Inc. 2005</rights><rights>Humana Press Inc 2005.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c465t-94006a6323a294f23e28085a908f1b1ec0b1a7125060494ba058ea6746f23ac43</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=16750763$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15834163$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Martinez, C.E</creatorcontrib><creatorcontrib>Vinay, J.C</creatorcontrib><creatorcontrib>Brieva, R</creatorcontrib><creatorcontrib>Hill, C.G. Jr</creatorcontrib><creatorcontrib>Garcia, H.S</creatorcontrib><title>Preparation of mono- and diacylglycerols by enzymatic esterification of glycerol with conjugated linoleic acid in hexane</title><title>Applied biochemistry and biotechnology</title><addtitle>Appl Biochem Biotechnol</addtitle><description>Esterification of glycerol with conjugated linoleic acid (CLA) was carried out in hexane. Lipase from Rhizomucor miehei provided a high degree of esterification (80%) in 8 h at 50 °C when used at 15% (w/w) in a system containing a 1:2 molar ratio of glycerol to free fatty acids. Esterification levels >80% were obtained in 8 h at 40 °C with 15% (w/w) lipase from Candida antarctica at the same molar ratio of reactants. The extent of esterification of CLA was >90% after 4 h of reaction at 50 °C with a 5% (w/w) loading of either R. miehei or C. antarctica lipase, together with a 1:1 molar ratio of substrates. Both enzymes incorporated the original CLA as acylglycerol residues in primarily 1,3-diacylglycerol and 1-monoacylglycerol. The CLA-rich acylglycerols can be employed as emulsifiers or as substitutes for natural fats and oils.</description><subject>Acylglycerols</subject><subject>Biochemistry</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Candida antarctica</subject><subject>Chromatography, High Pressure Liquid</subject><subject>conjugated linoleic acid</subject><subject>Diglycerides</subject><subject>Diglycerides - biosynthesis</subject><subject>enzymatic treatment</subject><subject>Enzymes</subject><subject>Enzymes, Immobilized</subject><subject>Esterification</subject><subject>Fatty acids</subject><subject>Food Technology - methods</subject><subject>functional foods</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Glycerides - biosynthesis</subject><subject>Glycerides - chemistry</subject><subject>Glycerol</subject><subject>Glycerol - metabolism</subject><subject>Hexanes</subject><subject>Linoleic acid</subject><subject>Linoleic Acids, Conjugated - metabolism</subject><subject>Lipase</subject><subject>Lipase - metabolism</subject><subject>Nutrition</subject><subject>Oils & fats</subject><subject>polyesterification</subject><subject>Rhizomucor - enzymology</subject><subject>Rhizomucor miehei</subject><subject>structured lipids</subject><subject>Studies</subject><subject>Substrates</subject><subject>Temperature</subject><subject>triacylglycerol lipase</subject><issn>0273-2289</issn><issn>1559-0291</issn><issn>0273-2289</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</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>eNqF0k1vEzEQBmALgWgauHIECwSctnj8uZtbWvElVQIJerYmjjd1tLsO9kY0_fU4JFAJCTj58sx4xn4JeQLsDESt3szP5-cz4GoGM6bFPTIBpZqK8QbukwnjRlSc180JOc15zRjwWpmH5ARULSRoMSE3n5PfYMIxxIHGlvZxiBXFYUmXAd2uW3U751PsMl3sqB9ud32hjvo8-hTa4H4X_oL0exivqYvDervC0S9pF4bY-VKDLixpGOi1v8HBPyIPWuyyf3w8p-Tq3duvFx-qy0_vP17MLysntRqrRjKmUQsukDey5cLzmtUKG1a3sADv2ALQlAdgmslGLpCp2qM2UheLToopeX3ou0nx27bMbfuQne-6MkPcZlsbXqoFsCJf_VNqY6TUUv8XglGiDLm_-8UfcB23aSjrWq61NEztf2hKnv9NQWMApCrbT8nZAbkUc06-tZsUekw7C8zuk2D3SbBlFQu2JKEUPD123S56v7zjx68v4OURYHbYtQkHF_Kd00Yx89M9O7gWo8VVKubqC2cgGJQ8lVXFD5D9wsQ</recordid><startdate>20050401</startdate><enddate>20050401</enddate><creator>Martinez, C.E</creator><creator>Vinay, J.C</creator><creator>Brieva, R</creator><creator>Hill, C.G. 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Psychology</topic><topic>Glycerides - biosynthesis</topic><topic>Glycerides - chemistry</topic><topic>Glycerol</topic><topic>Glycerol - metabolism</topic><topic>Hexanes</topic><topic>Linoleic acid</topic><topic>Linoleic Acids, Conjugated - metabolism</topic><topic>Lipase</topic><topic>Lipase - metabolism</topic><topic>Nutrition</topic><topic>Oils & fats</topic><topic>polyesterification</topic><topic>Rhizomucor - enzymology</topic><topic>Rhizomucor miehei</topic><topic>structured lipids</topic><topic>Studies</topic><topic>Substrates</topic><topic>Temperature</topic><topic>triacylglycerol lipase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Martinez, C.E</creatorcontrib><creatorcontrib>Vinay, J.C</creatorcontrib><creatorcontrib>Brieva, R</creatorcontrib><creatorcontrib>Hill, C.G. 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Jr</au><au>Garcia, H.S</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of mono- and diacylglycerols by enzymatic esterification of glycerol with conjugated linoleic acid in hexane</atitle><jtitle>Applied biochemistry and biotechnology</jtitle><addtitle>Appl Biochem Biotechnol</addtitle><date>2005-04-01</date><risdate>2005</risdate><volume>125</volume><issue>1</issue><spage>63</spage><epage>75</epage><pages>63-75</pages><issn>0273-2289</issn><eissn>1559-0291</eissn><eissn>0273-2289</eissn><coden>ABIBDL</coden><abstract>Esterification of glycerol with conjugated linoleic acid (CLA) was carried out in hexane. Lipase from Rhizomucor miehei provided a high degree of esterification (80%) in 8 h at 50 °C when used at 15% (w/w) in a system containing a 1:2 molar ratio of glycerol to free fatty acids. Esterification levels >80% were obtained in 8 h at 40 °C with 15% (w/w) lipase from Candida antarctica at the same molar ratio of reactants. The extent of esterification of CLA was >90% after 4 h of reaction at 50 °C with a 5% (w/w) loading of either R. miehei or C. antarctica lipase, together with a 1:1 molar ratio of substrates. Both enzymes incorporated the original CLA as acylglycerol residues in primarily 1,3-diacylglycerol and 1-monoacylglycerol. The CLA-rich acylglycerols can be employed as emulsifiers or as substitutes for natural fats and oils.</abstract><cop>Heidelberg</cop><pub>Springer</pub><pmid>15834163</pmid><doi>10.1385/ABAB:125:1:063</doi><tpages>13</tpages></addata></record> |
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| identifier | ISSN: 0273-2289 |
| ispartof | Applied biochemistry and biotechnology, 2005-04, Vol.125 (1), p.63-75 |
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| source | MEDLINE; SpringerNature Complete Journals |
| subjects | Acylglycerols Biochemistry Biological and medical sciences Biotechnology Candida antarctica Chromatography, High Pressure Liquid conjugated linoleic acid Diglycerides Diglycerides - biosynthesis enzymatic treatment Enzymes Enzymes, Immobilized Esterification Fatty acids Food Technology - methods functional foods Fundamental and applied biological sciences. Psychology Glycerides - biosynthesis Glycerides - chemistry Glycerol Glycerol - metabolism Hexanes Linoleic acid Linoleic Acids, Conjugated - metabolism Lipase Lipase - metabolism Nutrition Oils & fats polyesterification Rhizomucor - enzymology Rhizomucor miehei structured lipids Studies Substrates Temperature triacylglycerol lipase |
| title | Preparation of mono- and diacylglycerols by enzymatic esterification of glycerol with conjugated linoleic acid in hexane |
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