Concentration of eicosapentaenoic acid by selective esterification using lipases

The aim of this work was to increase the content of EPA in FFA extracts from a commercial oil (43.1% EPA) and from Phaeodactylum tricornutum oil, a single‐cell oil, by selective enzymatic esterification. Initially, the FFA extract was esterified with lauryl alcohol using nine lipases. All the lipase...

Full description

Saved in:
Bibliographic Details
Published in:Journal of the American Oil Chemists' Society 2006-03, Vol.83 (3), p.215-221
Main Authors: Ramirez Fajardo, A, Esteban Cerdan, L, Robles Medina, A, Munio Martinez, M.M, Hita Pena, E, Molina Grima, E
Format: Article
Language:English
Subjects:
Acids
algae and seaweeds
Biological and medical sciences
Chemistry
Concentration
eicosapentaenoic acid
eicosapentaenoic acid (EPA)
Enzymes
esterification
Fat industries
Food industries
free fatty acids
Fundamental and applied biological sciences. Psychology
lipase
Phaeodactylum tricornutum
Pseudomonas fluorescens
triacylglycerol lipase
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c3215-6054897d4a4a42cdddcd084bb7e46beef00990125d0bac24754b1423ddebc5213
cites cdi_FETCH-LOGICAL-c3215-6054897d4a4a42cdddcd084bb7e46beef00990125d0bac24754b1423ddebc5213
container_end_page 221
container_issue 3
container_start_page 215
container_title Journal of the American Oil Chemists' Society
container_volume 83
creator Ramirez Fajardo, A
Esteban Cerdan, L
Robles Medina, A
Munio Martinez, M.M
Hita Pena, E
Molina Grima, E
description The aim of this work was to increase the content of EPA in FFA extracts from a commercial oil (43.1% EPA) and from Phaeodactylum tricornutum oil, a single‐cell oil, by selective enzymatic esterification. Initially, the FFA extract was esterified with lauryl alcohol using nine lipases. All the lipases concentrated EPA in the unesterified FFA fraction. The criterion used to choose the best lipase was maximization of the dimensionless effectiveness factor (FAE). This factor grouped the concentration factor (ratio between the EPA concentrations in the FFA fractions before and after esterification) with EPA recovery in the final FFA fraction. Experiments were carried out to correlate FAE and the degree of esterification (ED, percentage of initial FA converted to lauryl esters). Lipase AK from Pseudomonas fluorescens was the most effective for concentrating EPA. Studies, of the optimal temperature, substrate molar ratio, solvent/substrate ratio, and treatment intensity (product of the lipase mass and the reaction time) were also carried out using the lipase. The maximum FAE was obtained when the ED was 60%: EPA concentration was 72%, and recovery was 73%. Finally, this lipase was used to concentrate EPA from a FFA extract from P. tricornutum (23% EPA). The content of EPA in the unesterified FFA fraction increased to 71% at 78% ED (recovery of EPA, 75.5%). Comparison of the results of obtained with the two FFA extracts seemed to indicate that the selectivity of Lipase AK for EPA depended on the content of EPA, with higher contents of EPA in the initial FFA mixture reducing the selectivity for EPA.
doi_str_mv 10.1007/s11746-006-1196-9
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_746075368</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1028935081</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3215-6054897d4a4a42cdddcd084bb7e46beef00990125d0bac24754b1423ddebc5213</originalsourceid><addsrcrecordid>eNqFkU9r3DAQxUVpoNtNP0BPNYXQk5sZ_bHsY1jSNhBIYLOQm5ClcVBwrK2027DfPlocKOQS5iBm-L3H44mxrwg_EUCfZ0QtmxqgqRG7pu4-sAUq1dadEPiRLQBA1MDx_hP7nPNjWVvB1YLdruLkaNoluwtxquJQUXAx2225WZpicJV1wVf9oco0ktuFf1RR3lEKQ3CzaJ_D9FCNYWsz5VN2Mtgx05fXd8k2vy7vVn_q65vfV6uL69oJjqpuQMm2017aMtx5752HVva9Jtn0RANA1wFy5aG3jkutZI-SC--pd4qjWLIfs-82xb_7ksg8hexoHO1EcZ9NaQO0Ek1byO9vyMe4T1MJZ7hWIJUQqkA4Qy7FnBMNZpvCk00Hg2CODZu5YVMaNseGTVc0Z6_GNjs7DslOLuT_Qq05KC4Lp2fuOYx0eN_YXNys1uWvjqm-zcrBRmMfUnHfrDmgAIQORYPiBbxglRQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>275045335</pqid></control><display><type>article</type><title>Concentration of eicosapentaenoic acid by selective esterification using lipases</title><source>Wiley</source><source>SpringerLink Contemporary</source><creator>Ramirez Fajardo, A ; Esteban Cerdan, L ; Robles Medina, A ; Munio Martinez, M.M ; Hita Pena, E ; Molina Grima, E</creator><creatorcontrib>Ramirez Fajardo, A ; Esteban Cerdan, L ; Robles Medina, A ; Munio Martinez, M.M ; Hita Pena, E ; Molina Grima, E</creatorcontrib><description>The aim of this work was to increase the content of EPA in FFA extracts from a commercial oil (43.1% EPA) and from Phaeodactylum tricornutum oil, a single‐cell oil, by selective enzymatic esterification. Initially, the FFA extract was esterified with lauryl alcohol using nine lipases. All the lipases concentrated EPA in the unesterified FFA fraction. The criterion used to choose the best lipase was maximization of the dimensionless effectiveness factor (FAE). This factor grouped the concentration factor (ratio between the EPA concentrations in the FFA fractions before and after esterification) with EPA recovery in the final FFA fraction. Experiments were carried out to correlate FAE and the degree of esterification (ED, percentage of initial FA converted to lauryl esters). Lipase AK from Pseudomonas fluorescens was the most effective for concentrating EPA. Studies, of the optimal temperature, substrate molar ratio, solvent/substrate ratio, and treatment intensity (product of the lipase mass and the reaction time) were also carried out using the lipase. The maximum FAE was obtained when the ED was 60%: EPA concentration was 72%, and recovery was 73%. Finally, this lipase was used to concentrate EPA from a FFA extract from P. tricornutum (23% EPA). The content of EPA in the unesterified FFA fraction increased to 71% at 78% ED (recovery of EPA, 75.5%). Comparison of the results of obtained with the two FFA extracts seemed to indicate that the selectivity of Lipase AK for EPA depended on the content of EPA, with higher contents of EPA in the initial FFA mixture reducing the selectivity for EPA.</description><identifier>ISSN: 0003-021X</identifier><identifier>EISSN: 1558-9331</identifier><identifier>DOI: 10.1007/s11746-006-1196-9</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer‐Verlag</publisher><subject>Acids ; algae and seaweeds ; Biological and medical sciences ; Chemistry ; Concentration ; eicosapentaenoic acid ; eicosapentaenoic acid (EPA) ; Enzymes ; esterification ; Fat industries ; Food industries ; free fatty acids ; Fundamental and applied biological sciences. Psychology ; lipase ; Phaeodactylum tricornutum ; Pseudomonas fluorescens ; triacylglycerol lipase</subject><ispartof>Journal of the American Oil Chemists' Society, 2006-03, Vol.83 (3), p.215-221</ispartof><rights>2006 American Oil Chemists' Society (AOCS)</rights><rights>2006 INIST-CNRS</rights><rights>Copyright AOCS Press Mar 2006</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3215-6054897d4a4a42cdddcd084bb7e46beef00990125d0bac24754b1423ddebc5213</citedby><cites>FETCH-LOGICAL-c3215-6054897d4a4a42cdddcd084bb7e46beef00990125d0bac24754b1423ddebc5213</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1007%2Fs11746-006-1196-9$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1007%2Fs11746-006-1196-9$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>315,786,790,1654,27957,27958,50923,51032</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=17720524$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Ramirez Fajardo, A</creatorcontrib><creatorcontrib>Esteban Cerdan, L</creatorcontrib><creatorcontrib>Robles Medina, A</creatorcontrib><creatorcontrib>Munio Martinez, M.M</creatorcontrib><creatorcontrib>Hita Pena, E</creatorcontrib><creatorcontrib>Molina Grima, E</creatorcontrib><title>Concentration of eicosapentaenoic acid by selective esterification using lipases</title><title>Journal of the American Oil Chemists' Society</title><description>The aim of this work was to increase the content of EPA in FFA extracts from a commercial oil (43.1% EPA) and from Phaeodactylum tricornutum oil, a single‐cell oil, by selective enzymatic esterification. Initially, the FFA extract was esterified with lauryl alcohol using nine lipases. All the lipases concentrated EPA in the unesterified FFA fraction. The criterion used to choose the best lipase was maximization of the dimensionless effectiveness factor (FAE). This factor grouped the concentration factor (ratio between the EPA concentrations in the FFA fractions before and after esterification) with EPA recovery in the final FFA fraction. Experiments were carried out to correlate FAE and the degree of esterification (ED, percentage of initial FA converted to lauryl esters). Lipase AK from Pseudomonas fluorescens was the most effective for concentrating EPA. Studies, of the optimal temperature, substrate molar ratio, solvent/substrate ratio, and treatment intensity (product of the lipase mass and the reaction time) were also carried out using the lipase. The maximum FAE was obtained when the ED was 60%: EPA concentration was 72%, and recovery was 73%. Finally, this lipase was used to concentrate EPA from a FFA extract from P. tricornutum (23% EPA). The content of EPA in the unesterified FFA fraction increased to 71% at 78% ED (recovery of EPA, 75.5%). Comparison of the results of obtained with the two FFA extracts seemed to indicate that the selectivity of Lipase AK for EPA depended on the content of EPA, with higher contents of EPA in the initial FFA mixture reducing the selectivity for EPA.</description><subject>Acids</subject><subject>algae and seaweeds</subject><subject>Biological and medical sciences</subject><subject>Chemistry</subject><subject>Concentration</subject><subject>eicosapentaenoic acid</subject><subject>eicosapentaenoic acid (EPA)</subject><subject>Enzymes</subject><subject>esterification</subject><subject>Fat industries</subject><subject>Food industries</subject><subject>free fatty acids</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>lipase</subject><subject>Phaeodactylum tricornutum</subject><subject>Pseudomonas fluorescens</subject><subject>triacylglycerol lipase</subject><issn>0003-021X</issn><issn>1558-9331</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNqFkU9r3DAQxUVpoNtNP0BPNYXQk5sZ_bHsY1jSNhBIYLOQm5ClcVBwrK2027DfPlocKOQS5iBm-L3H44mxrwg_EUCfZ0QtmxqgqRG7pu4-sAUq1dadEPiRLQBA1MDx_hP7nPNjWVvB1YLdruLkaNoluwtxquJQUXAx2225WZpicJV1wVf9oco0ktuFf1RR3lEKQ3CzaJ_D9FCNYWsz5VN2Mtgx05fXd8k2vy7vVn_q65vfV6uL69oJjqpuQMm2017aMtx5752HVva9Jtn0RANA1wFy5aG3jkutZI-SC--pd4qjWLIfs-82xb_7ksg8hexoHO1EcZ9NaQO0Ek1byO9vyMe4T1MJZ7hWIJUQqkA4Qy7FnBMNZpvCk00Hg2CODZu5YVMaNseGTVc0Z6_GNjs7DslOLuT_Qq05KC4Lp2fuOYx0eN_YXNys1uWvjqm-zcrBRmMfUnHfrDmgAIQORYPiBbxglRQ</recordid><startdate>200603</startdate><enddate>200603</enddate><creator>Ramirez Fajardo, A</creator><creator>Esteban Cerdan, L</creator><creator>Robles Medina, A</creator><creator>Munio Martinez, M.M</creator><creator>Hita Pena, E</creator><creator>Molina Grima, E</creator><general>Springer‐Verlag</general><general>Springer</general><general>Springer Nature B.V</general><scope>FBQ</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>4T-</scope><scope>7X2</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>88I</scope><scope>8AO</scope><scope>8FE</scope><scope>8FG</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>8G5</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>ATCPS</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>BKSAR</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>KB.</scope><scope>M0K</scope><scope>M0S</scope><scope>M1P</scope><scope>M2O</scope><scope>M2P</scope><scope>MBDVC</scope><scope>PCBAR</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>Q9U</scope><scope>7QL</scope><scope>C1K</scope></search><sort><creationdate>200603</creationdate><title>Concentration of eicosapentaenoic acid by selective esterification using lipases</title><author>Ramirez Fajardo, A ; Esteban Cerdan, L ; Robles Medina, A ; Munio Martinez, M.M ; Hita Pena, E ; Molina Grima, E</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3215-6054897d4a4a42cdddcd084bb7e46beef00990125d0bac24754b1423ddebc5213</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Acids</topic><topic>algae and seaweeds</topic><topic>Biological and medical sciences</topic><topic>Chemistry</topic><topic>Concentration</topic><topic>eicosapentaenoic acid</topic><topic>eicosapentaenoic acid (EPA)</topic><topic>Enzymes</topic><topic>esterification</topic><topic>Fat industries</topic><topic>Food industries</topic><topic>free fatty acids</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>lipase</topic><topic>Phaeodactylum tricornutum</topic><topic>Pseudomonas fluorescens</topic><topic>triacylglycerol lipase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ramirez Fajardo, A</creatorcontrib><creatorcontrib>Esteban Cerdan, L</creatorcontrib><creatorcontrib>Robles Medina, A</creatorcontrib><creatorcontrib>Munio Martinez, M.M</creatorcontrib><creatorcontrib>Hita Pena, E</creatorcontrib><creatorcontrib>Molina Grima, E</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Docstoc</collection><collection>Agricultural Science Collection</collection><collection>Health &amp; Medical Collection (Proquest)</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</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>Research Library (Alumni Edition)</collection><collection>Materials Science &amp; Engineering Collection</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>ProQuest Agriculture &amp; Environmental Science Database</collection><collection>ProQuest Central Essentials</collection><collection>AUTh Library subscriptions: ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Earth, Atmospheric &amp; Aquatic Science Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>Research Library Prep</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health &amp; Medical Complete (Alumni)</collection><collection>ProQuest Materials Science Database</collection><collection>Agriculture Science Database</collection><collection>Health &amp; Medical Collection (Alumni Edition)</collection><collection>PML(ProQuest Medical Library)</collection><collection>ProQuest research library</collection><collection>Science Database (ProQuest)</collection><collection>Research Library (Corporate)</collection><collection>ProQuest Earth, Atmospheric &amp; Aquatic Science Database</collection><collection>Materials Science Collection</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 China</collection><collection>ProQuest Central Basic</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Environmental Sciences and Pollution Management</collection><jtitle>Journal of the American Oil Chemists' Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ramirez Fajardo, A</au><au>Esteban Cerdan, L</au><au>Robles Medina, A</au><au>Munio Martinez, M.M</au><au>Hita Pena, E</au><au>Molina Grima, E</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Concentration of eicosapentaenoic acid by selective esterification using lipases</atitle><jtitle>Journal of the American Oil Chemists' Society</jtitle><date>2006-03</date><risdate>2006</risdate><volume>83</volume><issue>3</issue><spage>215</spage><epage>221</epage><pages>215-221</pages><issn>0003-021X</issn><eissn>1558-9331</eissn><notes>ObjectType-Article-1</notes><notes>SourceType-Scholarly Journals-1</notes><notes>ObjectType-Feature-2</notes><notes>content type line 23</notes><abstract>The aim of this work was to increase the content of EPA in FFA extracts from a commercial oil (43.1% EPA) and from Phaeodactylum tricornutum oil, a single‐cell oil, by selective enzymatic esterification. Initially, the FFA extract was esterified with lauryl alcohol using nine lipases. All the lipases concentrated EPA in the unesterified FFA fraction. The criterion used to choose the best lipase was maximization of the dimensionless effectiveness factor (FAE). This factor grouped the concentration factor (ratio between the EPA concentrations in the FFA fractions before and after esterification) with EPA recovery in the final FFA fraction. Experiments were carried out to correlate FAE and the degree of esterification (ED, percentage of initial FA converted to lauryl esters). Lipase AK from Pseudomonas fluorescens was the most effective for concentrating EPA. Studies, of the optimal temperature, substrate molar ratio, solvent/substrate ratio, and treatment intensity (product of the lipase mass and the reaction time) were also carried out using the lipase. The maximum FAE was obtained when the ED was 60%: EPA concentration was 72%, and recovery was 73%. Finally, this lipase was used to concentrate EPA from a FFA extract from P. tricornutum (23% EPA). The content of EPA in the unesterified FFA fraction increased to 71% at 78% ED (recovery of EPA, 75.5%). Comparison of the results of obtained with the two FFA extracts seemed to indicate that the selectivity of Lipase AK for EPA depended on the content of EPA, with higher contents of EPA in the initial FFA mixture reducing the selectivity for EPA.</abstract><cop>Berlin/Heidelberg</cop><pub>Springer‐Verlag</pub><doi>10.1007/s11746-006-1196-9</doi><tpages>7</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0003-021X
ispartof Journal of the American Oil Chemists' Society, 2006-03, Vol.83 (3), p.215-221
issn 0003-021X
1558-9331
language eng
recordid cdi_proquest_miscellaneous_746075368
source Wiley; SpringerLink Contemporary
subjects Acids
algae and seaweeds
Biological and medical sciences
Chemistry
Concentration
eicosapentaenoic acid
eicosapentaenoic acid (EPA)
Enzymes
esterification
Fat industries
Food industries
free fatty acids
Fundamental and applied biological sciences. Psychology
lipase
Phaeodactylum tricornutum
Pseudomonas fluorescens
triacylglycerol lipase
title Concentration of eicosapentaenoic acid by selective esterification using lipases
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-09-21T23%3A23%3A55IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Concentration%20of%20eicosapentaenoic%20acid%20by%20selective%20esterification%20using%20lipases&rft.jtitle=Journal%20of%20the%20American%20Oil%20Chemists'%20Society&rft.au=Ramirez%20Fajardo,%20A&rft.date=2006-03&rft.volume=83&rft.issue=3&rft.spage=215&rft.epage=221&rft.pages=215-221&rft.issn=0003-021X&rft.eissn=1558-9331&rft_id=info:doi/10.1007/s11746-006-1196-9&rft_dat=%3Cproquest_cross%3E1028935081%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c3215-6054897d4a4a42cdddcd084bb7e46beef00990125d0bac24754b1423ddebc5213%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=275045335&rft_id=info:pmid/&rfr_iscdi=true