Supercritical Carbon Dioxide Fractionation of Nonesterified Alkoxyglycerols Obtained from Shark Liver Oil
Ethanolysis of shark liver oil was carried out to generate a product enriched in nonesterified alkoxyglycerols and fatty acid ethyl esters. For the present study, the original oil contained very low amounts of squalene, and thus, unsaponifiable matter was mainly constituted by nonesterified alkoxygl...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2008-02, Vol.56 (3), p.1078-1083 |
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creator | Vázquez, Luis Fornari, Tiziana Señoráns, Francisco J Reglero, Guillermo Torres, Carlos F |
description | Ethanolysis of shark liver oil was carried out to generate a product enriched in nonesterified alkoxyglycerols and fatty acid ethyl esters. For the present study, the original oil contained very low amounts of squalene, and thus, unsaponifiable matter was mainly constituted by nonesterified alkoxyglycerols (NEAKG). A small percentage of monoesterified alkoxyglycerols (MEAKG) was also detected. Supercritical fluid extraction was employed to fractionate the mixture, achieving a complete elimination of esters and concentrating the alkoxyglycerol compounds in the raffinate product. Extractions were carried out in a countercurrent packed column, using extraction pressures in the range of 140−180 bar, temperatures from 45 to 65 °C, and a solvent-to-feed ratio of 15. NEAKG + MEAKG purity obtained in the raffinate at the best extraction conditions was around 78% w/w, and satisfactory yield (>60%) was also achieved. Therefore, the raffinate product can be re-esterified to design highly valuable ether lipid compounds. |
doi_str_mv | 10.1021/jf0720842 |
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For the present study, the original oil contained very low amounts of squalene, and thus, unsaponifiable matter was mainly constituted by nonesterified alkoxyglycerols (NEAKG). A small percentage of monoesterified alkoxyglycerols (MEAKG) was also detected. Supercritical fluid extraction was employed to fractionate the mixture, achieving a complete elimination of esters and concentrating the alkoxyglycerol compounds in the raffinate product. Extractions were carried out in a countercurrent packed column, using extraction pressures in the range of 140−180 bar, temperatures from 45 to 65 °C, and a solvent-to-feed ratio of 15. NEAKG + MEAKG purity obtained in the raffinate at the best extraction conditions was around 78% w/w, and satisfactory yield (>60%) was also achieved. Therefore, the raffinate product can be re-esterified to design highly valuable ether lipid compounds.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf0720842</identifier><identifier>PMID: 18167076</identifier><identifier>CODEN: JAFCAU</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>acylglycerols ; alkoxyglycerol ; Animals ; Biological and medical sciences ; carbon dioxide ; Chemical Fractionation ; Chromatography, Supercritical Fluid - instrumentation ; Countercurrent extraction ; Esterification ; ether lipids ; Fat industries ; Fatty Acids - isolation & purification ; fish oils ; Fish Oils - chemistry ; food analysis ; Food Chem/Biochem ; food composition ; Food engineering ; Food industries ; fractionation ; free fatty acids ; Fundamental and applied biological sciences. Psychology ; General aspects ; Glycerol - isolation & purification ; liver ; Liver - chemistry ; nonesterified alkoxyglycerols ; shark liver oil ; Sharks ; supercritical fluid extraction ; supercritical fluids</subject><ispartof>Journal of agricultural and food chemistry, 2008-02, Vol.56 (3), p.1078-1083</ispartof><rights>Copyright © 2008 American Chemical Society</rights><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a405t-a4718205411558ca557d27b33b749faf12aabe7a94a7ceb513d814987e8de77d3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jf0720842$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jf0720842$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20062457$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18167076$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Vázquez, Luis</creatorcontrib><creatorcontrib>Fornari, Tiziana</creatorcontrib><creatorcontrib>Señoráns, Francisco J</creatorcontrib><creatorcontrib>Reglero, Guillermo</creatorcontrib><creatorcontrib>Torres, Carlos F</creatorcontrib><title>Supercritical Carbon Dioxide Fractionation of Nonesterified Alkoxyglycerols Obtained from Shark Liver Oil</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>Ethanolysis of shark liver oil was carried out to generate a product enriched in nonesterified alkoxyglycerols and fatty acid ethyl esters. For the present study, the original oil contained very low amounts of squalene, and thus, unsaponifiable matter was mainly constituted by nonesterified alkoxyglycerols (NEAKG). A small percentage of monoesterified alkoxyglycerols (MEAKG) was also detected. Supercritical fluid extraction was employed to fractionate the mixture, achieving a complete elimination of esters and concentrating the alkoxyglycerol compounds in the raffinate product. Extractions were carried out in a countercurrent packed column, using extraction pressures in the range of 140−180 bar, temperatures from 45 to 65 °C, and a solvent-to-feed ratio of 15. NEAKG + MEAKG purity obtained in the raffinate at the best extraction conditions was around 78% w/w, and satisfactory yield (>60%) was also achieved. Therefore, the raffinate product can be re-esterified to design highly valuable ether lipid compounds.</description><subject>acylglycerols</subject><subject>alkoxyglycerol</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>carbon dioxide</subject><subject>Chemical Fractionation</subject><subject>Chromatography, Supercritical Fluid - instrumentation</subject><subject>Countercurrent extraction</subject><subject>Esterification</subject><subject>ether lipids</subject><subject>Fat industries</subject><subject>Fatty Acids - isolation & purification</subject><subject>fish oils</subject><subject>Fish Oils - chemistry</subject><subject>food analysis</subject><subject>Food Chem/Biochem</subject><subject>food composition</subject><subject>Food engineering</subject><subject>Food industries</subject><subject>fractionation</subject><subject>free fatty acids</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General aspects</subject><subject>Glycerol - isolation & purification</subject><subject>liver</subject><subject>Liver - chemistry</subject><subject>nonesterified alkoxyglycerols</subject><subject>shark liver oil</subject><subject>Sharks</subject><subject>supercritical fluid extraction</subject><subject>supercritical fluids</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkEFv0zAYhi0EYt3gwB-AXEDiEPjsxLFz3AoriIoiZZMQF-uLYw93aVzsZGr_PZ5alQuXz5beR68_P4S8ovCBAqMf1xYEA1myJ2RGOYOcUyqfkhmkMJe8omfkPMY1AEgu4Dk5o5JWAkQ1I66Ztibo4Eansc_mGFo_ZJ-c37nOZNcB9ej8gI8j8zb77gcTRxOcdabLLvt7v9vf9Xttgu9jtmpHdEMKbPCbrPmN4T5bugcTspXrX5BnFvtoXh7PC3J7_flm_iVfrhZf55fLHEvgY5qCSga8pJRzqZFz0THRFkUrytqipQyxNQLrEoU2LadFJ2lZS2FkZ4Toigvy7tC7Df7PlLZVGxe16XscjJ-iEsBEyWWRwPcHUAcfYzBWbYPbYNgrCurRqzp5TezrY-nUbkz3jzyKTMDbI4AxibQBB-3iiWMAFSu5SFx-4FzSuDvlyZSqRCG4uvnRqKu6-rb4uWjUr8S_OfAWvcK7kDpvGwa0AKhZWaTL6WXUUa39FIZk9z9f-AsHoKQ3</recordid><startdate>20080213</startdate><enddate>20080213</enddate><creator>Vázquez, Luis</creator><creator>Fornari, Tiziana</creator><creator>Señoráns, Francisco J</creator><creator>Reglero, Guillermo</creator><creator>Torres, Carlos F</creator><general>American Chemical Society</general><scope>FBQ</scope><scope>BSCLL</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>7X8</scope></search><sort><creationdate>20080213</creationdate><title>Supercritical Carbon Dioxide Fractionation of Nonesterified Alkoxyglycerols Obtained from Shark Liver Oil</title><author>Vázquez, Luis ; Fornari, Tiziana ; Señoráns, Francisco J ; Reglero, Guillermo ; Torres, Carlos F</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a405t-a4718205411558ca557d27b33b749faf12aabe7a94a7ceb513d814987e8de77d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>acylglycerols</topic><topic>alkoxyglycerol</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>carbon dioxide</topic><topic>Chemical Fractionation</topic><topic>Chromatography, Supercritical Fluid - instrumentation</topic><topic>Countercurrent extraction</topic><topic>Esterification</topic><topic>ether lipids</topic><topic>Fat industries</topic><topic>Fatty Acids - isolation & purification</topic><topic>fish oils</topic><topic>Fish Oils - chemistry</topic><topic>food analysis</topic><topic>Food Chem/Biochem</topic><topic>food composition</topic><topic>Food engineering</topic><topic>Food industries</topic><topic>fractionation</topic><topic>free fatty acids</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General aspects</topic><topic>Glycerol - isolation & purification</topic><topic>liver</topic><topic>Liver - chemistry</topic><topic>nonesterified alkoxyglycerols</topic><topic>shark liver oil</topic><topic>Sharks</topic><topic>supercritical fluid extraction</topic><topic>supercritical fluids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vázquez, Luis</creatorcontrib><creatorcontrib>Fornari, Tiziana</creatorcontrib><creatorcontrib>Señoráns, Francisco J</creatorcontrib><creatorcontrib>Reglero, Guillermo</creatorcontrib><creatorcontrib>Torres, Carlos F</creatorcontrib><collection>AGRIS</collection><collection>Istex</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>MEDLINE - Academic</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vázquez, Luis</au><au>Fornari, Tiziana</au><au>Señoráns, Francisco J</au><au>Reglero, Guillermo</au><au>Torres, Carlos F</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Supercritical Carbon Dioxide Fractionation of Nonesterified Alkoxyglycerols Obtained from Shark Liver Oil</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2008-02-13</date><risdate>2008</risdate><volume>56</volume><issue>3</issue><spage>1078</spage><epage>1083</epage><pages>1078-1083</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>Ethanolysis of shark liver oil was carried out to generate a product enriched in nonesterified alkoxyglycerols and fatty acid ethyl esters. For the present study, the original oil contained very low amounts of squalene, and thus, unsaponifiable matter was mainly constituted by nonesterified alkoxyglycerols (NEAKG). A small percentage of monoesterified alkoxyglycerols (MEAKG) was also detected. Supercritical fluid extraction was employed to fractionate the mixture, achieving a complete elimination of esters and concentrating the alkoxyglycerol compounds in the raffinate product. Extractions were carried out in a countercurrent packed column, using extraction pressures in the range of 140−180 bar, temperatures from 45 to 65 °C, and a solvent-to-feed ratio of 15. NEAKG + MEAKG purity obtained in the raffinate at the best extraction conditions was around 78% w/w, and satisfactory yield (>60%) was also achieved. Therefore, the raffinate product can be re-esterified to design highly valuable ether lipid compounds.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>18167076</pmid><doi>10.1021/jf0720842</doi><tpages>6</tpages></addata></record> |
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subjects | acylglycerols alkoxyglycerol Animals Biological and medical sciences carbon dioxide Chemical Fractionation Chromatography, Supercritical Fluid - instrumentation Countercurrent extraction Esterification ether lipids Fat industries Fatty Acids - isolation & purification fish oils Fish Oils - chemistry food analysis Food Chem/Biochem food composition Food engineering Food industries fractionation free fatty acids Fundamental and applied biological sciences. Psychology General aspects Glycerol - isolation & purification liver Liver - chemistry nonesterified alkoxyglycerols shark liver oil Sharks supercritical fluid extraction supercritical fluids |
title | Supercritical Carbon Dioxide Fractionation of Nonesterified Alkoxyglycerols Obtained from Shark Liver Oil |
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