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High Oleic Oils: Development, Properties, and Uses PDF

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High Oleic Oils This page intentionally left blank High Oleic Oils Development, Properties, and Uses Edited by Frank J. Flider Independent Consultant, American Oil Chemists’ Society, Urbana, IL, United States AcademicPressandAOCSPress AcademicPressisanimprintofElsevier 125LondonWall,LondonEC2Y5AS,UnitedKingdom 525BStreet,Suite1650,SanDiego,CA92101,UnitedStates 50HampshireStreet,5thFloor,Cambridge,MA02139,UnitedStates TheBoulevard,LangfordLane,Kidlington,OxfordOX51GB,UnitedKingdom Copyright©2022AOCSPress.PublishedbyElsevierInc.Allrightsreserved. PublishedincooperationwithAmericanOilChemists’Societywww.aocs.org Director,ContentDevelopment:PatrickDonnelly Nopartofthispublicationmaybereproducedortransmittedinanyformorbyanymeans,electronic ormechanical,includingphotocopying,recording,oranyinformationstorageandretrievalsystem, withoutpermissioninwritingfromthepublisher.Detailsonhowtoseekpermission,furtherinformation aboutthePublisher’spermissionspoliciesandourarrangementswithorganizationssuchas theCopyrightClearanceCenterandtheCopyrightLicensingAgency,canbefoundatourwebsite: www.elsevier.com/permissions. ThisbookandtheindividualcontributionscontainedinitareprotectedundercopyrightbythePublisher (otherthanasmaybenotedherein). Notices Knowledgeandbestpracticeinthisfieldareconstantlychanging.Asnewresearchandexperiencebroaden ourunderstanding,changesinresearchmethods,professionalpractices,ormedicaltreatmentmay becomenecessary. Practitionersandresearchersmustalwaysrelyontheirownexperienceandknowledgeinevaluatingand usinganyinformation,methods,compounds,orexperimentsdescribedherein.Inusingsuch informationormethodstheyshouldbemindfuloftheirownsafetyandthesafetyofothers,including partiesforwhomtheyhaveaprofessionalresponsibility. Tothefullestextentofthelaw,neitherthePublishernortheauthors,contributors,oreditors,assume anyliabilityforanyinjuryand/ordamagetopersonsorpropertyasamatterofproductsliability, negligenceorotherwise,orfromanyuseoroperationofanymethods,products,instructions,orideas containedinthematerialherein. LibraryofCongressCataloging-in-PublicationData AcatalogrecordforthisbookisavailablefromtheLibraryofCongress BritishLibraryCataloguing-in-PublicationData AcataloguerecordforthisbookisavailablefromtheBritishLibrary ISBN:978-0-12-822912-5 ForinformationonallAcademicPresspublications visitourwebsiteathttps://www.elsevier.com/books-and-journals Publisher:CharlotteCockle AcquisitionEditor:NancyJ.Maragioglio EditorialProjectManager:JudithClarissePunzalan ProductionProjectManager:JoyChristelNeumarin HonestThangiah CoverDesigner:MarkRogers TypesetbySTRAIVE,India Contents Contributors..............................................................................................................xi Preface...................................................................................................................xiii CHAPTER 1 Introduction: The need for high-oleic oils................1 Mark G.Matlock 1.1 How the need for high-oleic oils developed.................................1 1.1.1 Advances innutritionscience creates change inthe oils andfats beingused inthe food supply........................1 1.1.2 New oilsare needed toreplace partially hydrogenated oils with the oxidativestability required for frying and shelf life of foods..........................3 1.1.3 Biotechnology andhigh-oleic oils......................................4 1.1.4 High-oleic oilsand solidfats..............................................4 1.1.5 The demand for high-oleic oils willcontinue togrow.......5 References......................................................................................6 Further reading..............................................................................6 CHAPTER 2 Naturally occurring high-oleic oils: Avocado, macadamia, and olive oils .....................................7 Lucas J. Stolp and DharmaR.Kodali 2.1 Introduction....................................................................................8 2.2 Structure andfunctionality of high-oleic oils................................8 2.3 Avocado oil..................................................................................11 2.3.1 Avocadooil composition...................................................16 2.3.2 Minorcomponents ofavocadooil....................................19 2.3.3 Uses and applications ofavocado oil................................20 2.3.4 Summary............................................................................20 2.4 Macadamia oil..............................................................................21 2.4.1 Nutritional andhealthbenefits ofmacadamia oil............23 2.4.2 Macadamia oil extraction..................................................24 2.4.3 Minorcomponents ofmacadamia oil...............................27 2.4.4 Uses and applications ofmacadamia oil...........................27 2.4.5 Summary............................................................................29 2.5 Olive oil........................................................................................29 2.5.1 Production andconsumption...........................................31 2.5.2 Olive oil commercial categories and their quality parameters........................................................................32 v vi Contents 2.5.3 Uses..................................................................................33 2.5.4 Health, nutrition, and pharmacologicaleffects of olive oil.......................................................................34 2.5.5 Olive oilprocessing.........................................................36 2.5.6 Oxidative stability of olive oils.......................................42 2.5.7 Adulteration.....................................................................42 2.5.8 Olive oilcomposition......................................................43 2.5.9 Minorcompounds ofolive oil.........................................46 2.5.10 Summary..........................................................................46 References....................................................................................47 CHAPTER 3 High-oleic soybean oil.........................................53 SusanKnowlton 3.1 Introduction..................................................................................53 3.2 Genetics andcommercial sources................................................54 3.3 Oil functionality and performance...............................................59 3.4 Health benefits.............................................................................68 3.5 Industrialuse................................................................................72 3.6 Coproducts....................................................................................74 3.7 Soy proteins..................................................................................74 3.8 Lecithin.........................................................................................76 3.9 Future............................................................................................77 Acknowledgment.........................................................................79 References....................................................................................79 CHAPTER 4 High-oleic canola oil...........................................89 MichaelN.A. Eskin, Diliara R.Iassonova, and Curis B. Rempel 4.1 Introduction..................................................................................89 4.2 Composition ofcanolaoil............................................................90 4.3 Applications ofcanolaoil............................................................90 4.4 Low-linolenic canola oil..............................................................91 4.5 High-oleic canola oils..................................................................93 4.6 Low-saturated high-oleic canola oils...........................................95 4.7 Omega-3high-oleic canola oil.....................................................97 4.8 Evidence ofhealthbenefits ofhigh-oleic canolaoil..................97 4.9 Commercialization.....................................................................104 4.10 Conclusion..................................................................................105 References..................................................................................105 Further reading..........................................................................108 Contents vii CHAPTER 5 High-oleic sunflower seed oil.............................109 NurhanTurgutDunford, Enrique Martı´nez-Force, and Joaquı´n J.Salas 5.1 Introduction................................................................................109 5.2 High-oleic trait...........................................................................109 5.2.1 Seed andoil processing...................................................112 5.2.2 Oil stability......................................................................114 5.2.3 Applications of high-oleicsunfloweroil........................116 5.2.4 Edible applications..........................................................117 5.2.5 Nonfood applications ofhigh-oleic sunflower oil..........118 5.3 Conclusions................................................................................119 References..................................................................................120 CHAPTER 6 Minor high-oleic oils.........................................125 G.R. List 6.1 Introduction................................................................................125 6.2 High-oleic saffloweroil (HOSFO)—Carthamus tinctorius......125 6.3 High-oleic peanut oil..................................................................126 6.4 High-oleic corn oil (HOCO)......................................................126 6.5 High-oleic cottonseed oil (HOCSO)..........................................127 6.6 Olive oil(OO)............................................................................127 6.7 Avocado oil(AO)—Persia americana......................................127 6.8 Tree nutoil (TNO).....................................................................128 6.9 Hazelnut oil (HNO)....................................................................129 6.10 Pumpkin seed oil (PSO)—Cucurbitaceae..................................130 6.11 Neemoil (NO)—Azadirachta indica.........................................130 6.12 Papaya seed oil (PSO)—Carica papaya...................................130 6.13 Rambutan oil (RO)—Nephelium lappaceum.............................131 6.14 Gevuina oil.................................................................................131 6.15 Bataua oil(BO)—Oenocarpus bataua (Arecaceae)..................131 6.16 Sapucaia seed oil (SSO)—Lecythispisonis...............................131 6.17 Moringaoil—Moringaoleifera.................................................131 6.18 Miscellaneous high-oleic oils/minor specialty oils...................132 6.18.1 Camellia oil (Camellia oleifera)and tea oil (Camelliasinensis)........................................................133 6.18.2 Rice bran oil (RBO)......................................................133 6.18.3 Pistaciaseed oil (PSO)—Pistacia atlantica.................134 6.19 Oxidative stability and shelf life ofhigh-oleic cold pressed oils.................................................................................134 viii Contents 6.19.1 Sesame seed oil (SSO)—Sesamum (Pedaliaceae)........134 6.19.2 Cerrado plant oil (CPO)—Amburanacearensis, Dipteryx, Caryocar brasiliense.....................................135 6.19.3 Ginseng oil (GO)—Panaxginsengand Panax quinquefolium L.............................................................135 6.19.4 Black cumin (Nigellasativa)........................................135 6.19.5 Aceituno oil(Simarouba glauca)..................................135 6.20 High-oleic fruit seed oils...........................................................136 6.21 Health nutritional benefits ofhigh-oleic oils.............................136 6.22 Minor constituents ofspecialtyhigh-oleic oils.........................137 6.23 Conclusion..................................................................................137 References..................................................................................138 Further reading..........................................................................141 CHAPTER 7 High-oleic oils: Future developments and technologies...............................................143 R.A. Heddleson andDharmaR. Kodali 7.1 Introduction................................................................................144 7.2 Pathwaysof oleic, linoleic, and linolenic acidbiosynthesis inplants......................................................................................145 7.3 Pathwaysof oleic acidbiosynthesisin microorganisms...........152 7.4 Techniques used to impact oleic acid content inplants...........153 7.4.1 Meganucleases.................................................................154 7.4.2 Zinc finger nucleases (ZFN)...........................................155 7.4.3 TAL effectornucleases (TALENs).................................157 7.4.4 CRISPR-Cas9..................................................................160 7.4.5 RNA interference (RNAi)...............................................163 7.5 Targeting inducedlocallesions in genomes (TILLING)..........167 7.6 Transgenicgene transfer approaches (Agrobacterium tumefaciens)................................................................................169 7.6.1 Marker-assisted selection(MAS)....................................171 7.7 Techniques used to impact oleic acid content inmicrobes......175 7.7.1 Algae................................................................................175 7.7.2 Yeast................................................................................177 7.7.3 Fungi................................................................................177 7.8 Obstaclesin plant gene editing and the potential for improvements.............................................................................177 7.9 Obstaclesto commercialization of high-oleic crops.................178 7.10 Current state review and future projections for technologies................................................................................179 References..................................................................................181 Contents ix CHAPTER 8 Frying and stability of high-oleic oils..................189 Rick Della Porta and FelixAladedunye 8.1 Stability ofhigh-oleic oils from analyticalperspectives...........190 8.1.1 Activeoxygen method (AOM).......................................191 8.1.2 Oil stability index (OSI)..................................................191 8.1.3 Schaal oven test...............................................................192 8.1.4 Method of oxygen absorption.........................................193 8.2 Frying operations........................................................................194 8.3 Assessing stability under frying conditions...............................196 8.4 Product stability with high-oleic oils.........................................197 References..................................................................................198 CHAPTER 9 Health aspects of high-oleic oils........................201 Terrence Riley, KristinaPetersen, and PennyKris-Etherton 9.1 Introduction................................................................................201 9.2 High-oleic (HO) oils andCVD riskfactors..............................204 9.2.1 The effects ofdietary fatty acid replacement on lipids/lipoproteins.....................................................204 9.2.2 Characteristics ofclinical trials that examined HO oils andmarkers ofCVD........................................206 9.2.3 Comparison offats and oilshigh inSFAs with HO oils..................................................................206 9.2.4 High-oleic sunflower oil(HOSuO)...............................207 9.2.5 Olive oil.........................................................................227 9.2.6 High-oleic canola oil (HOCO)......................................229 9.2.7 High-oleic saffloweroils (HOSaO)...............................230 9.2.8 High-oleic soybean oil (HOSbO)..................................231 9.2.9 Comparison betweenhigh linoleic acid(n-6) oils andHO oils.............................................................231 9.2.10 Comparison betweenn-3 fatty acids (ALA, DHA) and HO oils....................................................................232 9.3 Substitution ofHO oils for PHVO andfats containing trans fat.....................................................................233 9.3.1 High-oleic oilsand disease outcomes.............................234 9.4 Future direction..........................................................................234 9.4.1 Oleicacid metabolites.....................................................234 9.5 Potential impact of HO oilson population health.....................236 References..................................................................................237 Further reading..........................................................................243

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