WO2007030718A2 - Omega-3 fatty acids encapsulated in zein coatings and food products incorporating the same - Google Patents
Omega-3 fatty acids encapsulated in zein coatings and food products incorporating the same Download PDFInfo
- Publication number
- WO2007030718A2 WO2007030718A2 PCT/US2006/035055 US2006035055W WO2007030718A2 WO 2007030718 A2 WO2007030718 A2 WO 2007030718A2 US 2006035055 W US2006035055 W US 2006035055W WO 2007030718 A2 WO2007030718 A2 WO 2007030718A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- recited
- zein
- omega
- food product
- fatty acid
- Prior art date
Links
- 229920002494 Zein Polymers 0.000 title claims abstract description 118
- 239000005019 zein Substances 0.000 title claims abstract description 116
- 229940093612 zein Drugs 0.000 title claims abstract description 116
- 235000013305 food Nutrition 0.000 title claims abstract description 99
- 235000020660 omega-3 fatty acid Nutrition 0.000 title claims abstract description 90
- 229940012843 omega-3 fatty acid Drugs 0.000 title claims abstract description 90
- 238000000576 coating method Methods 0.000 title claims abstract description 66
- 239000006014 omega-3 oil Substances 0.000 title abstract description 30
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 claims abstract description 97
- 238000000034 method Methods 0.000 claims abstract description 90
- 239000011248 coating agent Substances 0.000 claims abstract description 65
- 235000020669 docosahexaenoic acid Nutrition 0.000 claims abstract description 50
- 229940090949 docosahexaenoic acid Drugs 0.000 claims abstract description 49
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 claims abstract description 46
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims abstract description 46
- 229960005135 eicosapentaenoic acid Drugs 0.000 claims abstract description 46
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 claims abstract description 46
- 235000013339 cereals Nutrition 0.000 claims abstract description 25
- 235000013399 edible fruits Nutrition 0.000 claims abstract description 23
- 235000015173 baked goods and baking mixes Nutrition 0.000 claims abstract description 11
- 235000012776 toaster pastry Nutrition 0.000 claims abstract description 11
- 230000000087 stabilizing effect Effects 0.000 claims abstract description 6
- CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-IAGOWNOFSA-N 0.000 claims description 60
- 239000000203 mixture Substances 0.000 claims description 45
- 239000012876 carrier material Substances 0.000 claims description 44
- 235000013312 flour Nutrition 0.000 claims description 32
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 239000000843 powder Substances 0.000 claims description 14
- 238000001035 drying Methods 0.000 claims description 13
- 241000195493 Cryptophyta Species 0.000 claims description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 11
- 240000008042 Zea mays Species 0.000 claims description 11
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 11
- 235000011194 food seasoning agent Nutrition 0.000 claims description 11
- 235000014510 cooky Nutrition 0.000 claims description 10
- 241001465754 Metazoa Species 0.000 claims description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 8
- 229920000881 Modified starch Polymers 0.000 claims description 7
- 239000002245 particle Substances 0.000 claims description 7
- 239000001856 Ethyl cellulose Substances 0.000 claims description 6
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims description 6
- 229920002472 Starch Polymers 0.000 claims description 6
- 108010046377 Whey Proteins Proteins 0.000 claims description 6
- 102000007544 Whey Proteins Human genes 0.000 claims description 6
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 6
- 235000005822 corn Nutrition 0.000 claims description 6
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 6
- 229920001249 ethyl cellulose Polymers 0.000 claims description 6
- 108010068370 Glutens Proteins 0.000 claims description 5
- 241000209140 Triticum Species 0.000 claims description 5
- 235000021307 Triticum Nutrition 0.000 claims description 5
- 239000000796 flavoring agent Substances 0.000 claims description 5
- 235000019634 flavors Nutrition 0.000 claims description 5
- 235000021312 gluten Nutrition 0.000 claims description 5
- 229920003043 Cellulose fiber Polymers 0.000 claims description 4
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 4
- 108010010803 Gelatin Proteins 0.000 claims description 4
- 229930195725 Mannitol Natural products 0.000 claims description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 4
- 235000010216 calcium carbonate Nutrition 0.000 claims description 4
- 235000014633 carbohydrates Nutrition 0.000 claims description 4
- 150000001720 carbohydrates Chemical class 0.000 claims description 4
- 229920000159 gelatin Polymers 0.000 claims description 4
- 239000008273 gelatin Substances 0.000 claims description 4
- 235000019322 gelatine Nutrition 0.000 claims description 4
- 235000011852 gelatine desserts Nutrition 0.000 claims description 4
- 239000000594 mannitol Substances 0.000 claims description 4
- 235000010355 mannitol Nutrition 0.000 claims description 4
- 229920000609 methyl cellulose Polymers 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 235000019698 starch Nutrition 0.000 claims description 4
- 235000020357 syrup Nutrition 0.000 claims description 4
- 239000006188 syrup Substances 0.000 claims description 4
- 235000021119 whey protein Nutrition 0.000 claims description 4
- 240000007594 Oryza sativa Species 0.000 claims description 3
- 235000007164 Oryza sativa Nutrition 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 235000009566 rice Nutrition 0.000 claims description 3
- 229920001353 Dextrin Polymers 0.000 claims description 2
- 239000004375 Dextrin Substances 0.000 claims description 2
- 240000003183 Manihot esculenta Species 0.000 claims description 2
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 claims description 2
- 239000005862 Whey Substances 0.000 claims description 2
- 235000019425 dextrin Nutrition 0.000 claims description 2
- 235000019426 modified starch Nutrition 0.000 claims description 2
- 238000007747 plating Methods 0.000 claims description 2
- 238000004513 sizing Methods 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims 7
- 239000001761 ethyl methyl cellulose Substances 0.000 claims 3
- 235000010944 ethyl methyl cellulose Nutrition 0.000 claims 3
- 238000005507 spraying Methods 0.000 claims 3
- 229920001592 potato starch Polymers 0.000 claims 2
- 238000012358 sourcing Methods 0.000 claims 2
- 239000004368 Modified starch Substances 0.000 claims 1
- 235000020374 simple syrup Nutrition 0.000 claims 1
- 238000001694 spray drying Methods 0.000 claims 1
- 239000008107 starch Substances 0.000 claims 1
- 229940075430 wheat dextrin Drugs 0.000 claims 1
- 229940100445 wheat starch Drugs 0.000 claims 1
- 235000019640 taste Nutrition 0.000 abstract description 18
- 230000008569 process Effects 0.000 abstract description 15
- 235000019568 aromas Nutrition 0.000 abstract description 6
- 235000012041 food component Nutrition 0.000 abstract description 4
- 239000005417 food ingredient Substances 0.000 abstract description 4
- 235000014168 granola/muesli bars Nutrition 0.000 abstract description 4
- 235000010675 chips/crisps Nutrition 0.000 abstract description 2
- 238000010348 incorporation Methods 0.000 abstract description 2
- 108010055615 Zein Proteins 0.000 description 50
- 239000003921 oil Substances 0.000 description 30
- 238000005054 agglomeration Methods 0.000 description 13
- 230000002776 aggregation Effects 0.000 description 13
- 238000003860 storage Methods 0.000 description 11
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 239000004278 EU approved seasoning Substances 0.000 description 5
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 5
- 230000009286 beneficial effect Effects 0.000 description 5
- 235000009973 maize Nutrition 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 4
- 239000007894 caplet Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 125000005457 triglyceride group Chemical group 0.000 description 4
- 230000008901 benefit Effects 0.000 description 3
- 235000012495 crackers Nutrition 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 3
- 235000021588 free fatty acids Nutrition 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 241000251468 Actinopterygii Species 0.000 description 2
- 244000223760 Cinnamomum zeylanicum Species 0.000 description 2
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 2
- 108010016634 Seed Storage Proteins Proteins 0.000 description 2
- 240000006394 Sorghum bicolor Species 0.000 description 2
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 2
- 244000062793 Sorghum vulgare Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000004464 cereal grain Substances 0.000 description 2
- 235000017803 cinnamon Nutrition 0.000 description 2
- 235000009508 confectionery Nutrition 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 235000019688 fish Nutrition 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000007407 health benefit Effects 0.000 description 2
- 235000019713 millet Nutrition 0.000 description 2
- 230000004792 oxidative damage Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 235000011888 snacks Nutrition 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- DVSZKTAMJJTWFG-SKCDLICFSA-N (2e,4e,6e,8e,10e,12e)-docosa-2,4,6,8,10,12-hexaenoic acid Chemical compound CCCCCCCCC\C=C\C=C\C=C\C=C\C=C\C=C\C(O)=O DVSZKTAMJJTWFG-SKCDLICFSA-N 0.000 description 1
- HZWWPUTXBJEENE-UHFFFAOYSA-N 5-amino-2-[[1-[5-amino-2-[[1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoic acid Chemical compound C1CCC(C(=O)NC(CCC(N)=O)C(=O)N2C(CCC2)C(=O)NC(CCC(N)=O)C(O)=O)N1C(=O)C(N)CC1=CC=C(O)C=C1 HZWWPUTXBJEENE-UHFFFAOYSA-N 0.000 description 1
- GZJLLYHBALOKEX-UHFFFAOYSA-N 6-Ketone, O18-Me-Ussuriedine Natural products CC=CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O GZJLLYHBALOKEX-UHFFFAOYSA-N 0.000 description 1
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 241000972773 Aulopiformes Species 0.000 description 1
- 241000238424 Crustacea Species 0.000 description 1
- -1 DHA fatty acids Chemical class 0.000 description 1
- 108010061711 Gliadin Proteins 0.000 description 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 1
- 235000005135 Micromeria juliana Nutrition 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
- 240000002114 Satureja hortensis Species 0.000 description 1
- 235000007315 Satureja hortensis Nutrition 0.000 description 1
- 241000269821 Scombridae Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 208000006011 Stroke Diseases 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000008133 cognitive development Effects 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- KAUVQQXNCKESLC-UHFFFAOYSA-N docosahexaenoic acid (DHA) Natural products COC(=O)C(C)NOCC1=CC=CC=C1 KAUVQQXNCKESLC-UHFFFAOYSA-N 0.000 description 1
- 235000011869 dried fruits Nutrition 0.000 description 1
- 239000008157 edible vegetable oil Substances 0.000 description 1
- 230000004373 eye development Effects 0.000 description 1
- 235000020988 fatty fish Nutrition 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol group Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000008821 health effect Effects 0.000 description 1
- 208000019622 heart disease Diseases 0.000 description 1
- 229960001340 histamine Drugs 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000013101 initial test Methods 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 235000020978 long-chain polyunsaturated fatty acids Nutrition 0.000 description 1
- 235000020640 mackerel Nutrition 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000004770 neurodegeneration Effects 0.000 description 1
- 208000015122 neurodegenerative disease Diseases 0.000 description 1
- 230000007472 neurodevelopment Effects 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000004091 panning Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
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- 230000004044 response Effects 0.000 description 1
- 210000001525 retina Anatomy 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/16—Fatty acid esters
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L19/00—Products from fruits or vegetables; Preparation or treatment thereof
- A23L19/03—Products from fruits or vegetables; Preparation or treatment thereof consisting of whole pieces or fragments without mashing the original pieces
- A23L19/05—Stuffed or cored products; Multilayered or coated products; Binding or compressing of original pieces
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L19/00—Products from fruits or vegetables; Preparation or treatment thereof
- A23L19/10—Products from fruits or vegetables; Preparation or treatment thereof of tuberous or like starch containing root crops
- A23L19/12—Products from fruits or vegetables; Preparation or treatment thereof of tuberous or like starch containing root crops of potatoes
- A23L19/18—Roasted or fried products, e.g. snacks or chips
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
- A23L33/12—Fatty acids or derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L7/00—Cereal-derived products; Malt products; Preparation or treatment thereof
- A23L7/10—Cereal-derived products
- A23L7/117—Flakes or other shapes of ready-to-eat type; Semi-finished or partly-finished products therefor
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L7/00—Cereal-derived products; Malt products; Preparation or treatment thereof
- A23L7/10—Cereal-derived products
- A23L7/117—Flakes or other shapes of ready-to-eat type; Semi-finished or partly-finished products therefor
- A23L7/122—Coated, filled, multilayered or hollow ready-to-eat cereals
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L7/00—Cereal-derived products; Malt products; Preparation or treatment thereof
- A23L7/10—Cereal-derived products
- A23L7/117—Flakes or other shapes of ready-to-eat type; Semi-finished or partly-finished products therefor
- A23L7/126—Snacks or the like obtained by binding, shaping or compacting together cereal grains or cereal pieces, e.g. cereal bars
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
- A23P20/00—Coating of foodstuffs; Coatings therefor; Making laminated, multi-layered, stuffed or hollow foodstuffs
- A23P20/10—Coating with edible coatings, e.g. with oils or fats
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Definitions
- This invention relates generally to a food having high levels of long chain polyunsaturated omega-3 fatty acids and, more particularly, to a food or food ingredient having high levels of long chain polyunsaturated omega-3 fatty acids with reduced fishy odor and improved stability.
- long chain polyunsaturated fatty acids are beneficial to human health.
- long chain polyunsaturated omega-3 fatty acids are beneficial.
- the three long chain polyunsaturated omega-3 fatty acids of primary interest are linolenic acid (18:3w-3), eicosapentaenoic acid (EPA) (20:5w-3), and docosahexaenoic acid (DHA) (22:6w-3).
- the health benefits associated with enhanced consumption of these omega-3 fatty acids include a lowering of serum cholesterol, reduction of blood pressure, reduction of the risk of heart disease, and a reduction of the risk of stroke.
- omega-3 fatty acids are also essential to normal neuronal development and their depletion has been associated with neurodegenerative diseases such as Alzheimer's disease.
- DHA DHA
- EPA 5:1
- the fatty acid DHA is also believed to be essential for optimal cognitive development in infants.
- Food fortified with DHA is often called "brain food" in Asian countries.
- Preliminary studies demonstrate that long chain polyunsaturated omega-3 fatty acids can play a role in mediating chronic inflammatory assaults and their use by individuals with mild asthma is documented to reduce the severity of the histamine response. [0005]
- omega-3 fatty acids There are several main sources of these beneficial long chain polyunsaturated omega-3 fatty acids.
- Certain plants provide an abundant source of linolenic fatty acid.
- Marine animals such as fish and crustaceans, and marine plants, such as micro algae, are the main sources of DHA and EPA.
- fatty fish such as mackerel and salmon contain high levels of DHA and EPA.
- Marine micro algae contain predominantly DHA.
- Marine micro algae have an advantage over marine animals as a source of DHA because large volumes can be produced rapidly and there is no need for the extensive acreage associated with fish farms nor is there the difficulty of ocean fishing.
- the omega-3 fatty acids from these sources are generally found in the form of triglycerides, i.e. one of more of the fatty acids connected to the glycerol backbone is an omega-3 fatty acid, and not in the form of free fatty acids.
- omega-3 fatty acid refers to both the free fatty acid form and the triglyceride form unless specifically noted otherwise.
- omega-3 fatty acids especially EPA and DHA
- EPA and DHA require consumption of relatively large amounts of the omega-3 fatty acids making it impractical to obtain the recommended daily amount by consuming marine animals alone.
- both EPA and DHA have been packaged together in caplet form. Consumers do not enjoy consuming the caplets because they are large, hard to swallow and the caplets often develop an unpleasant fishy aroma and taste during storage. These unpleasant aromas and tastes arise from oxidative damage of the EPA or DHA in the caplets.
- Prior attempts to add the omega-3 fatty acids DHA and/or EPA directly to food products have been unsuccessful because the unstable omega-3 fatty acids rapidly give rise to a fishy taste and aroma in the food product and make it unpalatable.
- this fishy taste and aroma occurs either right as the food product is made or within several days to several weeks. It is believed that DHA and EPA are particularly unstable in the presence of water, oxygen and high heat, this further complicates their use in a wide variety of food products since exposure to water, oxygen and heat is difficult to avoid in their manufacture. Unlike other fatty acids these omega-3 fatty acids can not be stabilized in foods merely by adding the typical antioxidants to the foods. The unpleasant aromas and tastes are so potent that oxidative damage of DHA or EPA during a manufacturing process leading to the aromas can require a plant shut down and extensive cleaning of the equipment to remove the aroma and to prevent it from contaminating other foods. Obviously, this can be very costly and problematic for development of foods containing these beneficial omega-3 fatty acids.
- shelf life is defined as the length of time the food product containing the omega-3 fatty acid can be stored without the development of fishy aromas or tastes. It is also desirable to develop a method that can easily be incorporated into standard food processing methods.
- this invention provides a method for stabilizing omega-3 fatty acids so that they can be used in food products without developing fishy aromas and tastes upon storage.
- the present invention is a method for stabilizing an omega-3 fatty acid comprising the steps of: providing an edible carrier material and plating at least one omega-3 fatty acid unto the carrier material; providing a zein coating solution; applying the zein coating solution to the carrier material plated with at least one omega-3 fatty acid; and drying the zein coated carrier material.
- the present invention is a method for creating an agglomerate containing a stabilized omega-3 fatty acid comprising the steps of: providing a pre-gelatinized flour; mixing the pre-gelatinized flour with at least one omega-3 fatty acid and adding it to a agglomerating system; adding water to the mixture of pre-gelatinized flour and at least one omega-3 fatty acid to form a plurality of agglomerates; providing a zein coating solution and applying the zein coating solution to the plurality of agglomerates; and drying the plurality of zein coated agglomerates.
- the present invention is a method for stabilizing a food product comprising an omega-3 fatty acid comprising the steps of: providing a food product; applying at least one omega-3 fatty acid onto the food product; and providing a zein coating solution and applying the zein coating solution to the food product having the omega-3 fatty acid thereon.
- the present invention is a stabilized omega-3 fatty acid comprising an edible carrier material, the edible carrier material further comprising at least one omega-3 fatty acid and a zein coating, the zein coating encapsulating said carrier material and the omega-3 fatty acid.
- the present invention is a food product comprising at least one omega-3 fatty acid, the food product encapsulated in a zein coating.
- the present invention is a food product comprising an edible carrier material comprising at least one omega-3 fatty acid, said edible carrier material encapsulated in a zein coating.
- the omega-3 fatty acids are available in the form of oil solutions or as free flowing powders.
- the oils contain anywhere from 1 to 50 % by weight of marine oil the rest comprising a carrier oil.
- the marine oil is typically plated out onto edible carrier material such as corn syrup solids, mannitol, calcium carbonate, whey protein isolate, gluten, pre-gelatinized starches, cellulose fiber, carbohydrates, gelatin, flour, grain, bran, or mixtures of these carrier materials.
- the edible carrier material has a particle size of from about 100 to about 400 microns.
- the plated powders are then spray dried to form a free flowing powder containing omega-3 fatty acids.
- One such powder is designated as HM by Martek Biosciences Corp.
- omega-3 fatty acids are available as either the free fatty acids or in the triglyceride form.
- the triglyceride form is more stable and in the present specification and claims there will be no distinction made between whether the fatty acids are in the free form or as part of a triglyceride. All of the omega-3 fatty acids used in the examples described below, however, were in the triglyceride form.
- Prolamine describes a super family of cereal seed storage proteins. Prolamine is found in many cereal grains including maize, sorghum, millets, wheats, ryes, and other cereal grains. These cereal seed storage proteins are called prolamines because they tend to have high levels of the amino acids proline and glutamine.
- the prolamines are characterized by insolubility in water or anhydrous alcohol, but solubility in alcohol water mixtures.
- the maize prolamines are know in the art as zeins and they exist as a mixture of alpha, beta, delta, and gamma forms.
- the prolamines found in wheat and rye are known as gliadins.
- the zeins are extracted from maize gluten. Solutions of zein can be formed into odorless, tasteless, clear, hard almost invisible edible films. [0012] In the present examples the zein coating solution was prepared as a 10% by weight solution, however, solutions could be made having zein at levels of from 1 to 95%, more preferably from 1 to 40% and most preferably from 1 to 20% by weight. The higher the concentration of the zein the more difficult it is to spray the zein solution or to use it in typical coating apparatuses.
- a 10% by weight zein solution is given below in table 1.
- the process comprised combining a first aliquot of ethanol with the ethyl cellulose and mixing until the ethyl cellulose was solubilized.
- Methyl cellulose can be substituted for the ethyl cellulose and isopropanol could be used in place of the ethanol.
- the emulsifier, Panodan®, and the zein were added to the ethanol and the solution was mixed until the zein was fully dispersed.
- Other emulsifiers known in the art can be substituted for the Panodan®. Zein is widely available from manufacturers such as Freeman.
- the water and the second aliquot of ethanol were added to bring the final solution weight to 360 grams, for this example, thereby providing a 10% by weight solution of zein.
- the samples that were not coated with the zein solution developed a fishy taste and aroma either immediately or within several days making them unpalatable.
- Samples that had been coated with the zein solution have been found to be stable for over 7 months at 70 to 80° F. These samples have no fishy aroma and taste good even after this long period of storage. This is a dramatic improvement in storage stability. It is anticipated that the zein coating could be reduced to 10% a or less and still provide extended storage stability.
- the zein coating is from 1 to 50% by weight, more preferably from 1 to 40%, and most preferably from 1 to 20% by weight.
- This process has wide applicability to many food forms including chips, fruit pieces, fruit leathers, crackers, cookies, toaster pastries, ready to eat cereal, baked goods, granola bars, trail mixes, confections, and snack foods.
- the only limits to use of the fluidized bed are on foods that would be damaged by the action of the fluidizing bed.
- the oil containing the DHA and EPA can be applied to the food and then the food can be coated with the zein solution to a level of 10% or more.
- the DHA and EPA oil could be sprayed on, or a panning process can be used, or a rotating enrobing drum can be used to apply the oil.
- the zein solution can be applied by any of the same methods.
- the fruit pieces could be freeze dried, dehydrated, pureed or otherwise processed prior to application of the DHA EPA oil.
- the source of the DHA and EPA could be either the oil form or the powder form suspended in an oil.
- pre-coating the powdered algal oil with zein produced a stable powder containing DHA and EPA. This has wide application to foods and food ingredients.
- the zein coated powder can be incorporated into many food manufacturing processes with ease. As described above, the zein coated powder can be adhered to foods using an edible oil.
- the zein coated powder can be added to food doughs during manufacturing to provide a food containing DHA and EPA that is storage stable.
- These foods could comprise ready to eat cereals, fruit pieces, fruit leathers, chips, snack products, granola bars, trail mix, crackers, cookies, baked goods, toaster pastries and other foods.
- the powdered algal oil as obtained from manufacturers is generally quite fine, in the 100 to 400 micron size range, for certain desirable food applications this size range is not ideal.
- the uses of such agglomerates are numerous. If they are sized correctly they can be used as additives to ready to eat cereals, trail mixes, chips, granola bars, toaster pastries, baked goods, cookies, crackers, fruit pieces and fruit leathers.
- agglomerates containing DHA and EPA are storage stable unlike agglomerates containing DHA and EPA that are not coated with zein.
- the agglomeration process can also be used to incorporate into the agglomerates powdered DHA and EPA containing oil wherein the powder has previously been coated with zein as described above in the second example. This process eliminates the need to coat the final agglomerate with zein and can be advantageous in certain food applications.
- Four classes of base materials were selected for agglomeration testing, these comprised raw flours, pre-gelatinized flours, raw starches, and pre-gelatinized starches.
- pre-gelatinized flours were able to produce acceptable agglomeration characteristics for the desired product.
- starches tested were either too powdery to agglomerate or they adsorbed too much water to form low moisture agglomerates.
- the raw flours were not able to agglomerate.
- the pre-gelatinized flours that were tested included those from maize, wheat, rice and potatoes. Other pre-gelatinized flours are also expected to work well in the invention.
- the pre-gelatinized flour having a moisture of approximately 25%, was placed into a rotating plastic drum and DHA and EPA containing oil was sprayed onto the pre-gelatinized flour until the desired load had been achieved.
- the DHA and EPA could have been added at this stage as the free flowing powdered form.
- Any desired seasonings or flavor components are also added at this time. These seasonings can range from sweet seasonings to savory or herb seasonings. Any flavors are acceptable.
- whey powder was added at a level of 6% by weight to aid in the agglomeration process.
- Other agglomeration aids that have been used are modified starches, tapioca starches, modified wheat starches, dextrins and other known agglomeration aids.
- the agglomerating aids are use at levels of from 1 to 10% by weight.
- the uniform mixture of agglomeration base, DHA and EPA source, and agglomeration aid was then weighed and placed into an agglomeration dish.
- the agglomeration dish is started and the mixture is sprayed with water using a positive displacement pump with a jet nozzle at a rate of 0.29 liters per minute. Dry uniform mixture was added to the agglomerating dish periodically to obtain a dry mix to water ratio of approximately 4.4:1. This process of water and dry addition was continued until all of the dry mixture had been added.
- the agglomerating dish allows the agglomerated product to fall out of the dish as the agglomeration particle size increases and as its moisture increases. The exiting larger agglomerates were collected as they fell out of the agglomerating dish.
- the Product exiting the dish had a moisture of approximately 25% and the size of the agglomerates varied.
- Agglomerated product was dried to a target moisture of approximately 1 to 20 %, more preferably from 1 to 15%, and most preferably from 1 to 10% using a fluidized bed dryer. Dried agglomerate was then sieved into desired fractions.
- a 13% by weight zein coating solution was prepared by combining 112.5 grams of zein with 750 grams of 91% isopropyl alcohol. The agglomerated product was coated with the zein solution to a final level of 13% zein in a tumbler enrober. Once enrobed the product was dried until all the alcohol had been evaporated.
- the coated agglomerated products had a clean taste with no fishy aroma or taste.
- Agglomerated product could readily be created in the size range of from about 4000 microns to 1000 microns. Such a size range can be use as a direct add into ready to eat cereals, bars, or dough formulations.
- the agglomerated product is storage stable for over 20 weeks at ambient temperatures with no development of a fishy taste or aroma.
- These agglomerates can be used in a wide variety of food forms depending on the size of the agglomerates. As larger agglomerates the additive can be made visible or they can be reduced in size to appear as a seasoning on the food product. As described above any variety of seasonings can be added to the agglomerate to create the desired taste.
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Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP06803219A EP1928917A2 (en) | 2005-09-09 | 2006-09-11 | Omega-3 fatty acids encapsulated in zein coatings and food products incorporating the same |
CA002621890A CA2621890A1 (en) | 2005-09-09 | 2006-09-11 | Omega-3 fatty acids encapsulated in zein coatings and food products incorporating the same |
AU2006287399A AU2006287399A1 (en) | 2005-09-09 | 2006-09-11 | Omega-3 fatty acids encapsulated in zein coatings and food products incorporating the same |
MX2008003213A MX2008003213A (en) | 2005-09-09 | 2006-09-11 | Omega-3 fatty acids encapsulated in zein coatings and food products incorporating the same. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US71592005P | 2005-09-09 | 2005-09-09 | |
US60/715,920 | 2005-09-09 |
Publications (2)
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WO2007030718A2 true WO2007030718A2 (en) | 2007-03-15 |
WO2007030718A3 WO2007030718A3 (en) | 2007-11-01 |
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PCT/US2006/035055 WO2007030718A2 (en) | 2005-09-09 | 2006-09-11 | Omega-3 fatty acids encapsulated in zein coatings and food products incorporating the same |
Country Status (6)
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US (1) | US20070059340A1 (en) |
EP (1) | EP1928917A2 (en) |
AU (1) | AU2006287399A1 (en) |
CA (1) | CA2621890A1 (en) |
MX (1) | MX2008003213A (en) |
WO (1) | WO2007030718A2 (en) |
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WO2008022199A3 (en) * | 2006-08-15 | 2008-04-03 | Kellog Co | Apparatus and process for manufacturing food products with omega-3 polyunsaturated fatty acids |
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WO2008022199A3 (en) * | 2006-08-15 | 2008-04-03 | Kellog Co | Apparatus and process for manufacturing food products with omega-3 polyunsaturated fatty acids |
WO2008024903A2 (en) * | 2006-08-23 | 2008-02-28 | Kellogg Company | Food products fortified with omega-3 fatty acids and processes for making the same |
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WO2008024907A3 (en) * | 2006-08-23 | 2008-04-10 | Kellog Co | Baked fruit filled bar fortified with omega-3 fatty acids and process for making same |
WO2008024903A3 (en) * | 2006-08-23 | 2008-05-08 | Kellog Co | Food products fortified with omega-3 fatty acids and processes for making the same |
AU2007286640B2 (en) * | 2006-08-23 | 2011-11-24 | Kellogg Company | Food products fortified with omega-3 fatty acids and processes for making the same |
AU2007286644B2 (en) * | 2006-08-23 | 2012-03-22 | Kellogg Company | Baked fruit filled bar fortified with omega-3 fatty acids and process for making same |
US8343753B2 (en) | 2007-11-01 | 2013-01-01 | Wake Forest University School Of Medicine | Compositions, methods, and kits for polyunsaturated fatty acids from microalgae |
US9504274B2 (en) | 2009-01-27 | 2016-11-29 | Frito-Lay North America, Inc. | Methods of flavor encapsulation and matrix-assisted concentration of aqueous foods and products produced therefrom |
Also Published As
Publication number | Publication date |
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EP1928917A2 (en) | 2008-06-11 |
CA2621890A1 (en) | 2007-03-15 |
MX2008003213A (en) | 2008-03-18 |
WO2007030718A3 (en) | 2007-11-01 |
US20070059340A1 (en) | 2007-03-15 |
AU2006287399A1 (en) | 2007-03-15 |
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