JPH10237480A - Fat and oil composition - Google Patents
Fat and oil compositionInfo
- Publication number
- JPH10237480A JPH10237480A JP9058539A JP5853997A JPH10237480A JP H10237480 A JPH10237480 A JP H10237480A JP 9058539 A JP9058539 A JP 9058539A JP 5853997 A JP5853997 A JP 5853997A JP H10237480 A JPH10237480 A JP H10237480A
- Authority
- JP
- Japan
- Prior art keywords
- fat
- oil
- acid
- unsaturated fatty
- highly unsaturated
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 73
- 235000019197 fats Nutrition 0.000 claims abstract description 92
- 150000002632 lipids Chemical class 0.000 claims abstract description 43
- 210000002969 egg yolk Anatomy 0.000 claims abstract description 37
- 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 30
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims abstract description 30
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims abstract description 30
- 150000003904 phospholipids Chemical class 0.000 claims abstract description 24
- 235000020669 docosahexaenoic acid Nutrition 0.000 claims abstract description 20
- 102000002322 Egg Proteins Human genes 0.000 claims abstract description 17
- 108010000912 Egg Proteins Proteins 0.000 claims abstract description 17
- 235000013345 egg yolk Nutrition 0.000 claims abstract description 17
- 229940090949 docosahexaenoic acid Drugs 0.000 claims abstract description 15
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 claims abstract description 8
- 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 5
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims abstract description 5
- 229960005135 eicosapentaenoic acid Drugs 0.000 claims abstract description 5
- HOBAELRKJCKHQD-UHFFFAOYSA-N (8Z,11Z,14Z)-8,11,14-eicosatrienoic acid Natural products CCCCCC=CCC=CCC=CCCCCCCC(O)=O HOBAELRKJCKHQD-UHFFFAOYSA-N 0.000 claims abstract description 4
- 235000021298 Dihomo-γ-linolenic acid Nutrition 0.000 claims abstract description 4
- 235000021342 arachidonic acid Nutrition 0.000 claims abstract description 4
- 229940114079 arachidonic acid Drugs 0.000 claims abstract description 4
- HOBAELRKJCKHQD-QNEBEIHSSA-N dihomo-γ-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O HOBAELRKJCKHQD-QNEBEIHSSA-N 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 14
- 235000013305 food Nutrition 0.000 claims description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 150000004665 fatty acids Chemical group 0.000 claims description 4
- 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 claims 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims 1
- 229960004488 linolenic acid Drugs 0.000 claims 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims 1
- 235000019198 oils Nutrition 0.000 abstract description 82
- 235000021323 fish oil Nutrition 0.000 abstract description 38
- 235000019640 taste Nutrition 0.000 abstract description 25
- 239000000796 flavoring agent Substances 0.000 abstract description 22
- 235000019634 flavors Nutrition 0.000 abstract description 21
- 230000003078 antioxidant effect Effects 0.000 abstract description 8
- 238000002156 mixing Methods 0.000 abstract description 7
- 239000000843 powder Substances 0.000 abstract description 7
- 230000006866 deterioration Effects 0.000 abstract description 6
- 235000013365 dairy product Nutrition 0.000 abstract description 5
- 235000013373 food additive Nutrition 0.000 abstract description 4
- 239000002778 food additive Substances 0.000 abstract description 4
- VZCCETWTMQHEPK-UHFFFAOYSA-N gamma-Linolensaeure Natural products CCCCCC=CCC=CCC=CCCCCC(O)=O VZCCETWTMQHEPK-UHFFFAOYSA-N 0.000 abstract description 3
- VZCCETWTMQHEPK-QNEBEIHSSA-N gamma-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O VZCCETWTMQHEPK-QNEBEIHSSA-N 0.000 abstract description 3
- 235000020664 gamma-linolenic acid Nutrition 0.000 abstract description 3
- 229960002733 gamolenic acid Drugs 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 244000299461 Theobroma cacao Species 0.000 abstract description 2
- 230000009471 action Effects 0.000 abstract description 2
- 235000019219 chocolate Nutrition 0.000 abstract description 2
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 abstract description 2
- 235000004626 essential fatty acids Nutrition 0.000 abstract description 2
- 235000012149 noodles Nutrition 0.000 abstract description 2
- 235000014214 soft drink Nutrition 0.000 abstract description 2
- 235000014347 soups Nutrition 0.000 abstract description 2
- 229940068998 egg yolk phospholipid Drugs 0.000 abstract 1
- 239000008344 egg yolk phospholipid Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 239000003925 fat Substances 0.000 description 81
- 239000003921 oil Substances 0.000 description 76
- 230000000052 comparative effect Effects 0.000 description 35
- 238000011156 evaluation Methods 0.000 description 28
- 230000035943 smell Effects 0.000 description 21
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 18
- 238000012360 testing method Methods 0.000 description 18
- 230000001953 sensory effect Effects 0.000 description 16
- 235000013336 milk Nutrition 0.000 description 15
- 239000008267 milk Substances 0.000 description 15
- 210000004080 milk Anatomy 0.000 description 15
- 235000013350 formula milk Nutrition 0.000 description 13
- 230000003647 oxidation Effects 0.000 description 13
- 238000007254 oxidation reaction Methods 0.000 description 13
- 235000013618 yogurt Nutrition 0.000 description 12
- 235000015243 ice cream Nutrition 0.000 description 10
- 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 9
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 230000007935 neutral effect Effects 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 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 5
- 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 5
- KAUVQQXNCKESLC-UHFFFAOYSA-N docosahexaenoic acid (DHA) Natural products COC(=O)C(C)NOCC1=CC=CC=C1 KAUVQQXNCKESLC-UHFFFAOYSA-N 0.000 description 5
- 235000013601 eggs Nutrition 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 150000002978 peroxides Chemical class 0.000 description 5
- JQWAHKMIYCERGA-UHFFFAOYSA-N (2-nonanoyloxy-3-octadeca-9,12-dienoyloxypropoxy)-[2-(trimethylazaniumyl)ethyl]phosphinate Chemical compound CCCCCCCCC(=O)OC(COP([O-])(=O)CC[N+](C)(C)C)COC(=O)CCCCCCCC=CCC=CCCCCC JQWAHKMIYCERGA-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 235000006708 antioxidants Nutrition 0.000 description 4
- 235000012000 cholesterol Nutrition 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- -1 fish oil Chemical class 0.000 description 4
- 235000014593 oils and fats Nutrition 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 238000010257 thawing Methods 0.000 description 4
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 4
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 239000000787 lecithin Substances 0.000 description 3
- 229940067606 lecithin Drugs 0.000 description 3
- 235000010445 lecithin Nutrition 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 102200004779 rs2232775 Human genes 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 235000004347 Perilla Nutrition 0.000 description 2
- 244000124853 Perilla frutescens Species 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 235000009508 confectionery Nutrition 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 230000000873 masking effect Effects 0.000 description 2
- 235000021243 milk fat Nutrition 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 235000019629 palatability Nutrition 0.000 description 2
- 238000013094 purity test Methods 0.000 description 2
- 235000021067 refined food Nutrition 0.000 description 2
- 235000020183 skimmed milk Nutrition 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 201000004569 Blindness Diseases 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 206010012289 Dementia Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 208000004930 Fatty Liver Diseases 0.000 description 1
- JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 description 1
- 206010019708 Hepatic steatosis Diseases 0.000 description 1
- 102000004882 Lipase Human genes 0.000 description 1
- 239000004367 Lipase Substances 0.000 description 1
- 108090001060 Lipase Proteins 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 229940123973 Oxygen scavenger Drugs 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 239000005862 Whey Substances 0.000 description 1
- 102000007544 Whey Proteins Human genes 0.000 description 1
- 108010046377 Whey Proteins Proteins 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 230000003266 anti-allergic effect Effects 0.000 description 1
- 230000002785 anti-thrombosis Effects 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000015895 biscuits Nutrition 0.000 description 1
- 210000000133 brain stem Anatomy 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 210000000991 chicken egg Anatomy 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000020247 cow milk Nutrition 0.000 description 1
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 235000008524 evening primrose extract Nutrition 0.000 description 1
- 239000010475 evening primrose oil Substances 0.000 description 1
- 229940089020 evening primrose oil Drugs 0.000 description 1
- 208000010706 fatty liver disease Diseases 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000014106 fortified food Nutrition 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 235000008216 herbs Nutrition 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- GZQKNULLWNGMCW-PWQABINMSA-N lipid A (E. coli) Chemical compound O1[C@H](CO)[C@@H](OP(O)(O)=O)[C@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H]1OC[C@@H]1[C@@H](O)[C@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OP(O)(O)=O)O1 GZQKNULLWNGMCW-PWQABINMSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 1
- 150000008104 phosphatidylethanolamines Chemical class 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 235000020185 raw untreated milk Nutrition 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 102220229106 rs753340463 Human genes 0.000 description 1
- 235000013580 sausages Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 231100000240 steatosis hepatitis Toxicity 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 230000004393 visual impairment Effects 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 235000008924 yoghurt drink Nutrition 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Landscapes
- Edible Oils And Fats (AREA)
- Fats And Perfumes (AREA)
- Dairy Products (AREA)
- Confectionery (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は油脂組成物に関す
る。さらに詳しくは、ドコサヘキサエン酸(DHA) 含
有油脂に代表される高度不飽和脂肪酸含有油脂に卵黄脂
質を配合した風味のよい、酸化安定性に優れた油脂組成
物に関する。TECHNICAL FIELD The present invention relates to an oil or fat composition. More specifically, the present invention relates to a flavorful and excellent oxidatively stable oil and fat composition comprising a mixture of highly unsaturated fatty acids and oils such as docosahexaenoic acid (DHA) -containing oils and fats and egg yolk lipids.
【0002】[0002]
【従来の技術】高度不飽和脂肪酸は、いくつかの優れた
生理作用を有することが知られている。高度不飽和脂肪
酸の中でもドコサヘキサエン酸(DHA) は、必須脂肪
酸の一つであり、幼児の脳・神経系の発達に寄与し、さ
らに記憶学習機能の向上、痴呆症などの改善、視力低下
の防止、癌の抑制、抗血栓、抗アレルギー、血清コレス
テロール低下、脂肪肝の改善などの優れた生理作用を有
する物質として報告されている。BACKGROUND OF THE INVENTION Polyunsaturated fatty acids are known to have some excellent physiological effects. Of the polyunsaturated fatty acids, docosahexaenoic acid (DHA) is one of the essential fatty acids, which contributes to the development of the brain and nervous system of infants, further improves memory and learning functions, improves dementia, and prevents vision loss. It has been reported as a substance having excellent physiological actions such as suppression of cancer, antithrombosis, antiallergy, reduction of serum cholesterol, and improvement of fatty liver.
【0003】特に乳児の発育に必要であることが示唆さ
れてから、特開昭64−80250号公報で開示されて
いるようなドコサヘキサエン酸(DHA) をはじめとす
る高度不飽和脂肪酸を含有する油脂を添加した人工乳が
市場に出ている。その他にも、近年ドコサヘキサエン酸
(DHA) を多く含有する魚油などの高度不飽和脂肪酸
含有油脂が食品に添加されるようになった。[0003] Since it is suggested that it is particularly necessary for the growth of infants, fats and oils containing highly unsaturated fatty acids such as docosahexaenoic acid (DHA) as disclosed in JP-A-64-80250 are disclosed. Artificial milk with the addition of is available on the market. In addition, in recent years, fats and oils containing highly unsaturated fatty acids such as fish oil containing a large amount of docosahexaenoic acid (DHA) have been added to foods.
【0004】しかし、魚油などの高度不飽和脂肪酸含有
油脂は、その独特の風味のため、食品に添加した場合に
その食品の風味にいくらか悪影響を及ぼす。However, fats and oils containing highly unsaturated fatty acids such as fish oil, when added to food, have some adverse effect on the flavor of the food due to its unique flavor.
【0005】さらに、高度不飽和脂肪酸は、非常に酸化
されやすく、空気中や水中に放置しただけでも容易に酸
化される。これら高度不飽和脂肪酸が酸化されると異臭
の発生、風味の悪化、変色、あるいは過酸化脂質など人
体に有害な化合物の生成などの問題が生じる。[0005] Further, highly unsaturated fatty acids are very easily oxidized, and are easily oxidized even when left alone in the air or water. Oxidation of these highly unsaturated fatty acids causes problems such as generation of off-flavors, deterioration of flavor, discoloration, and formation of compounds harmful to the human body such as lipid peroxide.
【0006】特に、魚臭や、酸化臭などの発生による風
味の劣化は、食品に魚油などを添加して高度不飽和脂肪
酸強化食品を製造しようとする場合、重大な問題とな
る。そのために、これら高度不飽和脂肪酸の臭いのマス
キングや酸化防止には様々な手段が試みられている。[0006] In particular, the deterioration of flavor due to the generation of fishy odor and oxidized odor becomes a serious problem in the case of adding fish oil or the like to foods to produce highly unsaturated fatty acid-enriched foods. Therefore, various means have been tried for masking the smell of these polyunsaturated fatty acids and for preventing oxidation.
【0007】まずマスキング剤としてハーブなどの香辛
料、レモンなどの柑橘類、茶抽出物などが見い出されて
いる。しかしながら、これらの素材は魚油などの高度不
飽和脂肪酸含有油脂に対して効果が持続する期間が短
く、また油脂への溶解性などの点で油脂への添加量が制
限される。First, spices such as herbs, citrus fruits such as lemon, and tea extracts have been found as masking agents. However, these materials have a short duration of effect on fats and oils containing polyunsaturated fatty acids such as fish oil, and their addition to fats and oils is limited in terms of solubility in fats and oils.
【0008】一方、酸化防止の手段は、最も簡単な方法
として密閉容器のデッドスペース部の空気を不活性ガス
で置換する方法や、脱酸素剤と共に密閉容器に封入する
方法が挙げられる。しかしながら、これらの方法では容
器を開封すると同時に酸化が始まり、長期にわたって安
定に保存することは不可能であった。また合成抗酸化剤
の使用は、最近の風潮である健康指向にそぐわないもの
として懸念されている。さらに天然抗酸化剤として知ら
れているトコフェロールやアスコルビン酸は魚油のよう
な高度不飽和脂肪酸を高濃度に含有する油脂類に対して
は十分な抗酸化能が得られないばかりか、ある濃度以上
使用すると逆に酸化を促進してしまうという欠点を有す
る。On the other hand, the simplest method for preventing oxidation is a method in which air in the dead space of the closed container is replaced with an inert gas, or a method in which the air is sealed in a closed container together with an oxygen scavenger. However, in these methods, oxidation starts at the same time as the container is opened, and it is impossible to store the container stably for a long period of time. In addition, the use of synthetic antioxidants is of concern as being incompatible with the recent trend of health orientation. In addition, tocopherol and ascorbic acid, which are known as natural antioxidants, not only do not provide sufficient antioxidant ability to fats and oils containing high concentrations of highly unsaturated fatty acids such as fish oil, but also When used, it has the disadvantage of promoting oxidation.
【0009】したがって、魚油などの高度不飽和脂肪酸
含有油脂を食品に添加するための、風味や保存安定性に
優れ安全な天然由来の成分を配合した油脂組成物の開発
が切望されている現状にある。[0009] Therefore, there is a long-awaited demand for the development of an oil / fat composition containing a naturally derived component which is excellent in flavor and storage stability and is safe for adding a highly unsaturated fatty acid-containing oil / fat such as fish oil to food. is there.
【0010】[0010]
【発明が解決しようとする課題】本発明は天然由来の安
全な物質を配合することにより、風味が劣り且つ不安定
な魚油などの高度不飽和脂肪酸含有油脂を含んでいて
も、風味や保存安定性に優れた油脂組成物を提供するこ
とを目的とする。本発明の他の目的は、前記油脂組成物
が添加されてなる食品を提供することを目的とする。DISCLOSURE OF THE INVENTION The present invention incorporates a safe substance of natural origin to provide a flavor and storage stability even if the oil contains fats and oils containing highly unsaturated fatty acids, such as fish oil, which is inferior and unstable. It is an object of the present invention to provide an oil and fat composition having excellent properties. Another object of the present invention is to provide a food product to which the fat or oil composition is added.
【0011】[0011]
【課題を解決するための手段】本発明者らは、上記の課
題を解決するために鋭意検討した結果、高度不飽和脂肪
酸含有油脂に卵黄脂質を配合した場合、魚油などの高度
不飽和脂肪酸含有油脂に対して高い抗酸化効果を示し、
さらに高度不飽和脂肪酸含有油脂の独特の風味を改善
し、嗜好性をも高めることを見い出し、本発明を完成さ
せるに至った。Means for Solving the Problems The present inventors have conducted intensive studies to solve the above-mentioned problems. As a result, when yolk lipids are blended with highly unsaturated fatty acid-containing fats and oils, the mixture contains highly unsaturated fatty acids such as fish oil. Shows high antioxidant effect on fats and oils,
Furthermore, they have found that the unique flavor of the oil and fat containing a polyunsaturated fatty acid is improved and the palatability is also improved, and the present invention has been completed.
【0012】即ち、本発明の要旨は、(1) 高度不飽
和脂肪酸含有油脂にリン脂質を約25〜約70重量%含
有する卵黄脂質を配合したことを特徴とする油脂組成
物、(2) 高度不飽和脂肪酸含有油脂が、ドコサヘキ
サエン酸、アラキドン酸、イコサペンタエン酸、γ−リ
ノレン酸およびジホモγ−リノレン酸からなる群より選
ばれる1種以上の脂肪酸を構成成分とする油脂からなる
前記(1)記載の油脂組成物、(3) 卵黄脂質が油脂
組成物中少なくとも25重量%以上配合されている前記
(1)記載の油脂組成物、ならびに(4) 前記(1)
から前記(3)いずれか記載の油脂組成物が添加されて
なることを特徴とする食品、に関する。That is, the gist of the present invention is to provide (1) a fat or oil composition characterized by blending a highly unsaturated fatty acid-containing fat or oil with an egg yolk lipid containing about 25 to about 70% by weight of a phospholipid; The above-mentioned (1), wherein the highly unsaturated fatty acid-containing fat or oil comprises a fat or oil containing at least one fatty acid selected from the group consisting of docosahexaenoic acid, arachidonic acid, icosapentaenoic acid, γ-linolenic acid and dihomo γ-linolenic acid. The fat and oil composition according to (1), wherein the yolk lipid is incorporated in the fat and oil composition in an amount of at least 25% by weight or more, and (4) the (1).
To (3) a food product to which the oil or fat composition according to any one of the above (3) is added.
【0013】[0013]
【発明の実施の形態】本発明の油脂組成物は、高度不飽
和脂肪酸含有油脂にリン脂質を約25〜約70重量%含
有する卵黄脂質を配合したものである。BEST MODE FOR CARRYING OUT THE INVENTION The oil / fat composition of the present invention is obtained by blending a fat / oil containing polyunsaturated fatty acid with egg yolk lipid containing phospholipid in an amount of about 25 to about 70% by weight.
【0014】本発明において高度不飽和脂肪酸含有油脂
とは、特に限定するものではないが、例えば、魚油、エ
ゴマ油、シソ油、アマニ油、月見草油などが挙げられ、
好ましくは魚油である。また本発明において前記高度不
飽和脂肪酸としては、例えば、炭素数が18以上で二重
結合を3個以上を有する生理活性の高い脂肪酸等が挙げ
られ、これらの中では、ドコサヘキサエン酸、アラキド
ン酸、イコサペンタエン酸、γ−リノレン酸およびジホ
モγ−リノレン酸からなる群より選ばれる1種以上の脂
肪酸であることが好ましく、ドコサヘキサエン酸(DH
A)およびイコサペンタエン酸であることがさらに好ま
しい。The highly unsaturated fatty acid-containing fats and oils in the present invention are not particularly limited, but include, for example, fish oil, perilla oil, perilla oil, linseed oil, evening primrose oil, and the like.
Preferably it is fish oil. In the present invention, examples of the polyunsaturated fatty acid include highly bioactive fatty acids having 18 or more carbon atoms and having 3 or more double bonds, and among these, docosahexaenoic acid, arachidonic acid, It is preferably at least one fatty acid selected from the group consisting of icosapentaenoic acid, γ-linolenic acid and dihomo γ-linolenic acid, and docosahexaenoic acid (DH
Further preferred are A) and eicosapentaenoic acid.
【0015】本発明において卵黄脂質とは、卵黄由来の
脂質であれば特に限定するものではないが、例えば、鶏
卵卵黄または全卵の生卵、液卵、冷凍卵、噴霧乾燥卵、
卵黄粉末などから、エタノールなどの有機溶媒による抽
出、超臨界流体による抽出、リパーゼやプロテアーゼな
どの酵素処理、イオン交換カラムやケイ酸カラムによる
分画など各種公知の方法(特公昭46−42186号公
報、特公昭56−440号公報、特開昭61−7454
8号公報など)によって得られる脂質成分が挙げられ、
好ましくは、リン脂質を約25〜約70重量%、さらに
好ましくは約30〜約50重量%含有するものである。
卵黄脂質中の各成分について好適例の一例を挙げると、
例えば、トリグリセリド約66重量%、リン脂質約30
重量%、コレステロール約4重量%であり、リン脂質中
にホスファチジルコリン約75重量%、ホスファチジル
エタノールアミン約20重量%を含むものが挙げられ
る。In the present invention, the yolk lipid is not particularly limited as long as it is a lipid derived from yolk. For example, raw egg, liquid egg, frozen egg, spray-dried egg, chicken egg yolk or whole egg,
Various known methods such as extraction from yolk powder and the like with an organic solvent such as ethanol, extraction with a supercritical fluid, enzyme treatment with lipase and protease, fractionation with an ion exchange column and a silica column (Japanese Patent Publication No. 46-42186) JP-B-56-440, JP-A-61-7454.
No. 8 publication).
Preferably, it contains about 25 to about 70% by weight, more preferably about 30 to about 50% by weight of a phospholipid.
To give an example of a preferred example for each component in the yolk lipid,
For example, about 66% by weight of triglyceride, about 30% of phospholipid
% By weight, about 4% by weight of cholesterol, and those containing about 75% by weight of phosphatidylcholine and about 20% by weight of phosphatidylethanolamine in a phospholipid.
【0016】リン脂質の量は、前記の各種の方法により
調製して増減させることができるが、約70重量%を超
える高含量となると、反面、卵黄脂質中のトリグリセリ
ドの量が大幅に減少し、風味の改善作用が劣ってくる。
また、リン脂質の含有量が約25重量%より少ないと、
抗酸化作用が充分でない。従って、風味の改善と抗酸化
作用の観点から、リン脂質を前記の約25〜約70重量
%に調整するのが好ましい。The amount of the phospholipid can be adjusted by adjusting the amount of the phospholipid by the above-mentioned various methods. However, when the amount of the phospholipid is higher than about 70% by weight, the amount of the triglyceride in the yolk lipid is significantly reduced. , The effect of improving flavor is inferior.
Also, if the phospholipid content is less than about 25% by weight,
Insufficient antioxidant action. Therefore, it is preferable to adjust the phospholipid to the above-mentioned about 25 to about 70% by weight from the viewpoint of improving flavor and antioxidant action.
【0017】なお、前記リン脂質の含有量の測定は、ア
セトン不溶分として測定され、「第6版 食品添加物公
定書解説書」(谷村顕雄 他著、1992年、廣川書店
発行)のD−1246項に記載されたレシチン/純度試
験(3)アセトン可溶物/注8の規定に準ずる方法で測
定される。The content of the phospholipid is measured as acetone-insoluble matter, and is determined by the D- method described in "Sixth Edition Food Additive Official Manual" (Akio Tanimura et al., Published by Hirokawa Shoten in 1992). Lecithin / purity test described in 1246 (3) Acetone soluble matter / measured by a method in accordance with Note 8.
【0018】本発明においては、高度不飽和脂肪酸含有
油脂にリン脂質を約25〜約70重量%含有する卵黄脂
質を添加することにより、空気中での室温保存に不安定
なドコサヘキサエン酸(DHA) などの高度不飽和脂肪
酸を含む油脂の風味を改善することができるとともに、
酸化による劣化を防止することができる。即ち、本発明
の油脂組成物は、卵黄脂質中のトリグリセリド等の中性
脂質により高度不飽和脂肪酸含有油脂の独特の風味を改
善すると共に、卵黄脂質中のリン脂質により高度不飽和
脂肪酸含有油脂の酸化による劣化を防止することにより
保存期間中の酸化による品質劣化に伴う悪臭の発生を未
然に防止し、本発明における卵黄脂質を配合した当初の
改善された風味をそのまま長期間保持することができ
る。In the present invention, docosahexaenoic acid (DHA), which is unstable in storage at room temperature in the air, is added to a fat and oil containing a polyunsaturated fatty acid by adding an egg yolk lipid containing from about 25 to about 70% by weight of a phospholipid. Along with being able to improve the flavor of fats and oils containing highly unsaturated fatty acids such as
Deterioration due to oxidation can be prevented. That is, the oil and fat composition of the present invention improves the unique flavor of highly unsaturated fatty acid-containing oils and fats by neutral lipids such as triglycerides in egg yolk lipids, and the highly unsaturated fatty acid-containing oils and fats by phospholipids in egg yolk lipids. By preventing the deterioration due to oxidation, it is possible to prevent the generation of offensive odor due to the deterioration in quality due to the oxidation during the storage period, and it is possible to maintain the improved flavor originally mixed with the yolk lipid of the present invention for a long period of time. .
【0019】本発明の油脂組成物における高度不飽和脂
肪酸含有油脂と卵黄脂質の配合割合は、特に限定するも
のではないが、卵黄脂質が油脂組成物中少なくとも25
重量%以上、好ましくは40〜50重量%配合されてい
ることが望ましい。The mixing ratio of the highly unsaturated fatty acid-containing fat and oil to the yolk lipid in the fat and oil composition of the present invention is not particularly limited, but at least 25% of the yolk lipid is contained in the fat and oil composition.
% By weight, preferably 40 to 50% by weight.
【0020】高度不飽和脂肪酸含有油脂に卵黄脂質を配
合する方法としては、例えば、回転式攪拌羽根のついた
攪拌機等により、両者を均質に配合するのが好ましい。As a method for blending egg yolk lipids with fats and oils containing highly unsaturated fatty acids, for example, it is preferable to blend them uniformly with a stirrer equipped with rotary stirring blades.
【0021】本発明の油脂組成物は、乳製品等の食品に
添加することができる。即ち、本発明は本発明の油脂組
成物が添加された食品を提供する。The oil or fat composition of the present invention can be added to foods such as dairy products. That is, the present invention provides a food to which the fat or oil composition of the present invention has been added.
【0022】本発明において乳製品とは、特に限定する
ものではないが、例えば、牛乳(生乳、加工乳)、育児
用調製粉乳、ヨーグルト、ドリンクヨーグルト、アイス
クリーム、脱脂粉乳などが挙げられる。In the present invention, the dairy product is not particularly limited, but includes, for example, cow's milk (raw milk, processed milk), infant formula, yogurt, drink yogurt, ice cream, skim milk powder and the like.
【0023】また、本発明の油脂組成物は乳製品のほ
か、特に限定するものではないが、例えば、清涼飲料水
などの各種の飲料、粉末スープ、麺類、蒲鉾、ハム、ソ
ーセージなどの加工食品、チョコレート、ビスケットな
どの菓子類に高度不飽和脂肪酸含有油脂を添加する場合
にも利用することができる。The oil / fat composition of the present invention is not limited to dairy products, but is not particularly limited. For example, various drinks such as soft drinks, powdered soups, noodles, processed foods such as kamaboko, ham, sausage, etc. It can also be used when adding fats and oils containing highly unsaturated fatty acids to confectionery such as chocolate, biscuits and the like.
【0024】また、本発明の油脂組成物を乳製品または
各種の飲料、加工食品、菓子類等の各種の食品に添加す
る場合は、油脂組成物を均質に混入させることが好まし
い。本発明の油脂組成物を配合する量は、特に限定され
るものではないが、0.1重量%以上であるのが好まし
い。When the oil or fat composition of the present invention is added to dairy products or various foods such as various drinks, processed foods, confectioneries, etc., it is preferable to uniformly mix the oil or fat composition. The amount of the oil / fat composition of the present invention is not particularly limited, but is preferably 0.1% by weight or more.
【0025】[0025]
【実施例】以下、実施例により本発明をさらに詳しく説
明するが、本発明はこれらの実施例等によりなんら限定
されるものではない。EXAMPLES The present invention will be described in more detail with reference to the following Examples, which should not be construed as limiting the present invention.
【0026】実施例1 卵黄粉末(太陽化学社製)200kgにエタノール20
00リットルを加え、40℃で抽出して得た抽出液を濃
縮操作によりエタノールを除去して卵黄脂質110kg
を回収した。この卵黄脂質のアセトン不溶分(食品添加
物公定書に記載されたレシチン分の規定に準ずる)を測
定すると30重量%であった。さらにこの卵黄脂質を1
0mg/mlのクロロホルム溶液とし、クロマロッドS
−III (ヤトロン製)上に1μlスポットした後、クロ
ロホルム:メタノール:アンモニア水=65:25:4
(体積比)を展開溶媒として45分間室温で展開した。
展開したクロマロッドをイアトロスキャン(ヤトロン
製)によって分析した結果、この卵黄脂質は30重量%
のリン脂質、70重量%の中性脂質(トリグリセリド、
コレステロール)から成るものであった。上記の要領で
得た卵黄脂質45kgとDHA含有精製魚油(マルハ製
DHA−22)55kgとを配合し、羽根式攪拌機で3
0分間攪拌することにより均質化して本発明の油脂組成
物を調製した。Example 1 Ethanol 20 was added to 200 kg of yolk powder (manufactured by Taiyo Kagaku).
After adding ethanol, the extract obtained by extracting at 40 ° C. was concentrated to remove ethanol, and the yolk lipid 110 kg was removed.
Was recovered. The acetone-insoluble content of this egg yolk lipid (measured according to the lecithin content stipulated in the official Japanese standard for food additives) was 30% by weight. In addition, add 1 egg yolk lipid
A 0 mg / ml chloroform solution was prepared.
-III (manufactured by Yatron) after spotting 1 μl, chloroform: methanol: aqueous ammonia = 65: 25: 4
(Volume ratio) was used as a developing solvent for 45 minutes at room temperature.
As a result of analyzing the developed chroma rod by Iatroscan (manufactured by Yatron), this yolk lipid was found to be 30% by weight.
Of phospholipids, 70% by weight of neutral lipids (triglycerides,
Cholesterol). 45 kg of the egg yolk lipid obtained in the above manner and 55 kg of DHA-containing purified fish oil (DHA-22 manufactured by Maruha) were blended, and mixed with a blade-type stirrer.
The mixture was homogenized by stirring for 0 minute to prepare an oil and fat composition of the present invention.
【0027】実施例2 実施例1の要領で得た卵黄脂質100kgにアセトン1
00kgを加え、40℃で撹拌し、静置して得た沈殿物
から減圧乾燥によりアセトンを除去して、卵黄脂質46
kgを回収した。この卵黄脂質のリン脂質含量(アセト
ン不溶分)を測定すると65重量%であった。上記の要
領で得たリン脂質65重量%、中性脂質(トリグリセリ
ド、コレステロール)35重量%の卵黄脂質45kgと
DHA含有精製魚油(マルハ製DHA−22)55kg
とを配合し、羽根式攪拌機で30分間攪拌することによ
り均質化して本発明の油脂組成物を調製した。Example 2 Acetone 1 was added to 100 kg of the yolk lipid obtained in the same manner as in Example 1.
Then, acetone was removed by vacuum drying from the precipitate obtained by stirring at 40 ° C. and standing, and the yolk lipid 46 was added.
kg was collected. The phospholipid content (acetone-insoluble content) of this egg yolk lipid was 65% by weight. 45 kg of yolk lipid containing 65% by weight of phospholipid and 35% by weight of neutral lipid (triglyceride, cholesterol) obtained as described above and 55 kg of DHA-containing purified fish oil (DHA-22 manufactured by Maruha)
And the mixture was homogenized by stirring with a blade-type stirrer for 30 minutes to prepare an oil and fat composition of the present invention.
【0028】実施例3 表1のAに示す処方に従い、下記のような常法に従って
育児用調製粉乳を調製した。即ち、表1のAに示す処
方に従い、脱脂粉乳、脱塩ホエイ粉末、ミネラル類、ビ
タミン類の溶解液を調製した。この溶解液を清浄化後、
殺菌、濃縮した。ついで、この濃縮液に対して乳脂肪源
として乳脂肪、置換脂肪、さらに油脂組成物の所定量
を殺菌して加えた。こうして調製した液を均質化後、噴
霧乾燥して粉末状の育児用調製粉乳を得た。Example 3 According to the formulation shown in Table 1A, a powdered infant formula was prepared according to the following conventional method. That is, a solution of skim milk powder, desalted whey powder, minerals, and vitamins was prepared according to the formulation shown in A of Table 1. After cleaning this solution,
Sterilized and concentrated. Then, a predetermined amount of milk fat, a substituted fat, and further a fat and oil composition were sterilized and added to the concentrated liquid as a milk fat source. The liquid thus prepared was homogenized and then spray-dried to obtain a powdered infant formula.
【0029】[0029]
【表1】 [Table 1]
【0030】実施例4 表1のBに示す処方に従って、実施例3と同様にして育
児用調製粉乳を調製した。Example 4 According to the formulation shown in Table 1B, a powdered infant formula was prepared in the same manner as in Example 3.
【0031】実施例5 市販の牛乳に油脂組成物を0.1重量%(DHAとし
て12mg/100ml)添加し、ホモミキサーで撹拌
(8000rpm、2分) した後、ホモジナイザー処理
(150kg/cm2 )を行い、加熱殺菌してDHA入
り牛乳を調製した。Example 5 0.1% by weight (12 mg / 100 ml as DHA) of a fat and oil composition was added to commercially available milk, stirred with a homomixer (8000 rpm, 2 minutes), and then treated with a homogenizer (150 kg / cm 2 ). And heat sterilization to prepare milk containing DHA.
【0032】実施例6 油脂組成物の代わりに油脂組成物を使用した以外
は、実施例5と同様にして牛乳を調製した。Example 6 Milk was prepared in the same manner as in Example 5 except that the oil and fat composition was used instead of the oil and fat composition.
【0033】実施例7 市販のドリンクヨーグルトに油脂組成物を0.1重量
%(DHAとして12mg/100ml)添加し、ホモ
ミキサーで撹拌(8000rpm、2分) した後、ホモ
ジナイザー処理(150kg/cm2 を行い、加熱殺菌
してDHA入りドリンクヨーグルトを調製した。Example 7 0.1% by weight (12 mg / 100 ml as DHA) of a fat composition was added to a commercially available drink yogurt, stirred with a homomixer (8000 rpm, 2 minutes), and then treated with a homogenizer (150 kg / cm 2). And heat sterilization to prepare a drink yogurt containing DHA.
【0034】実施例8 油脂組成物の代わりに油脂組成物を使用した以外
は、実施例7と同様にしてドリンクヨーグルトを調製
した。Example 8 A drink yogurt was prepared in the same manner as in Example 7, except that the oil and fat composition was used instead of the oil and fat composition.
【0035】実施例9、10 表2のA、Bに示す処方で常法によりアイスクリーム
、を調製した。Examples 9 and 10 Ice creams were prepared according to the formulations shown in Tables A and B by a conventional method.
【0036】[0036]
【表2】 [Table 2]
【0037】比較例1 実施例1の要領で得た卵黄脂質150kgに、アセトン
450kgを加えて40℃で撹拌し、静置して沈殿物を
得た。さらにこの沈殿物にアセトン300kgを加えて
40℃で撹拌、静置する工程を2回繰り返して得た沈殿
物から減圧乾燥によりアセトンを除去して、卵黄レシチ
ン46kgを回収した。この卵黄レシチンのリン脂質含
量(アセトン不溶分)を測定すると96重量%であっ
た。上記の要領で得た卵黄レシチン45kgとDHA含
有精製魚油(マルハ製DHA−22)55kgとを配合
し、羽根式攪拌機で30分間攪拌することにより均質化
して比較用油脂組成物を調製した。Comparative Example 1 450 kg of acetone was added to 150 kg of the yolk lipid obtained in the same manner as in Example 1, and the mixture was stirred at 40 ° C. and allowed to stand to obtain a precipitate. Furthermore, acetone was removed from the precipitate obtained by repeating the process of adding 300 kg of acetone to this precipitate, stirring at 40 ° C. and allowing to stand at rest twice, and drying under reduced pressure to recover 46 kg of egg yolk lecithin. The phospholipid content (acetone-insoluble content) of this egg yolk lecithin was 96% by weight. 45 kg of egg yolk lecithin obtained in the above manner and 55 kg of DHA-containing purified fish oil (DHA-22 manufactured by Maruha) were blended and homogenized by stirring with a blade-type stirrer for 30 minutes to prepare a comparative fat and oil composition.
【0038】比較例2 比較例1で卵黄レシチンを分画する際に得られたアセト
ン溶液から濃縮操作及び減圧乾燥によりアセトンを除去
して脂質104kgを回収した。この脂質のアセトン不
溶分を測定すると0重量%であった。実施例1と同様の
方法でイアトロスキャン(ヤトロン製)によって分析し
た結果、この脂質は中性脂質(トリグリセリド、コレス
テロール)のみから成るものであった。上記の要領で得
た卵黄中性脂質45kgとDHA含有精製魚油(マルハ
製DHA−22)55kgとを配合し、羽根式攪拌機で
30分間攪拌することにより均質化して比較用油脂組成
物を調製した。この比較用油脂組成物は、酸化が進
まないように調製後すぐに容器に入れヘッドスペースを
窒素置換して密閉し冷凍保存しておき、解凍直後に以下
の比較例4、6、8、10に用いた。Comparative Example 2 Acetone was removed from the acetone solution obtained in fractionating egg yolk lecithin in Comparative Example 1 by a concentration operation and drying under reduced pressure to recover 104 kg of lipid. The acetone insoluble content of this lipid was 0% by weight. As a result of analysis by Iatroscan (manufactured by Jatron) in the same manner as in Example 1, this lipid was composed of only neutral lipids (triglyceride, cholesterol). An oil-fat composition for comparison was prepared by blending 45 kg of the yolk neutral lipid obtained in the above manner and 55 kg of DHA-containing purified fish oil (DHA-22 manufactured by Maruha) and stirring with a blade-type stirrer for 30 minutes. . This comparative oil and fat composition was put into a container immediately after preparation so that oxidation did not proceed, the head space was replaced with nitrogen, and the container was sealed and frozen and stored, and immediately after thawing, the following Comparative Examples 4, 6, 8, 10 It was used for.
【0039】比較例3、4 表1のC、Dに示す処方に従って、実施例3と同様にし
て比較用育児用調製粉乳、を調製した。Comparative Examples 3 and 4 In accordance with the formulations shown in Tables C and D, comparative infant formulas were prepared in the same manner as in Example 3.
【0040】比較例5、6 油脂組成物の代わりに比較用油脂組成物、を使用
した以外は、実施例5と同様にして比較用牛乳、を
調製した。Comparative Examples 5 and 6 Comparative milk was prepared in the same manner as in Example 5 except that a comparative fat and oil composition was used instead of the fat and oil composition.
【0041】比較例7、8 油脂組成物の代わりに比較用油脂組成物、を使用
した以外は、実施例7と同様にして比較用ドリンクヨー
グルト、を調製した。Comparative Examples 7 and 8 Comparative yogurt drinks were prepared in the same manner as in Example 7 except that a comparative fat and oil composition was used instead of the fat and oil composition.
【0042】比較例9、10 表2のC、Dに示す処方で常法により比較用アイスクリ
ーム、を調製した。Comparative Examples 9 and 10 Comparative ice creams were prepared according to the methods shown in Tables C and D by a conventional method.
【0043】試験例1油脂組成物の抗酸化試験 油脂組成物、および比較用油脂組成物、とDH
A含有魚油(マルハ製DHA−22)について、65℃
の恒温槽中にて10日間保存試験を行い、経時的に過酸
化物価を測定した。結果を図1に示す。過酸化物価は、
「第6版 食品添加物公定書解説書」(谷村顕雄 他
著、1992年、廣川書店発行)のD−1246項に記
載されたレシチン/純度試験(4)過酸化物価に記載の
方法により測定した。図1より明らかなように油脂組成
物、および比較用油脂組成物のいずれも過酸化物
価が抑えられており保存安定性に優れていたが、比較用
油脂組成物は酸化されやすかった。この結果から、抗
酸化作用には、卵黄脂質中のリン脂質が関与しているこ
とが示唆される。Test Example 1 Antioxidant Test of Fat Composition The fat composition, the comparative fat composition, and DH
About A-containing fish oil (DHA-22 made by Maruha), 65 ° C
Was subjected to a storage test in a thermostat for 10 days, and the peroxide value was measured over time. The results are shown in FIG. The peroxide value is
Lecithin / purity test described in Section D-1246 of "Sixth Edition Official Addendum of Food Additives" (Akio Tanimura et al., 1992, published by Hirokawa Shoten) Measured by the method described in (4) Peroxide Value did. As is clear from FIG. 1, both the fat and oil composition and the comparative fat and oil composition had a reduced peroxide value and excellent storage stability, but the comparative fat and oil composition was easily oxidized. This result suggests that the antioxidant action is related to phospholipids in egg yolk lipids.
【0044】試験例2油脂組成物の官能試験 油脂組成物、および比較用油脂組成物、につい
て、酸化が進まないように調製後すぐに容器に入れヘッ
ドスペースを窒素置換して密閉し冷凍保存した試料を、
解凍直後に10名のパネラーによる官能テストを行い、
以下の評価基準に従って、官能評価した。結果を表3に
示す。また、油脂組成物の解凍後、容器に入れ40℃で
24時間、空気中に開放した状態で放置した後に同様の
官能評価を行った。結果を表3に示す。Test Example 2 Sensory test of fat and oil composition The fat and oil composition and the comparative fat and oil composition were immediately placed in a container immediately after preparation so that oxidation did not proceed, and the head space was replaced with nitrogen and sealed and frozen and stored. Sample
Immediately after thawing, perform a sensory test with 10 panelists,
Sensory evaluation was performed according to the following evaluation criteria. Table 3 shows the results. In addition, after thawing the oil / fat composition, the same sensory evaluation was performed after the oil / fat composition was put in a container and left at 40 ° C. for 24 hours in the state of being opened to the air. Table 3 shows the results.
【0045】〔評価基準〕 非常に良い:魚油の味・臭いが全く感じられず、風味が
よい。 良い:ほとんど魚油の味・臭いが感じられない。 やや悪い:やや魚油の味・臭いがする。 悪い:魚油の味・臭いが目立つ。[Evaluation Criteria] Very good: The taste and smell of fish oil are not felt at all, and the taste is good. Good: Almost no taste or smell of fish oil is felt. Slightly bad: Slightly tastes and smells fish oil. Bad: The taste and smell of fish oil is noticeable.
【0046】[0046]
【表3】 [Table 3]
【0047】表3より明らかなように油脂組成物、
および比較用油脂組成物は比較用油脂組成物よりも
解凍直後の評価では高い評価を示した。この結果から、
卵黄脂質中の成分のうち、中性脂質はリン脂質よりも風
味改善に寄与していることが考えられる。また、24時
間放置後の評価結果から明らかなように比較用油脂組成
物は油脂組成物、及び比較用油脂組成物よりも
低い評価を示した。この結果から、リン脂質を含有しな
い場合、24時間の放置中に酸化の進行を抑制できない
ため卵黄脂質中の中性脂質の風味改善効果は、酸化によ
り失われるものと考えられる。As is clear from Table 3, the fat and oil composition,
And the comparative fat composition showed higher evaluation in the evaluation immediately after thawing than the comparative fat composition. from this result,
Among the components in the yolk lipid, it is considered that the neutral lipid contributes to the flavor improvement more than the phospholipid. Moreover, as is clear from the evaluation results after standing for 24 hours, the comparative fat and oil composition showed lower evaluations than the fat and oil composition and the comparative fat and oil composition. From these results, it is considered that when no phospholipid is contained, the progress of oxidation cannot be suppressed during standing for 24 hours, so that the flavor improving effect of the neutral lipid in the yolk lipid is lost by oxidation.
【0048】試験例3育児用調製粉乳の官能試験 育児用調製粉乳、および比較用育児用調製粉乳、
を固形分濃度14重量%になるように調乳した。調乳
液の温度を37℃に合わせて、10名のパネラーによる
試飲テストを行い、以下の評価基準に従って、官能評価
した。結果を表4に示す。尚、粉乳は、調製後調乳直前
まで冷蔵保存し、調乳後速やかに官能評価した。Test Example 3 Sensory Test of Infant Formula Infant Formula Infant Formula Infant, Comparative Infant Formula Infant Formula,
Was prepared so as to have a solid concentration of 14% by weight. The temperature of the milk preparation was adjusted to 37 ° C., and a tasting test was conducted by 10 panelists, and the sensory evaluation was performed according to the following evaluation criteria. Table 4 shows the results. The milk powder was stored refrigerated until just before the preparation after the preparation, and the sensory evaluation was immediately performed after the preparation.
【0049】〔評価基準〕 非常に良い:魚油の味・臭いが全く感じられず、風味が
よい。 良い:ほとんど魚油の味・臭いが感じられない。 やや悪い:やや魚油の味・臭いがする。 悪い:魚油の味・臭いが目立つ。[Evaluation Criteria] Very good: The taste and smell of fish oil are not felt at all, and the flavor is good. Good: Almost no taste or smell of fish oil is felt. Slightly bad: Slightly tastes and smells fish oil. Bad: The taste and smell of fish oil is noticeable.
【0050】[0050]
【表4】 [Table 4]
【0051】表4より明らかなように育児用調製粉乳
、および比較用育児用調製粉乳は比較用育児用調
製粉乳よりも高い評価を示した。As is evident from Table 4, the infant formula and the comparative infant formula showed higher evaluation than the comparative infant formula.
【0052】試験例4牛乳の官能試験 牛乳、および比較用牛乳、の温度を8℃に合わ
せて、10名のパネラーによる試飲テストを行い、以下
の評価基準に従って、官能評価した。結果を表5に示
す。尚、牛乳は調製後すぐ8℃に冷蔵し、24時間以内
に官能評価した。Test Example 4 Sensory test of milk The temperature of milk and the milk for comparison were adjusted to 8 ° C, and a tasting test was conducted by 10 panelists, and the sensory evaluation was performed according to the following evaluation criteria. Table 5 shows the results. The milk was refrigerated immediately after preparation at 8 ° C. and subjected to sensory evaluation within 24 hours.
【0053】〔評価基準〕 非常に良い:魚油の味・臭いが全く感じられず、風味が
よい。 良い:ほとんど魚油の味・臭いが感じられない。 やや悪い:やや魚油の味・臭いがする。 悪い:魚油の味・臭いが目立つ。[Evaluation Criteria] Very good: The taste and smell of fish oil are not felt at all, and the flavor is good. Good: Almost no taste or smell of fish oil is felt. Slightly bad: Slightly tastes and smells fish oil. Bad: The taste and smell of fish oil is noticeable.
【0054】[0054]
【表5】 [Table 5]
【0055】表5より明らかなように牛乳、および
比較用牛乳は比較用牛乳よりも高い評価を示した。As is clear from Table 5, milk and comparative milk showed higher evaluation than comparative milk.
【0056】試験例5ドリンクヨーグルトの官能試験 ドリンクヨーグルト、および比較用ドリンクヨーグ
ルト、の温度を8℃に合わせて、10名のパネラー
による試飲テストを行い、以下の評価基準に従って、官
能評価した。結果を表6に示す。尚、ヨーグルトは調製
後すぐ8℃に冷蔵し、24時間以内に官能評価した。Test Example 5 Sensory Test of Drink Yogurt A drink tasting test was conducted by 10 panelists with the temperature of the drink yogurt and the comparative drink yogurt adjusted to 8 ° C., and the sensory evaluation was performed according to the following evaluation criteria. Table 6 shows the results. The yogurt was refrigerated immediately after preparation at 8 ° C. and subjected to sensory evaluation within 24 hours.
【0057】〔評価基準〕 非常に良い:魚油の味・臭いが全く感じられず、風味が
よい。 良い:ほとんど魚油の味・臭いが感じられない。 やや悪い:やや魚油の味・臭いがする。 悪い:魚油の味・臭いが目立つ。[Evaluation Criteria] Very good: The taste and smell of fish oil are not felt at all, and the taste is good. Good: Almost no taste or smell of fish oil is felt. Slightly bad: Slightly tastes and smells fish oil. Bad: The taste and smell of fish oil is noticeable.
【0058】[0058]
【表6】 [Table 6]
【0059】表6より明らかなようにドリンクヨーグル
ト、および比較用ドリンクヨーグルトは比較用ド
リンクヨーグルトよりも高い評価を示した。As apparent from Table 6, the drink yogurt and the comparative drink yogurt showed higher evaluation than the comparative drink yogurt.
【0060】試験例6アイスクリームの官能試験 アイスクリーム、および比較用アイスクリーム、
について、10名のパネラーによる試食テストを行
い、以下の評価基準に従って、官能評価した。結果を表
7に示す。尚、アイスクリームは調製後すぐ−10℃以
下に冷凍し、24時間以内に官能評価した。Test Example 6 Sensory test of ice cream Ice cream for comparison and ice cream for comparison
The tasting test was conducted by 10 panelists, and the sensory evaluation was performed according to the following evaluation criteria. Table 7 shows the results. Immediately after the preparation, the ice cream was frozen at −10 ° C. or lower and subjected to sensory evaluation within 24 hours.
【0061】〔評価基準〕 非常に良い:魚油の味・臭いが全く感じられず、風味が
よい。 良い:ほとんど魚油の味・臭いが感じられない。 やや悪い:やや魚油の味・臭いがする。 悪い:魚油の味・臭いが目立つ。[Evaluation Criteria] Very good: The taste and smell of fish oil are not felt at all, and the taste is good. Good: Almost no taste or smell of fish oil is felt. Slightly bad: Slightly tastes and smells fish oil. Bad: The taste and smell of fish oil is noticeable.
【0062】[0062]
【表7】 [Table 7]
【0063】表7より明らかなようにアイスクリーム
、および比較用アイスクリームは比較用アイスク
リームよりも高い評価を示した。As is clear from Table 7, the ice cream and the comparative ice cream had higher evaluations than the comparative ice cream.
【0064】[0064]
【発明の効果】従来、魚油などの高度不飽和脂肪酸含有
油脂はその独特の風味のために食品に添加した場合に風
味に悪影響を与える。また高度不飽和脂肪酸含有油脂は
酸化しやすく、酸化によってさらに風味が悪くなる。本
発明の油脂組成物は、天然由来の安全な成分である卵黄
脂質を配合することによって、高度不飽和脂肪酸含有油
脂に対して高い抗酸化効果を示すだけでなく、高度不飽
和脂肪酸含有油脂の風味を向上させ、嗜好性をも高める
ことができる。Conventionally, fats and oils containing polyunsaturated fatty acids such as fish oil adversely affect the flavor when added to foods due to its unique flavor. In addition, highly unsaturated fatty acid-containing fats and oils are easily oxidized, and the oxidation further deteriorates the flavor. The oil and fat composition of the present invention not only exhibits a high antioxidant effect on highly unsaturated fatty acid-containing fats and oils by blending egg yolk lipid which is a naturally derived safe component, but also contains highly unsaturated fatty acid-containing oils and fats. The flavor can be improved, and the palatability can also be improved.
【図面の簡単な説明】[Brief description of the drawings]
【図1】図1は、油脂組成物、および比較用油脂組
成物、とDHA含有魚油(マルハ製DHA−22)
について、経時的な過酸化物価を測定したグラフであ
る。BRIEF DESCRIPTION OF DRAWINGS FIG. 1 is a diagram showing an oil / fat composition, a comparative oil / fat composition, and a DHA-containing fish oil (DHA-22 manufactured by Maruha).
3 is a graph showing the peroxide value measured over time.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 FI A23G 9/02 C11C 3/00 C11C 3/00 A23G 1/00 // A23G 1/00 A23D 9/00 516 (72)発明者 ジュネジャ レカ ラジュ 三重県四日市市赤堀新町9番5号 太陽化 学株式会社内──────────────────────────────────────────────────の Continuation of front page (51) Int.Cl. 6 Identification symbol FI A23G 9/02 C11C 3/00 C11C 3/00 A23G 1/00 // A23G 1/00 A23D 9/00 516 (72) Inventor Geneva Reka Raju 9-5 Akabori Shinmachi, Yokkaichi-shi, Mie Taiyo Chemical Co., Ltd.
Claims (4)
約25〜約70重量%含有する卵黄脂質を配合したこと
を特徴とする油脂組成物。1. An oil or fat composition comprising a highly unsaturated fatty acid-containing oil and fat and an egg yolk lipid containing from about 25 to about 70% by weight of a phospholipid.
キサエン酸、アラキドン酸、イコサペンタエン酸、γ−
リノレン酸およびジホモγ−リノレン酸からなる群より
選ばれる1種以上の脂肪酸を構成成分とする油脂からな
る請求項1記載の油脂組成物。2. The method of claim 1, wherein the fat or oil containing a highly unsaturated fatty acid is docosahexaenoic acid, arachidonic acid, icosapentaenoic acid, γ-
The fat and oil composition according to claim 1, comprising a fat and / or oil containing at least one fatty acid selected from the group consisting of linolenic acid and dihomo-γ-linolenic acid.
重量%以上配合されている請求項1記載の油脂組成物。3. The method according to claim 1, wherein the yolk lipid comprises at least 25
The fat or oil composition according to claim 1, which is blended in an amount of not less than% by weight.
脂組成物が添加されてなることを特徴とする食品。4. A food to which the fat or oil composition according to any one of claims 1 to 3 is added.
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Cited By (8)
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KR20010035040A (en) * | 2000-11-23 | 2001-05-07 | 김근수 | Oil mixture with egg yolk lipid |
WO2002037976A1 (en) * | 2000-11-13 | 2002-05-16 | Nippon Suisan Kaisha, Ltd. | Epa and/or dha-containing acidic milks |
FR2880538A1 (en) * | 2005-01-07 | 2006-07-14 | Polaris Soc Par Actions Simpli | Composition, useful in an anti-inflammatory and moisturizing for skin, comprises fish oil and phospholipids |
JP2006193713A (en) * | 2004-12-14 | 2006-07-27 | Kao Corp | Oil composition |
JP2008546420A (en) * | 2005-06-27 | 2008-12-25 | ユニ・ファルマ・ホールディング・アクティーゼルスカブ | Use of fullerene C60 as an oil stabilizer |
US7758893B2 (en) | 2001-07-27 | 2010-07-20 | N.V. Nutricia | Enteral compositions for the prevention and/or treatment of sepsis |
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US7651720B2 (en) | 2000-11-13 | 2010-01-26 | Nippon Suisan Kaisha, Ltd. | EPA and/or DHA-containing acidic milks |
WO2002037976A1 (en) * | 2000-11-13 | 2002-05-16 | Nippon Suisan Kaisha, Ltd. | Epa and/or dha-containing acidic milks |
CN100405919C (en) * | 2000-11-13 | 2008-07-30 | 日本水产株式会社 | Acid milk with EPA and/or DHA |
KR20010035040A (en) * | 2000-11-23 | 2001-05-07 | 김근수 | Oil mixture with egg yolk lipid |
US7799365B2 (en) * | 2001-04-06 | 2010-09-21 | Burnbrae Farms Limited | Liquid egg composition including fish oil with omega-3 fatty acid |
US7758893B2 (en) | 2001-07-27 | 2010-07-20 | N.V. Nutricia | Enteral compositions for the prevention and/or treatment of sepsis |
JP2006193713A (en) * | 2004-12-14 | 2006-07-27 | Kao Corp | Oil composition |
FR2880538A1 (en) * | 2005-01-07 | 2006-07-14 | Polaris Soc Par Actions Simpli | Composition, useful in an anti-inflammatory and moisturizing for skin, comprises fish oil and phospholipids |
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