JPH0560337B2 - - Google Patents
Info
- Publication number
- JPH0560337B2 JPH0560337B2 JP63170747A JP17074788A JPH0560337B2 JP H0560337 B2 JPH0560337 B2 JP H0560337B2 JP 63170747 A JP63170747 A JP 63170747A JP 17074788 A JP17074788 A JP 17074788A JP H0560337 B2 JPH0560337 B2 JP H0560337B2
- Authority
- JP
- Japan
- Prior art keywords
- butterfat
- oxidized
- ppm
- fat
- flavor
- 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.)
- Expired - Lifetime
Links
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N pentanal Chemical compound CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 23
- BSAIUMLZVGUGKX-BQYQJAHWSA-N (E)-non-2-enal Chemical compound CCCCCC\C=C\C=O BSAIUMLZVGUGKX-BQYQJAHWSA-N 0.000 claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- 239000000796 flavoring agent Substances 0.000 claims description 42
- 235000019634 flavors Nutrition 0.000 claims description 40
- 235000013305 food Nutrition 0.000 claims description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- FXHGMKSSBGDXIY-UHFFFAOYSA-N heptanal Chemical compound CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 claims description 16
- 239000000839 emulsion Substances 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 239000000463 material Substances 0.000 abstract description 3
- 239000003925 fat Substances 0.000 description 41
- 235000019197 fats Nutrition 0.000 description 33
- 150000002978 peroxides Chemical class 0.000 description 27
- 235000014121 butter Nutrition 0.000 description 24
- 239000000047 product Substances 0.000 description 22
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 16
- 239000000203 mixture Substances 0.000 description 16
- 235000013310 margarine Nutrition 0.000 description 14
- 239000003264 margarine Substances 0.000 description 13
- 230000003647 oxidation Effects 0.000 description 12
- 238000007254 oxidation reaction Methods 0.000 description 12
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- 239000003921 oil Substances 0.000 description 7
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 6
- BSAIUMLZVGUGKX-UHFFFAOYSA-N non-2-enal Chemical compound CCCCCCC=CC=O BSAIUMLZVGUGKX-UHFFFAOYSA-N 0.000 description 6
- 238000012545 processing Methods 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- 238000005119 centrifugation Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000007764 o/w emulsion Substances 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 235000015155 buttermilk Nutrition 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 235000019871 vegetable fat Nutrition 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000009508 confectionery Nutrition 0.000 description 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- ZFRKQXVRDFCRJG-UHFFFAOYSA-N skatole Chemical compound C1=CC=C2C(C)=CNC2=C1 ZFRKQXVRDFCRJG-UHFFFAOYSA-N 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical group 0.000 description 2
- 239000007762 w/o emulsion Substances 0.000 description 2
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 1
- 102000011632 Caseins Human genes 0.000 description 1
- 108010076119 Caseins Proteins 0.000 description 1
- 241000208365 Celastraceae Species 0.000 description 1
- 206010013911 Dysgeusia Diseases 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 235000000336 Solanum dulcamara Nutrition 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
- 239000002253 acid Substances 0.000 description 1
- OENHQHLEOONYIE-UKMVMLAPSA-N all-trans beta-carotene Natural products CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C OENHQHLEOONYIE-UKMVMLAPSA-N 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 235000015173 baked goods and baking mixes Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- TUPZEYHYWIEDIH-WAIFQNFQSA-N beta-carotene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2=CCCCC2(C)C TUPZEYHYWIEDIH-WAIFQNFQSA-N 0.000 description 1
- 235000013734 beta-carotene Nutrition 0.000 description 1
- 239000011648 beta-carotene Substances 0.000 description 1
- 229960002747 betacarotene Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007979 citrate buffer Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229960003280 cupric chloride Drugs 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 125000000422 delta-lactone group Chemical group 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- NDFKTBCGKNOHPJ-UHFFFAOYSA-N hept-2-enal Chemical compound CCCCC=CC=O NDFKTBCGKNOHPJ-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 125000000686 lactone group Chemical group 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- -1 n-peftanal Chemical class 0.000 description 1
- 235000010241 potassium sorbate Nutrition 0.000 description 1
- 239000004302 potassium sorbate Substances 0.000 description 1
- 229940069338 potassium sorbate Drugs 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 150000004666 short chain fatty acids Chemical class 0.000 description 1
- 235000021391 short chain fatty acids Nutrition 0.000 description 1
- 229940074386 skatole Drugs 0.000 description 1
- 229940080237 sodium caseinate Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000009469 supplementation Effects 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- VVGOCOMZRGWHPI-UHFFFAOYSA-N trans-hept-4-enal Natural products CCC=CCCC=O VVGOCOMZRGWHPI-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer 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
- 238000009827 uniform distribution Methods 0.000 description 1
- 125000005314 unsaturated fatty acid group Chemical group 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING OR TREATMENT THEREOF
- A23C15/00—Butter; Butter preparations; Making thereof
- A23C15/12—Butter preparations
- A23C15/14—Butter powder; Butter oil, i.e. melted butter, e.g. ghee ; Anhydrous butter
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/001—Spread compositions
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/015—Reducing calorie content; Reducing fat content, e.g. "halvarines"
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/201—Compounds of unspecified constitution characterised by the chemical reaction for their preparation
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/202—Aliphatic compounds
- A23L27/2024—Aliphatic compounds having oxygen as the only hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Nutrition Science (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dairy Products (AREA)
- Edible Oils And Fats (AREA)
- General Preparation And Processing Of Foods (AREA)
- Seasonings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8701638 | 1987-07-10 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6439962A JPS6439962A (en) | 1989-02-10 |
| JPH0560337B2 true JPH0560337B2 (enExample) | 1993-09-02 |
Family
ID=19850296
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63170747A Granted JPS6439962A (en) | 1987-07-10 | 1988-07-08 | Flavored food and its production |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0298552B1 (enExample) |
| JP (1) | JPS6439962A (enExample) |
| AT (1) | ATE67379T1 (enExample) |
| AU (1) | AU609148B2 (enExample) |
| CA (1) | CA1326160C (enExample) |
| DE (1) | DE3864926D1 (enExample) |
| ZA (1) | ZA884935B (enExample) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5116418A (en) * | 1984-12-03 | 1992-05-26 | Industrial Progress Incorporated | Process for making structural aggregate pigments |
| DE68907040T2 (de) * | 1988-12-23 | 1993-09-16 | Unilever Nv | Aromakonzentrat. |
| ATE99884T1 (de) * | 1990-06-22 | 1994-01-15 | Unilever Nv | Verfahren zur herstellung eines aromakonzentrates. |
| EP0463660B1 (en) * | 1990-06-22 | 1993-09-08 | Quest International B.V. | Process for the preparation of flavouring mixtures |
| ATE129610T1 (de) * | 1990-09-04 | 1995-11-15 | Unilever Nv | Natürlich aromatisiertes nahrungsprodukt. |
| US5271949A (en) * | 1991-09-18 | 1993-12-21 | Van Den Bergh Foods Company, Division Of Conopco, Inc. | Process for preparing a flavor concentrate |
| AU696224B2 (en) * | 1993-07-02 | 1998-09-03 | Unilever Plc | Flavouring composition |
| US9167838B2 (en) | 2007-05-11 | 2015-10-27 | Fraunhofer-Gesellschaft Zur Forderung Der Angewandten Forschung E.V. | Infant formulation containing an aroma composition for use as fragrance |
| JP5879994B2 (ja) * | 2011-12-09 | 2016-03-08 | 株式会社カネカ | 硬化油風味付与剤 |
| WO2013105624A1 (ja) | 2012-01-11 | 2013-07-18 | 国立大学法人九州大学 | ラクトン類が富化された油脂組成物の製造方法 |
| JP6041937B1 (ja) * | 2015-07-09 | 2016-12-14 | 長谷川香料株式会社 | 乳風味付与乃至乳風味改善剤 |
| JP5976968B1 (ja) | 2015-10-02 | 2016-08-24 | 株式会社Ｊ−オイルミルズ | 油脂組成物およびその製造方法 |
| TWI738843B (zh) * | 2016-08-22 | 2021-09-11 | 日商Ｊ 制油股份有限公司 | 甜味及鹹味的增強劑，該增強劑的製造方法，以及增強食品的甜味及鹹味的方法 |
| CN110087494A (zh) * | 2016-12-27 | 2019-08-02 | J-制油株式会社 | 鲜味增强剂 |
| JP6962932B2 (ja) * | 2016-12-27 | 2021-11-05 | 株式会社Ｊ−オイルミルズ | 酸味増強剤 |
| TW201841573A (zh) * | 2017-04-04 | 2018-12-01 | 日商Ｊ 制油股份有限公司 | 呈味改善劑 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2318805A1 (de) * | 1973-04-13 | 1974-10-24 | Shiono Koryo Kaisha Ltd | Verfahren, um nahrungsmitteln den geschmack von molkereiprodukten zu verleihen |
| US4384008A (en) * | 1981-03-05 | 1983-05-17 | The Procter & Gamble Company | Butter-flavored oils |
| DE3274514D1 (en) * | 1981-09-08 | 1987-01-15 | Procter & Gamble | Cream flavor composition for use with buttery flavored food products |
| US4414229A (en) * | 1981-11-23 | 1983-11-08 | Cumberland Packing Corp. | Margarine and the like spread with natural butter flavor |
| AU560239B2 (en) * | 1984-08-24 | 1987-04-02 | Unilever Plc | Butter like concentrate |
-
1988
- 1988-07-01 DE DE8888201374T patent/DE3864926D1/de not_active Expired - Lifetime
- 1988-07-01 EP EP19880201374 patent/EP0298552B1/en not_active Expired - Lifetime
- 1988-07-01 AT AT88201374T patent/ATE67379T1/de active
- 1988-07-06 AU AU18752/88A patent/AU609148B2/en not_active Expired
- 1988-07-08 JP JP63170747A patent/JPS6439962A/ja active Granted
- 1988-07-08 ZA ZA884935A patent/ZA884935B/xx unknown
- 1988-07-08 CA CA000571580A patent/CA1326160C/en not_active Expired - Lifetime
Non-Patent Citations (2)
| Title |
|---|
| CHEMISTRY AND INDUSTRY=1969 * |
| FOOD TECHNOLOGY=1975 * |
Also Published As
| Publication number | Publication date |
|---|---|
| AU609148B2 (en) | 1991-04-26 |
| EP0298552A1 (en) | 1989-01-11 |
| DE3864926D1 (de) | 1991-10-24 |
| ATE67379T1 (de) | 1991-10-15 |
| EP0298552B1 (en) | 1991-09-18 |
| ZA884935B (en) | 1990-03-28 |
| CA1326160C (en) | 1994-01-18 |
| JPS6439962A (en) | 1989-02-10 |
| AU1875288A (en) | 1989-01-12 |
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