JPH11299420A - Oil and fat composition containing docosahexaenoic acid - Google Patents

Oil and fat composition containing docosahexaenoic acid

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Publication number
JPH11299420A
JPH11299420A JP10114656A JP11465698A JPH11299420A JP H11299420 A JPH11299420 A JP H11299420A JP 10114656 A JP10114656 A JP 10114656A JP 11465698 A JP11465698 A JP 11465698A JP H11299420 A JPH11299420 A JP H11299420A
Authority
JP
Japan
Prior art keywords
oil
docosahexaenoic acid
weight
tocopherol
olive oil
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.)
Pending
Application number
JP10114656A
Other languages
Japanese (ja)
Inventor
Motoharu Arai
基晴 新井
Keiichi Minami
圭一 南
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
NOF Corp
Original Assignee
NOF Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by NOF Corp filed Critical NOF Corp
Priority to JP10114656A priority Critical patent/JPH11299420A/en
Publication of JPH11299420A publication Critical patent/JPH11299420A/en
Pending legal-status Critical Current

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Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition having extremely improved oxidation stability and flavor, and suitable for a food field by allowing oils and fats containing docosahexaenoic acid to include an olive oil, a tocopherol and ascorbic acids in specific proportions. SOLUTION: The highly stable objective composition comprises 100 pts.wt. oils and fats containing docosahexaenoic acid, e.g. a sardine oil, 10-900 pts.wt., preferably 50-500 pts.wt. olive oil, e.g. an extra virgin oil, 0.05-2 pts.wt. tocopherol e.g. δ-tocopherol and 0.001-0.2 pt.wt. ascorbic acids, e.g. L-ascorbic acid.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は、高安定性のドコサ
ヘキサエン酸含有油脂組成物に関するものである。
TECHNICAL FIELD The present invention relates to a highly stable docosahexaenoic acid-containing oil or fat composition.

【0002】[0002]

【従来の技術】ドコサヘキサエン酸は炭素数22で不飽
和結合を6個有する脂肪酸であり、種々の生理活性を有
することから近年注目を集めている。その生理活性とし
ては、血中の中性脂肪およびコレステロールの低下、血
栓生成の予防、抗アレルギー作用、抗ガン作用等ω3系
脂肪酸に共通する生理活性だけでなく、記憶学習能力の
向上、視力の改善、および乳児の脳および神経系の発達
等ドコサヘキサエン酸独特の効果が挙げられている。
2. Description of the Related Art Docosahexaenoic acid is a fatty acid having 22 carbon atoms and 6 unsaturated bonds, and has attracted attention in recent years because of its various physiological activities. Its physiological activities include the reduction of neutral fats and cholesterol in the blood, prevention of thrombus formation, antiallergic action, anticancer action, and other physiological activities common to ω3 fatty acids, as well as improving memory and learning ability, and improving vision. The unique effects of docosahexaenoic acid, such as improvement, and development of the infant's brain and nervous system, are mentioned.

【0003】ドコサヘキサエン酸を含有する油脂原料と
して代表的なものに、マグロおよびカツオの頭部から搾
られた魚油がある。魚油は特有の臭味を有し食用には適
さないが、脱ガム、脱酸、脱色および脱臭等の精製工程
により、食用に適するレベルまで加工できる。ところ
が、ドコサヘキサエン酸は不飽和結合を6個も有してい
るため酸化安定性が大変悪く、酸素・光・熱等により容
易に酸化され、不快な戻り臭が発生するため、ゼラチン
カプセルや缶詰等のみに応用範囲が限られていた。
A typical example of a raw material containing docosahexaenoic acid is fish oil squeezed from tuna and bonito heads. Fish oil has a peculiar odor and is not edible, but can be processed to an edible level by purification steps such as degumming, deacidification, decolorization and deodorization. However, since docosahexaenoic acid has as many as six unsaturated bonds, its oxidative stability is very poor, and it is easily oxidized by oxygen, light, heat, etc., and produces an unpleasant return odor. Only the application range was limited.

【0004】ドコサヘキサエン酸を酸化防止する方法と
しては、ジンジャーフレーバーを添加する魚臭のマスキ
ング法(特開平6−189717)、アスコルビン酸水
溶液を乳化して添加する方法(特開平7−10793
8)、トコフェロール、アスコルビン酸および茶抽出物
を添加する方法(特開平9−111237)等が提案さ
れているが、必ずしも満足できるものでなく、さらに優
れた酸化防止法が望まれていた。
As a method for preventing docosahexaenoic acid from being oxidized, a method for masking fish odor by adding ginger flavor (JP-A-6-189717) and a method for emulsifying and adding an aqueous solution of ascorbic acid (JP-A-7-10793)
8), a method of adding tocopherol, ascorbic acid and tea extract (Japanese Patent Application Laid-Open No. 9-111237) has been proposed, but it is not always satisfactory, and a more excellent antioxidant method has been desired.

【0005】[0005]

【発明が解決しようとする課題】本発明の目的は、上記
要望に応じるために、ドコサヘキサエン酸含有油脂の酸
化を充分に抑制し、高安定なドコサヘキサエン酸含有油
脂組成物を提供することであり、その用途を食品分野へ
広く拡大することである。
SUMMARY OF THE INVENTION An object of the present invention is to provide a highly stable docosahexaenoic acid-containing oil and fat composition which sufficiently suppresses the oxidation of docosahexaenoic acid-containing oil and fat in order to meet the above-mentioned demands. The purpose is to expand its use widely to the food field.

【0006】[0006]

【課題を解決するための手段】本発明者らは、ドコサヘ
キサエン酸含有油脂の酸化防止に最適な油脂の配合を鋭
意検討した結果、オリーブ油と酸化防止剤を添加するこ
とが有効であることを見出し、本発明を完成するに至っ
た。すなわち、本発明はドコサヘキサエン酸含有油脂1
00重量部に対しオリーブ油10〜900重量部、トコ
フェロール0.05〜2重量部およびアスコルビン酸類
0.001〜0.2重量部を含有してなる安定性を高め
たドコサヘキサエン酸含有油脂組成物である。
Means for Solving the Problems The present inventors diligently studied the formulation of an oil and fat optimal for preventing oxidation of docosahexaenoic acid-containing oil and fat, and as a result, found that the addition of olive oil and an antioxidant was effective. Thus, the present invention has been completed. That is, the present invention relates to docosahexaenoic acid-containing fats and oils 1
A docosahexaenoic acid-containing oil / fat composition having enhanced stability comprising 10 to 900 parts by weight of olive oil, 0.05 to 2 parts by weight of tocopherol and 0.001 to 0.2 parts by weight of ascorbic acids with respect to 00 parts by weight. .

【0007】[0007]

【発明の実施の形態】本発明に用いられるドコサヘキサ
エン酸含有油脂は、構成脂肪酸としてドコサヘキサエン
酸を含有する油脂であり、一般にイワシ油、サバ油、カ
ツオ油、マグロ油等の魚油、アザラシ油、ミンク油等の
動物油脂、およびCrypthecodiniumおよびNitzschia等の
藻類から搾油精製された油脂を使用することができ、通
常ドコサヘキサエン酸を5〜30重量%程度含有してい
るが、ドコサヘキサエン酸の生理活性の面で10重量%
以上含有している油脂が好ましい。
DESCRIPTION OF THE PREFERRED EMBODIMENTS The docosahexaenoic acid-containing fat used in the present invention is a fat containing docosahexaenoic acid as a constituent fatty acid, and is generally used for fish oils such as sardine oil, mackerel oil, bonito oil, tuna oil, seal oil, and mink oil. Animal fats such as oils and fats and oils refined from algae such as Crypthecodinium and Nitzschia can be used and usually contain about 5 to 30% by weight of docosahexaenoic acid. 10% by weight
The fats and oils contained above are preferred.

【0008】本発明に用いられるオリーブ油は、エキス
トラヴァージンオリーブ油だけでなく、ヴァージンオリ
ーブ油、ピュアオリーブ油および精製オリーブ油等のど
のランクのオリーブ油も用いることができる。なお、ヴ
ァージンオリーブ油とは圧搾のみで得られたオリーブ油
であり、そのうち酸度1%未満の高品質の油脂をエキス
トラヴァージンオリーブ油と称する。また、ヴァージン
オリーブ油と精製オリーブ油を配合したものをピュアオ
リーブ油と称する。オリーブ油は、血中の善玉コレステ
ロール(HDL)を低下させないで悪玉コレステロール
(LDL)のみを低下させるため、健康に良い油であ
る。オリーブ油の添加量はドコサヘキサエン酸含有油脂
100重量部に対しオリーブ油を10〜900重量部、
好ましくは50〜500重量部である。オリーブ油の添
加量が10重量部未満では十分な酸化安定性が得られ
ず、900重量部を越えると製品中のドコサヘキサエン
酸含量が低くなり、ドコサヘキサエン酸補給用油脂とし
ては望ましくない。
As the olive oil used in the present invention, not only extra virgin olive oil but also olive oil of any rank such as virgin olive oil, pure olive oil and refined olive oil can be used. Note that virgin olive oil is olive oil obtained only by pressing, and high-quality fats and oils having an acidity of less than 1% are referred to as extra virgin olive oil. A mixture of virgin olive oil and refined olive oil is called pure olive oil. Olive oil is a healthy oil because it only lowers bad cholesterol (LDL) without lowering good cholesterol (HDL) in the blood. Olive oil is added in an amount of 10 to 900 parts by weight of olive oil based on 100 parts by weight of docosahexaenoic acid-containing oil and fat,
Preferably it is 50 to 500 parts by weight. If the amount of olive oil is less than 10 parts by weight, sufficient oxidative stability cannot be obtained, and if it exceeds 900 parts by weight, the content of docosahexaenoic acid in the product will be low, which is not desirable as a fat for supplementing docosahexaenoic acid.

【0009】本発明に用いられるトコフェロールは、δ
−トコフェロールの他にいずれ型のトコフェロールも使
用可能であり、また油脂等の成分を含んでいても良く、
例えば、市販されている天然トコフェロールなどを好適
に使用することができる。具体的には、Eオイル800
(商品名:理研ビタミン(株)製)、トコフェロール8
0(商品名:日清製油(株)製)、イーミックスD(商
品名:エーザイ(株)製)等があげられる。これらのト
コフェロールの添加量は、ドコサヘキサエン酸含有油脂
100重量部に対し、トコフェロールの純分として0.
05〜2重量部であり、0.05重量部未満では顕著な
酸化安定性の効果が現れず、また2重量部を越えて多く
添加しても添加量に相当する酸化安定性の効果が得られ
なくなり、かえってトコフェロールの臭味がでてしまい
風味は劣化する。
The tocopherol used in the present invention has δ
-Any type of tocopherol can be used in addition to tocopherol, and may also contain components such as fats and oils,
For example, commercially available natural tocopherol and the like can be suitably used. Specifically, E oil 800
(Product name: manufactured by Riken Vitamin Co., Ltd.), Tocopherol 8
0 (trade name: manufactured by Nisshin Oil Co., Ltd.) and Emix D (trade name: manufactured by Eisai Co., Ltd.). These tocopherols are added in an amount of 0.1 to 100 parts by weight of docosahexaenoic acid-containing oil or fat as pure tocopherol.
When the amount is less than 0.05 part by weight, a remarkable effect of oxidation stability does not appear. Even when the amount exceeds 2 parts by weight, the effect of oxidation stability corresponding to the added amount is obtained. The tocopherol smells and the flavor deteriorates.

【0010】本発明に用いられるアスコルビン酸類は、
L−アスコルビン酸の他にアスコルビン酸パルミテート
などのアスコルビン酸脂肪酸エステルが使用できる。ア
スコルビン酸類の添加量は、ドコサヘキサエン酸含有油
脂100重量部に対し0.001〜0.2重量部であ
り、0.001重量部未満では顕著な酸化安定性の効果
が現れず、また0.2重量部を越えて多く添加しても添
加量に相当する酸化安定性の効果が得られないばかりで
なく、かえってアスコルビン酸の臭味がでてしまい風味
が劣化する。
[0010] Ascorbic acids used in the present invention include:
In addition to L-ascorbic acid, ascorbic acid fatty acid esters such as ascorbic acid palmitate can be used. The amount of ascorbic acid added is 0.001 to 0.2 parts by weight based on 100 parts by weight of docosahexaenoic acid-containing oil and fat. When the amount is less than 0.001 part by weight, a remarkable effect of oxidative stability does not appear. Even if it is added in excess of parts by weight, not only the effect of oxidative stability corresponding to the added amount is not obtained, but also the odor of ascorbic acid is produced and the flavor is deteriorated.

【0011】[0011]

【実施例】実施例1 ドコサヘキサエン酸を23.5重量%含有する精製マグ
ロ油100重量部に対して、精製オリーブ油100重量
部、δ−トコフェロール0.05重量部、L−アスコル
ビン酸0.001重量部を添加し、良く混合して本発明
のドコサヘキサエン酸含有油脂組成物を製造した。この
油脂組成物を用いて下記のオーブン試験を行い、一定時
間経過後の過酸化物価を基準油脂分析法にて測定してそ
の結果を表1に示した。また、パネラーによる風味の官
能試験を行いその結果を表1に示した。
Example 1 100 parts by weight of refined tuna oil containing 23.5% by weight of docosahexaenoic acid, 100 parts by weight of refined olive oil, 0.05 part by weight of δ-tocopherol, 0.001 part by weight of L-ascorbic acid Were added and mixed well to produce the docosahexaenoic acid-containing oil / fat composition of the present invention. The following oven test was performed using this oil / fat composition, and the peroxide value after a certain period of time was measured by a standard oil / fat analysis method. The results are shown in Table 1. In addition, a taste sensory test was conducted by panelists, and the results are shown in Table 1.

【0012】なお、オーブン試験および官能検査の試験
方法は次の方法である。 *オーブン試験 オーブン試験は、試験油100gをサンプル瓶に計り取
り、45℃の恒温槽に放置して一定時間経過後(30日
後)の過酸化物価を基準油脂分析法にて測定した。 *官能試験 パネラー評価は専門に訓練を行ったパネラー5名中4名
以上が不快な臭いを感じなかったサンプルを良好、2名
以上が臭いを感じたサンプルをやや不良、臭いを感じた
パネラーが3名以上のサンプルを不良とした。なお、サ
ンプルはオーブン試験のサンプルを用いた。
The test methods of the oven test and the sensory test are as follows. * Oven test In the oven test, 100 g of test oil was weighed into a sample bottle, left in a 45 ° C constant temperature bath, and after a certain period of time (after 30 days), the peroxide value was measured by a standard fat and oil analysis method. * Sensory test Paneler evaluation: Samples in which at least 4 out of 5 panelists who trained specially did not feel unpleasant odors were good, and samples in which two or more people felt odors were somewhat poor and panelists who felt odors Samples of three or more were evaluated as defective. In addition, the sample of the oven test was used for the sample.

【0013】[0013]

【表1】 [Table 1]

【0014】実施例2〜8 実施例1と同じ精製マグロ油を使用して表1に示す配合
で実施例1と同じトコフェロールとアスコルビン酸とを
各々添加し、本発明のドコサヘキサエン酸含有油脂組成
物を各々製造した。得られた各々の油脂組成物を用い
て、実施例1と同様のオーブン試験を行い、過酸化物価
を測定してその結果を表1に示した。また、パネラーに
よる風味の官能検査を実施例1と同様に行いその結果を
表1に示した。
Examples 2 to 8 Using the same purified tuna oil as in Example 1 and adding the same tocopherol and ascorbic acid as in Example 1 in the formulation shown in Table 1, respectively, the docosahexaenoic acid-containing oil / fat composition of the present invention Were each manufactured. The same oven test as in Example 1 was performed using each of the obtained oil and fat compositions, and the peroxide value was measured. The results are shown in Table 1. In addition, a sensory test of flavor by a panelist was performed in the same manner as in Example 1, and the results are shown in Table 1.

【0015】比較例1〜8 実施例1と同じ精製マグロ油を使用して表2に示す配合
で各成分を添加し、比較例のドコサヘキサエン酸含有油
脂組成物を各々製造した。得られた各々の油脂組成物を
用いて、実施例1と同様のオーブン試験を行い、過酸化
物価を測定してその結果を表2に示した。また、パネラ
ーによる風味の官能検査を実施例1と同様に行いその結
果を表2に示した。
Comparative Examples 1 to 8 Using the same refined tuna oil as in Example 1, each component was added according to the formulation shown in Table 2, and docosahexaenoic acid-containing oil / fat compositions of Comparative Examples were respectively produced. Using each of the obtained oil and fat compositions, the same oven test as in Example 1 was performed, and the peroxide value was measured. The results are shown in Table 2. In addition, the sensory test of the flavor by the panelists was performed in the same manner as in Example 1, and the results are shown in Table 2.

【0016】[0016]

【表2】 [Table 2]

【0017】表1と表2の結果から明らかなように、オ
リーブ油を10〜900重量部、トコフェロールを0.
05〜2.0重量部、アスコルビン酸を0.001〜
0.2重量部添加した本発明のものは安定性が顕著に向
上し、これらの油脂組成物は30日後の過酸化物価が低
く、風味も良好であった。一方、何れかの成分を含まな
いか、または含んでいても成分の割合が本発明で規定す
る範囲外である比較例では、30日後の過酸化物価が高
く、風味も劣っていた。また、トコフェロール、アスコ
ルビン酸、茶抽出物の組み合わせは過酸化物価はある程
度抑えられるが、風味およびオリーブ油が有する生理活
性の点で本発明より劣る。
As is clear from the results in Tables 1 and 2, 10 to 900 parts by weight of olive oil and 0.1 tocopherol were added.
0.05 to 2.0 parts by weight, 0.001 to 1.0 parts by weight of ascorbic acid
The composition of the present invention to which 0.2 part by weight was added had remarkably improved stability, and these oil and fat compositions had a low peroxide value after 30 days and a good flavor. On the other hand, in Comparative Examples in which any of the components were not contained, or in which the proportion of the components was outside the range specified in the present invention, the peroxide value after 30 days was high and the flavor was inferior. In addition, the combination of tocopherol, ascorbic acid and tea extract can suppress the peroxide value to some extent, but is inferior to the present invention in the flavor and the physiological activity of olive oil.

【0018】[0018]

【発明の効果】本発明は、オリーブ油とトコフェロール
とアスコルビン酸の相互作用により、酸化安定性及び風
味が大幅に改善されたドコサヘキサエン酸含有油脂組成
物であって、食品分野への用途を大きく拡大させること
ができる。
Industrial Applicability The present invention is a docosahexaenoic acid-containing oil / fat composition having greatly improved oxidative stability and flavor due to the interaction between olive oil, tocopherol and ascorbic acid, and greatly expands its use in the food field. be able to.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】 ドコサヘキサエン酸含有油脂100重量
部に対しオリーブ油10〜900重量部、トコフェロー
ル0.05〜2重量部およびアスコルビン酸類0.00
1〜0.2重量部を含有してなるドコサヘキサエン酸含
有油脂組成物。
1. Olive oil 10 to 900 parts by weight, tocopherol 0.05 to 2 parts by weight and ascorbic acid 0.00 with respect to 100 parts by weight of docosahexaenoic acid-containing oil and fat.
A docosahexaenoic acid-containing fat or oil composition comprising 1 to 0.2 parts by weight.
JP10114656A 1998-04-24 1998-04-24 Oil and fat composition containing docosahexaenoic acid Pending JPH11299420A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP10114656A JPH11299420A (en) 1998-04-24 1998-04-24 Oil and fat composition containing docosahexaenoic acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP10114656A JPH11299420A (en) 1998-04-24 1998-04-24 Oil and fat composition containing docosahexaenoic acid

Publications (1)

Publication Number Publication Date
JPH11299420A true JPH11299420A (en) 1999-11-02

Family

ID=14643278

Family Applications (1)

Application Number Title Priority Date Filing Date
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Country Status (1)

Country Link
JP (1) JPH11299420A (en)

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JP2001218558A (en) * 2000-02-10 2001-08-14 Fuji Oil Co Ltd Oil-and-fat composition
WO2004002234A1 (en) * 2002-06-27 2004-01-08 Salov, S.P.A. Dietary extra-virgin olive oil with omega-3 fatty acids and relevant production technique
ES2212913A1 (en) * 2001-11-07 2004-08-01 Jeronimo Diaz Rivas Oil obtained from fruit and vegetable seeds has special indication for pharmaceutical, clinical and food use and is made from fruit of olea europaea, soya seeds, sunflower seeds, maize seeds and grape pips
WO2006095357A1 (en) * 2005-03-11 2006-09-14 Recon Oil Industries Private Limited A synergistically heat stable oil media having eicosa pentaenoic acid (epa) and docosa hexaenoic acid (dha)
JP2013233100A (en) * 2012-05-08 2013-11-21 Masahiro Konishi Method for producing seasoned laver containing ω3 highly unsaturated fatty acid
JP2015002740A (en) * 2013-05-20 2015-01-08 花王株式会社 Fat composition
JPWO2016067804A1 (en) * 2014-10-30 2017-08-10 不二製油株式会社 Oil containing fat with long-chain polyunsaturated fatty acid and food containing the same
WO2019003930A1 (en) * 2017-06-28 2019-01-03 株式会社J-オイルミルズ Oil-and-fat composition, method for producing food using oil-and-fat composition, and method for improving flavor of food

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001218558A (en) * 2000-02-10 2001-08-14 Fuji Oil Co Ltd Oil-and-fat composition
ES2212913A1 (en) * 2001-11-07 2004-08-01 Jeronimo Diaz Rivas Oil obtained from fruit and vegetable seeds has special indication for pharmaceutical, clinical and food use and is made from fruit of olea europaea, soya seeds, sunflower seeds, maize seeds and grape pips
WO2004002234A1 (en) * 2002-06-27 2004-01-08 Salov, S.P.A. Dietary extra-virgin olive oil with omega-3 fatty acids and relevant production technique
WO2006095357A1 (en) * 2005-03-11 2006-09-14 Recon Oil Industries Private Limited A synergistically heat stable oil media having eicosa pentaenoic acid (epa) and docosa hexaenoic acid (dha)
GB2438566A (en) * 2005-03-11 2007-11-28 Recon Oil Ind Private Ltd A synergistically heat stable oil media having eicosa pentaenoic acid (EPA) and docosa hexaenoic acid (DHA)
EA012838B1 (en) * 2005-03-11 2009-12-30 Рекон Ойл Индастриз Прайвит Лимитед A synergistically heat stable oil media for cooking and a process for manufacturing thereof
JP2013233100A (en) * 2012-05-08 2013-11-21 Masahiro Konishi Method for producing seasoned laver containing ω3 highly unsaturated fatty acid
JP2015002740A (en) * 2013-05-20 2015-01-08 花王株式会社 Fat composition
JPWO2016067804A1 (en) * 2014-10-30 2017-08-10 不二製油株式会社 Oil containing fat with long-chain polyunsaturated fatty acid and food containing the same
WO2019003930A1 (en) * 2017-06-28 2019-01-03 株式会社J-オイルミルズ Oil-and-fat composition, method for producing food using oil-and-fat composition, and method for improving flavor of food
JPWO2019003930A1 (en) * 2017-06-28 2020-04-30 株式会社J−オイルミルズ Oil and fat composition, method for producing food using the oil and fat composition, and method for improving flavor of food

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