JP2003265104A - Oil-and-fat composition - Google Patents

Oil-and-fat composition

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Publication number
JP2003265104A
JP2003265104A JP2002074548A JP2002074548A JP2003265104A JP 2003265104 A JP2003265104 A JP 2003265104A JP 2002074548 A JP2002074548 A JP 2002074548A JP 2002074548 A JP2002074548 A JP 2002074548A JP 2003265104 A JP2003265104 A JP 2003265104A
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JP
Japan
Prior art keywords
oil
fat
triglyceride
fatty acid
composition
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
JP2002074548A
Other languages
Japanese (ja)
Inventor
Takashi Yamaguchi
隆司 山口
Asanao Kamei
麻直 亀井
Satoshi Konishi
聡 小西
Tomoharu Ito
智治 伊藤
Masahiko Nakazoe
真佐彦 中添
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.)
Honen Corp
Original Assignee
Honen Corp
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Publication date
Application filed by Honen Corp filed Critical Honen Corp
Priority to JP2002074548A priority Critical patent/JP2003265104A/en
Publication of JP2003265104A publication Critical patent/JP2003265104A/en
Pending legal-status Critical Current

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Abstract

<P>PROBLEM TO BE SOLVED: To provide an edible oil-and-fat composition having a function to suppress body fat accumulation. <P>SOLUTION: The oil-and-fat composition comprises a triglyceride having 20-70 wt.% of L<SB>2</SB>M, <1 wt.% of LM<SB>2</SB>and MMM in total, and LLL as the rest, and has the function to suppress body fat accumulation (L means ≥14C fatty acid, M means ≤12C fatty acid, L<SB>2</SB>M means a triglyceride having double L and a single M, LM<SB>2</SB>means a triglyceride having a single L and double M, and each of LLL and MMM means a triglyceride having triple L or triple M). As a result, the composition is more versatile than an ordinarily used one brecause it suppresses increase in postcibal blood triglyceride (natural fat), has a slight fat-accumulation tendency in the body, and also is excellent in heating stability, preservation stability and flavor. <P>COPYRIGHT: (C)2003,JPO

Description

【発明の詳細な説明】 【0001】 【発明の属する技術分野】本発明は、一般に使用されて
いる食用油脂と比較して、食後の血中トリグリセリド
(中性脂肪)の増加が抑制され、体への蓄積性が少な
く、しかも加熱安定性、保存安定性及び風味が良好で汎
用性がある食用油脂組成物に関するものである。 【0002】 【従来の技術】近年、日本の食生活においては脂質の摂
取量が増大しており、実際ここ50年で摂取エネルギー
における脂質の占める割合は3倍に増加している。この
ことは血中トリグリセリド(中性脂肪)濃度の増加、肥
満を招き、成人病増加の大きな原因となっている。血中
トリグリセリド(中性脂肪)値及び血中コレステロール
値は動脈硬化と密接に関係しているため、これらの値を
低く保つことは成人病予防の点で特に大切なことであ
る。脂質摂取量の増加は、油脂が美味しい食事に欠かせ
ない栄養素であるためである。そのため、これまで脂質
摂取量を減らす目的で、蛋白や糖を利用した油脂代替物
が開発されてきた。 【0003】しかし、これらの代替物は、油脂の重要な
機能である調理等の熱媒体としての役割を代替すること
は不可能である。そこで、現在使用している油脂と同等
の風味、食感及び物理的性質を有し、しかも熱媒体とし
て使用でき、さらに食後の血中トリグリセリド(中性脂
肪)の増加を抑えることが出来る油脂が開発できれば、
肥満を防ぎさらには成人病の発病率を低下させることが
可能になると考えられる。この様な油脂としては、近年
開発が盛んに行われている非吸収性油脂がある。たとえ
ばショ糖脂肪酸ポリエステル(米国特許第3,600,
186号明細書)があり、これは体内で吸収されずに排
泄されるため油脂由来のカロリーは0となるが、非吸収
性の油脂であるため、肛門漏洩、脂溶性ビタミン吸収阻
害等の問題がある。中鎖脂肪酸トリグリセリド(MC
T)は、体内で非蓄積であることが既に知られている。
しかし、加熱調理に使用した際、低い発煙点(160
℃以下)が問題であり、フライ油及び炒め油として使用
することは困難である。 【0004】長鎖飽和脂肪酸(たとえばベヘン酸)及び
炭素数10以下の中鎖脂肪酸を含有したトリグリセリド
(特開平2 −1799号公報)及び長鎖飽和脂肪酸
(たとえばステアリン酸)及び短鎖脂肪酸を含有したト
リグリセリド(特表平6−506106号公報)は、生
体内で難吸収性の長鎖飽和脂肪酸と体内非蓄積性の中鎖
脂肪酸もしくは短鎖脂肪酸を含有しているため、食後の
血中トリグリセリド(中性脂肪)増加を抑え、成人病予
防用油脂代替物としての使用が期待できるが、性状が固
体脂であるため汎用性が乏しくなる。特開平10 −1
76181号公報には油脂中に1,3−ジグリセリドを
40モル%以上含有し、モノグリセリドを1 .5重量
%未満含有する油脂組成物であって、且つ油脂中のジグ
リセリドの構成脂肪酸中、93重量%以上が不飽和脂肪
酸である液状汎用型油脂組成物が開示されている。これ
らジグリセリドを含有する油脂は通常のトリグリセリド
主体の油脂と比較して、ジグリセリド特有の風味、刺激
があり、むしろ、乳化剤のモノグリセリドに類似した味
覚を有するなど、風味に問題がある。さらに発煙点が1
80℃以下であり、また不飽和脂肪酸含量が多いために
加熱安定性が低いなどフライ油及び炒め油としての使用
に問題がある。特開2000−309794号公報に
は、油脂組成物を構成する全脂肪酸に占める中鎖脂肪酸
の割合が5〜23質量%で、かつ全トリグリセリドに占
める中鎖脂肪酸残基を分子内に2つ有するトリグリセリ
ドの割合が1〜20質量%である油脂組成物が開示され
ている。しかし、通常の油脂と比較して中鎖脂肪酸残基
を分子内に2つ有するトリグリセリドを含有しているた
め、フライ及び炒めなどの調理時に発煙、泡立ちが増加
し、フライ油及び炒め油としての使用に問題がある。 【0005】 【発明が解決しようとする課題】本発明の目的は、従来
の油と同等の汎用性(通常の調理油に代えて使用可能)
を有しながら、動脈硬化の原因の一つである血中トリグ
リセリド(中性脂肪)の増加を抑制し、体内への蓄積性
が少なく、しかも保存安定性及び風味が良好である食用
油脂組成物を提供することにある。 【0006】 【課題を解決するための手段】そこで本発明者らは、上
記課題を解決すべく種々検討した結果、トリグリセリド
の脂肪酸が特定組成である食用油脂が、通常の食用油よ
りも食後の血中トリグリセリド(中性脂肪)の増加が起
こりにくく、しかも体脂肪蓄積及び内臓脂肪への蓄積が
軽減されることを見出して本発明を完成した。すなわ
ち、本発明は、トリグリセリド中のL2Mが20〜70
重量%、LM2とMMMの合計が1重量%未満、残りが
LLLであることを特徴とする体脂肪蓄積抑制機能を有
する食用油脂組成物である(但し、Lは炭素数14以上
の脂肪酸、Mは炭素数12以下の脂肪酸、L2MはLを
2つMを1つ有するトリグリセリド、LM2はLを1つ
Mを2つ有するトリグリセリド、LLL及びMMMはそ
れぞれL又はMを各3つ有するトリグリセリドを意味す
る。)。 【0007】 【発明の実施の形態】以下、本発明について詳細に説明
する。本発明油脂組成物は、トリグリセリド中にL2
を20〜70重量%含有することが必要である。L2
が20重量%未満では体脂肪蓄積抑制機能に乏しく、7
0重量%を超えると調理時に発煙、泡立ちが増加してフ
ライ用油脂として適さない。また、LM2とMMMの合
計が1重量%未満であることが必要である。1重量%以
上では、調理時に発煙、泡立ちが増加してフライ用油脂
として適さない。本発明は、主としてトリグリセリドか
らなる油脂組成物であり、本発明の性質を損なわない範
囲内において、若干量のジグリセリドや通常の食用油に
含まれる成分を含有することができる。本発明油脂組成
物の主な使用目的は汎用型食用油(例えば調理油)であ
るため、保存状態において結晶生成及び固化が起こるこ
とは好ましくない。このことより、全長鎖脂肪酸(長鎖
脂肪酸とは炭素数14以上の脂肪酸を意味する)に占め
る長鎖飽和脂肪酸の割合が20重量%以下であることが
好ましく、15重量%以下であることがさらに好まし
く、7重量%であることがより一層好ましい。長鎖脂肪
酸の炭素数は通常16〜18のものが用いられている
が、特にこれらに限定されるものではない。 【0008】本発明油脂組成物は、通常の食用油脂、例
えば大豆油、菜種油、高オレイン酸菜種油、コーン油、
ひまわり油、高オレイン酸ひまわり油、紅花油、高オレ
イン酸紅花油、米糠油、綿実油、オリーブ油、ゴマ油、
落花生油、ブドウ種子油、椿油、しそ油、アマニ油、ク
ルミ油、カボチャ種子油、ヘーゼルナッツ油、マカデミ
アナッツ油、小麦胚芽油、茶実油、パーム油、パーム核
油、ヤシ油、カカオ脂、牛脂、ラード、鶏油、魚油、ア
ザラシ油、乳脂及びこれらの水素添加油脂、分別油脂な
どの単独または2種以上混合した油脂と炭素数2ないし
12の脂肪酸、例えば酢酸、酪酸、カプロン酸、カプリ
ル酸、カプリン酸、ラウリン酸などと、または炭素数2
ないし12の脂肪酸からなるトリグリセライドとを適宜
混合した後、1,3位特異性を有するリパーゼ、または
特異性を有しないリパーゼ、または水酸化ナトリウム、
水酸化カリウム、ナトリウムメトキシドなどのアルカリ
を用いてアシドリシス反応、またはエステル交換反応を
行い、反応後の生成物からLM2及びMMMを除去する
ために分子蒸留を行った後、定法にしたがって脱酸、脱
色、脱臭などの精製を行うことにより得ることができ
る。 【0009】 【実施例】以下に実施例をもって本発明の効果をより詳
細に説明するが、本発明はこれらの例に限定されるもの
ではない。 〔油脂の調製〕 実施例1:菜種油と酢酸をモル比1/6
で混合し、50℃にてカラムに詰めたLipozyme RM IM
(1,3位特異的、ノゾザイムズ社製)に流速1.4ml/
h・g(Lipozyme)で流してアシドリシス反応を行った。
大科工業社製の流下薄膜式分子蒸留装置MS-F型を用
いて分子蒸留を行い、LM2及びMMMを分離後、脱
色、脱臭によって精製を行って油脂組成物(実施例1)
を得た。実施例2は酢酸の代わりにカプロン酸を用い、
Lipozyme RM IMの代わりにリパーゼAY(非特異的、天
野製薬社製)を用いる以外は実施例1と同様の操作によ
り得た。 【0010】実施例3は菜種油とトリカプリル(理研ビ
タミン社製アクターM-2)をモル比10/1で混合し、水酸
化ナトリウム0.05%、グリセリン0.4%添加して130℃で
1時間エステル交換反応を行い、分子蒸留でLM2及び
MMMを分離後、脱色、脱臭によって精製を行って得
た。実施例4は菜種油とカプリル酸をモル比1/2で混合
し、30℃にてカラムに詰めたLipozyme RM IMに流速0.4
ml/h・g(Lipozyme)で流してアシドリシス反応を行
い、その後は実施例1と同様の操作により得た。実施例
5は酢酸の代わりにラウリン酸を用いる以外は実施例1
と同様の操作により得た。 【0011】比較例1は分子蒸留を行わないこと以外は
試作油脂1と同様の操作により得た。比較例2はカプロ
ン酸の代わりにカプリル酸を用い、分子蒸留を行わない
こと以外は実施例2 と同様の操作により得た。比較例
3は菜種油とカプリル酸をモル比1/2.5で混合すること
以外は実施例4と同様の操作により得た。比較例4は菜
種油とカプリル酸をモル比1/5で混合すること以外は実
施例2と同様の操作により得た。比較例5は菜種油とラ
ウリン酸をモル比1/5で混合すること以外は実施例1と
同様の操作により得た。 【0012】各油脂の構成脂肪酸組成(重量%)は「基
準油脂分析試験法」に準じて、またトリグリセリド組成
(重量%)は「J.Chromatogr.,28,267(19
89)」を参考にして測定した。結果を以下の表1に示
す。 【表1】【0013】表1中、脂肪酸組成において、2:0は炭
素数が2で不飽和結合(二重結合)数が0の脂肪酸を表
し、18:2は炭素数18で不飽和結数が2の脂肪酸を
表す。他も同様の意味の脂肪酸を示す。また、上記のト
リグリセリド組成中、例えばLL2 は1位と3位のど
ちらか一方に炭素数2(C2)の脂肪酸が、残りの2つ
の脂肪酸がC14 以上の脂肪酸Lが結合したトリグリ
セリドを示し、L6Lは1,3位がC14 以上の脂肪
酸L、2位がC6の脂肪酸が結合したトリグリセリドを
示す。他も同様の意味のトリグリセリドを示す。 【0014】試験例1 各種油脂10 %、牛血清アルブミン2 %、卵黄レシチ
ン0 .2 %及び蒸留水87 .8 %を含む混合液を高
圧乳化機を用いて乳化し、得られた乳剤を18時間絶食
させた13 週齢SD ラットにラット体重100g 当
たり0 .73mlとなるように経口投与し、各採血時
間群(0 、0 .5 、1 .0 、3 .0 時間)(各
群5 匹)ごとに採血し、血中トリグリセリド量の変化
を観察した。結果を表2 に示す。 【0015】 【表2】* 菜種油投与群の同時間値に対し、有意(t<0 .0
1)に血中トリグリセリドが抑制 ** 菜種油投与群の同時間値に対し、有意(t<0 .0
5)に血中トリグリセリドが抑制 【0016】上記結果から、実施例1 、2 、3で飼育
したラット群は、菜種油を投与したラット群と比較し
て、有意(t <0 .01 )に血中トリグリセリド
(中性脂肪)増加が抑制されており、また実施例5で飼
育したラット群は、菜種油を投与したラット群と比較
し、有意(t <0 .05 )に血中トリグリセリド
(中性脂肪)増加が抑制されており、実施例1〜3およ
び5は、食後の血中トリグリセリド(中性脂肪)増加を
抑制する油脂であることがわかる。一方、比較例4、5
は菜種油を投与したラット群と比較して血中トリグリセ
リド(中性脂肪)増加が抑制されなかった。 【0017】試験例2 各食餌とも6 週齢SD 系ラットを10匹用い、表3に
示す組成の餌をラットに与えて3週間飼育した時の体重
変化と体脂肪率変化を測定した。結果を表4に示す。な
お、体脂肪率の測定は、電導率を利用した小動物用体脂
肪率測定装置を用いて行った。 【表3】 【0018】 【表4】 * 菜種油投与群の同時間値に対し、有意(t <0 .0
1 )に差がある ** 菜種油投与群の同時間値に対し、有意(t <0 .
05 )に差がある 【0019】実施例1 、2 、3で飼育したラット群
は、菜種油を投与したラット群と比較し、有意(t <
0 .01 )に体脂肪率が低下しており、また実施例5
で飼育したラット群は、菜種油を投与したラット群と比
較し、有意(t <0 .05)に体脂肪率が低下してお
り、実施例1〜3及び5は、食後の血中トリグリセリド
(中性脂肪)増加を抑制する油脂であることがわかる。
一方、比較例4、5は、菜種油を投与したラット群と比
較して体脂肪率が低下しなかった。 【0020】試験例3 調理評価により上記実施例及び比較例の各調製油の汎用
性を評価した。実施例及び比較例の各油脂を用いて揚げ
物料理を行った結果を示す。調理油としての評価は、下
記の揚げ物用材料を用いて天ぷらを作り、その時の発煙
の仕方、発泡の状況を目視で、得られた揚げ物の風味を
専門のパネラーによって評価した。結果を表5 に示し
た。表中、○は発煙、発泡についてはまったく生じない
状態を示し、風味については良好を示す。△は発煙、発
泡については発煙、発泡が生じたことを示し、風味につ
いては不良を示す。×は発煙、発泡が激しく揚げ物油に
不適を示し、風味については不可を示す。 調理評価に使用した材料: 油300g 、海老 2尾、
南瓜 2切れ バッター組成: 卵50g 、水150g 、小麦粉10
0g フライ温度 180℃ 【0021】 【表5】 【0022】上記結果より、実施例1〜5 は発煙・発
泡が起こらず、調理作業性も良好で、風味も良く、通常
油と同等に使用できる油脂であることがわかった。一
方、比較例1〜3 は、風味が悪く、しかも発煙・発泡
が起こり、揚げ物料理には使用出来ないことが判明し
た。
Description: BACKGROUND OF THE INVENTION [0001] The present invention relates to an edible oil and fat generally used, which suppresses an increase in postprandial blood triglyceride (neutral fat), The present invention relates to a versatile edible oil / fat composition having low heat build-up, heat stability, storage stability and good flavor. [0002] In recent years, the intake of lipids has increased in Japanese dietary habits. In fact, in the last 50 years, the proportion of lipids in the energy intake has increased three-fold. This leads to an increase in blood triglyceride (triglyceride) concentration, obesity, and is a major cause of an increase in adult diseases. Since blood triglyceride (triglyceride) and blood cholesterol levels are closely related to arteriosclerosis, keeping these levels low is particularly important in preventing adult diseases. The increase in lipid intake is due to the fact that fats and oils are essential nutrients in a delicious diet. Therefore, in order to reduce lipid intake, fat and oil substitutes using proteins and sugars have been developed. [0003] However, these substitutes cannot replace the role as a heat medium for cooking or the like, which is an important function of fats and oils. Therefore, fats and oils that have the same flavor, texture and physical properties as currently used fats and oils, can be used as a heat medium, and can suppress an increase in blood triglyceride (neutral fat) after meals have been developed. If you can develop
It is thought that it will be possible to prevent obesity and further reduce the incidence of adult diseases. Examples of such fats and oils include non-absorbable fats and oils that have been actively developed in recent years. For example, sucrose fatty acid polyester (US Pat. No. 3,600,
No. 186), which are excreted without being absorbed in the body and therefore have zero calories derived from fats and oils. However, since they are non-absorbable fats and oils, they have problems such as anal leakage and inhibition of fat-soluble vitamin absorption. There is. Medium chain fatty acid triglyceride (MC
T) is already known to be non-accumulating in the body.
However, when used for cooking, a low smoke point (160
° C or lower) is a problem, and it is difficult to use it as a frying oil or a frying oil. [0004] Triglycerides containing long-chain saturated fatty acids (eg, behenic acid) and medium-chain fatty acids having 10 or less carbon atoms (Japanese Patent Laid-Open No. 2-1799), and long-chain saturated fatty acids (eg, stearic acid) and short-chain fatty acids are contained. Triglyceride (Japanese Patent Publication No. 6-506106) contains long-chain saturated fatty acids that are hardly absorbed in vivo and medium- or short-chain fatty acids that do not accumulate in the body. (Neutral fat) It can be expected to be used as a substitute for fats and oils for preventing adult diseases by suppressing the increase, but the versatility is poor because the properties are solid fats. JP-A-10-1
No. 76181 discloses that fats and oils contain 1,3-diglyceride in an amount of 40 mol% or more and monoglycerides in an amount of 1: 1. There is disclosed a liquid general-purpose fat / oil composition containing less than 5% by weight of a fatty acid composition, wherein 93% by weight or more of the constituent fatty acids of diglyceride in the fat / oil are unsaturated fatty acids. These diglyceride-containing fats and oils have a taste and irritation peculiar to diglyceride as compared with ordinary triglyceride-based fats and oils, and have a taste problem such as having a taste similar to monoglyceride as an emulsifier. In addition, the smoke point is 1
There is a problem in use as frying oil and frying oil, such as low heating stability due to the fact that the temperature is 80 ° C. or lower and the content of unsaturated fatty acids is large. Japanese Patent Application Laid-Open No. 2000-309794 discloses that the proportion of medium-chain fatty acids in the total fatty acids constituting the fat and oil composition is 5 to 23% by mass, and that the medium has two medium-chain fatty acid residues in the total triglycerides. An oil or fat composition having a triglyceride ratio of 1 to 20% by mass is disclosed. However, since it contains triglycerides having two medium-chain fatty acid residues in the molecule as compared with ordinary fats and oils, fuming and frothing increase during cooking such as frying and frying, and as a frying oil and frying oil, There is a problem with use. [0005] An object of the present invention is to provide a versatility equivalent to conventional oils (can be used in place of ordinary cooking oils).
An edible oil / fat composition that suppresses an increase in blood triglyceride (neutral fat), which is one of the causes of arteriosclerosis, has low accumulation in the body, and has good storage stability and flavor Is to provide. The inventors of the present invention have conducted various studies to solve the above-mentioned problems. As a result, the edible oils and fats having a specific composition of triglyceride fatty acids are more post-meal than ordinary edible oils. The present inventors have found that an increase in triglyceride (neutral fat) in blood hardly occurs, and that the accumulation of body fat and the accumulation of visceral fat are reduced, thereby completing the present invention. That is, the present invention relates to the present invention, wherein L 2 M in triglyceride is 20 to 70.
Wt%, the total is less than 1 wt% of LM 2 and MMM, the remainder is edible fat and oil composition having a body fat accumulation suppressing function, characterized in that the LLL (where, L is the number 14 or more fatty acids carbon, M is a fatty acid having 12 or less carbon atoms, L 2 M is a triglyceride having two L and one M, LM 2 is a triglyceride having one L and two M, and LLL and MMM each have three L or M each. Having triglycerides.) Hereinafter, the present invention will be described in detail. The fat and oil composition of the present invention contains L 2 M in triglyceride.
Must be contained in an amount of from 20 to 70% by weight. L 2 M
Is less than 20% by weight, the body fat accumulation inhibitory function is poor, and 7
If it exceeds 0% by weight, smoke and foaming increase during cooking, making it unsuitable for frying fats. It is necessary that the sum of LM 2 and MMM is less than 1% by weight. If the content is 1% by weight or more, smoke and foaming increase during cooking, making the composition unsuitable as frying fat. The present invention is an oil / fat composition mainly composed of triglycerides, and can contain a small amount of diglycerides and components contained in ordinary edible oils, as long as the properties of the present invention are not impaired. Since the main purpose of use of the oil and fat composition of the present invention is a general-purpose edible oil (for example, cooking oil), it is not preferable that crystal formation and solidification occur in a stored state. Accordingly, the proportion of long-chain saturated fatty acids in the full-chain fatty acids (the long-chain fatty acids means fatty acids having 14 or more carbon atoms) is preferably 20% by weight or less, and more preferably 15% by weight or less. More preferably, it is even more preferably 7% by weight. The long chain fatty acids usually have 16 to 18 carbon atoms, but are not particularly limited thereto. [0008] The oil and fat composition of the present invention may be prepared from a conventional edible oil or fat, such as soybean oil, rapeseed oil, high oleic rapeseed oil, corn oil,
Sunflower oil, high oleic sunflower oil, safflower oil, high oleic safflower oil, rice bran oil, cottonseed oil, olive oil, sesame oil,
Peanut oil, grape seed oil, camellia oil, linseed oil, linseed oil, walnut oil, pumpkin seed oil, hazelnut oil, macadamia nut oil, wheat germ oil, teaseed oil, palm oil, palm kernel oil, coconut oil, cocoa butter, tallow , Lard, chicken oil, fish oil, seal oil, milk fat, and hydrogenated fats or fractionated fats thereof alone or as a mixture of two or more kinds thereof and fatty acids having 2 to 12 carbon atoms, for example, acetic acid, butyric acid, caproic acid, caprylic acid , Capric acid, lauric acid, etc. or with 2 carbon atoms
Lipase having 1,3-position specificity or lipase having no specificity, or sodium hydroxide, after appropriately mixing with triglyceride consisting of
An acidolysis reaction or a transesterification reaction is performed using an alkali such as potassium hydroxide or sodium methoxide, and molecular distillation is performed to remove LM 2 and MMM from the product after the reaction, followed by deoxidation according to a standard method. , Decolorization, deodorization and the like. The effects of the present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples. [Preparation of fats and oils] Example 1: Rapeseed oil and acetic acid in a molar ratio of 1/6
Lipozyme RM IM packed in a column at 50 ° C
(1,3 position specific, manufactured by Nozozymes) at a flow rate of 1.4 ml /
An acidolysis reaction was performed by flowing with h · g (Lipozyme).
A molecular distillation is performed using a falling film type molecular distillation apparatus MS-F manufactured by Daishin Kogyo Co., Ltd., and after separating LM 2 and MMM, purification is performed by decolorization and deodorization to obtain an oil and fat composition (Example 1).
Got. Example 2 used caproic acid instead of acetic acid,
It was obtained in the same manner as in Example 1 except that lipase AY (non-specific, manufactured by Amano Pharmaceutical Co., Ltd.) was used instead of Lipozyme RM IM. In Example 3, rapeseed oil and tricapril (actor M-2 manufactured by Riken Vitamin Co., Ltd.) were mixed at a molar ratio of 10/1, 0.05% of sodium hydroxide and 0.4% of glycerin were added, and transesterification was performed at 130 ° C. for 1 hour. LM 2 and MMM were separated by molecular distillation, and then purified by decolorization and deodorization. In Example 4, rapeseed oil and caprylic acid were mixed at a molar ratio of 1/2, and a flow rate of 0.4 was added at 30 ° C. to Lipozyme RM IM packed in a column.
Acid / lysis reaction was carried out by flowing the mixture at a rate of ml / h · g (Lipozyme). Example 5 is the same as Example 1 except that lauric acid was used instead of acetic acid.
Was obtained by the same operation as described above. Comparative Example 1 was obtained in the same manner as in trial oil 1 except that molecular distillation was not performed. Comparative Example 2 was obtained in the same manner as in Example 2 except that caprylic acid was used instead of caproic acid and molecular distillation was not performed. Comparative Example 3 was obtained by the same operation as Example 4 except that rapeseed oil and caprylic acid were mixed at a molar ratio of 1 / 2.5. Comparative Example 4 was obtained by the same operation as Example 2 except that rapeseed oil and caprylic acid were mixed at a molar ratio of 1/5. Comparative Example 5 was obtained in the same manner as in Example 1, except that rapeseed oil and lauric acid were mixed at a molar ratio of 1/5. The constituent fatty acid composition (% by weight) of each fat and oil is in accordance with the “Standard Fatty Acid Analysis Test Method”, and the triglyceride composition (% by weight) is “J. Chromatogr., 28, 267 (19)
89) ". The results are shown in Table 1 below. [Table 1] In Table 1, in the fatty acid composition, 2: 0 represents a fatty acid having 2 carbon atoms and 0 unsaturated bonds (double bonds), and 18: 2 represents a fatty acid having 18 carbon atoms and 2 unsaturated bonds. Represents a fatty acid. Others show fatty acids of the same meaning. In the above triglyceride composition, for example, LL2 is a triglyceride in which a fatty acid having 2 carbon atoms (C2) is bonded to one of the first and third positions, and the remaining two fatty acids are bonded to a fatty acid L having C14 or more. Represents a triglyceride to which a fatty acid L having a C14 or more at the 1,3-position is bonded to a fatty acid having a C6 at the 2-position. Others also show triglycerides of similar meaning. Test Example 1 Various fats and oils 10%, bovine serum albumin 2%, egg yolk lecithin 0. 2% and distilled water 87. The mixture containing 8% was emulsified using a high-pressure emulsifier, and the obtained emulsion was fed to a 13-week-old SD rat, which had been fasted for 18 hours, at a concentration of 0.1 mg / 100 g rat weight. The blood was orally administered to a volume of 73 ml, and blood was collected for each blood collection time group (0, 0.5, 1.0, 3.0 hours) (5 animals in each group), and changes in blood triglyceride levels were observed. Table 2 shows the results. [Table 2] * Significantly (t <0.0) relative to the same time value in the rapeseed oil administration group
1) Suppression of blood triglycerides ** Significantly (t <0.0) with respect to the same time value in the rapeseed oil administration group
5) Inhibition of blood triglycerides From the above results, the rats bred in Examples 1, 2 and 3 were significantly (t <0.01) more bleeding than the rats receiving rapeseed oil. The increase in medium triglyceride (neutral fat) was suppressed, and the rat group bred in Example 5 was significantly (t <0.05) significantly more blood triglyceride (neutral) than the rat group administered rapeseed oil. Fat) increase is suppressed, and it can be seen that Examples 1 to 3 and 5 are oils and fats that suppress postprandial blood triglyceride (neutral fat) increase. On the other hand, Comparative Examples 4 and 5
Showed no increase in blood triglyceride (neutral fat) increase compared to the group of rats receiving rapeseed oil. Test Example 2 With respect to each diet, ten 6-week-old SD rats were used, and the rats were fed a diet having the composition shown in Table 3 and reared for 3 weeks, and the changes in body weight and body fat percentage were measured. Table 4 shows the results. In addition, the measurement of the body fat percentage was performed using a small animal body fat percentage measurement device using the electrical conductivity. [Table 3] [Table 4] * Significant (t <0.0) relative to the same time value in the rapeseed oil administration group
1) There is a difference ** Significant (t <0.
The rat groups bred in Examples 1, 2 and 3 were significantly (t <
0. 01), the body fat percentage decreased, and Example 5
The rat group bred in the above group had significantly (t <0.05) a decrease in body fat percentage as compared with the rat group to which rapeseed oil was administered, and Examples 1 to 3 and 5 show that blood triglyceride ( It is understood that the oil is a fat that suppresses an increase in (neutral fat).
On the other hand, in Comparative Examples 4 and 5, the body fat percentage did not decrease as compared with the rat group to which rapeseed oil was administered. Test Example 3 The versatility of each prepared oil of the above Examples and Comparative Examples was evaluated by cooking evaluation. The result of having performed fried food cooking using each oil and fat of an example and a comparative example is shown. For evaluation as cooking oil, a tempura was prepared using the following ingredients for deep-fried food, the manner of smoking at that time and the state of foaming were visually observed, and the flavor of the obtained deep-fried food was evaluated by a specialized panelist. Table 5 shows the results. In the table, ○ indicates that no smoke or foam was generated, and that the flavor was good. Δ indicates that smoke and foaming occurred, and smoke and foaming occurred, and the flavor was poor. X indicates that fuming and foaming were so severe that it was unsuitable for frying oil, and that the flavor was not acceptable. Ingredients used for cooking evaluation: 300g oil, 2 shrimp,
Squash 2 slice batter composition: 50g egg, 150g water, 10 flour
0g Fry temperature 180 ° C Table 5 From the above results, it was found that Examples 1 to 5 were oils and fats which did not cause smoke and foaming, had good cooking workability, had good flavor, and could be used in the same manner as ordinary oils. On the other hand, it was found that Comparative Examples 1 to 3 had poor flavor, smoked and foamed, and could not be used for fried foods.

───────────────────────────────────────────────────── フロントページの続き (72)発明者 小西 聡 東京都千代田区大手町一丁目2番3号 株 式会社ホーネンコーポレーション内 (72)発明者 伊藤 智治 東京都千代田区大手町一丁目2番3号 株 式会社ホーネンコーポレーション内 (72)発明者 中添 真佐彦 東京都千代田区大手町一丁目2番3号 株 式会社ホーネンコーポレーション内 Fターム(参考) 4B026 DC05 DG01 DG11 DH01 DH05 DP10    ────────────────────────────────────────────────── ─── Continuation of front page    (72) Inventor Satoshi Konishi             2-3 2-3 Otemachi, Chiyoda-ku, Tokyo             Honen Corporation (72) Inventor Tomoji Ito             2-3 2-3 Otemachi, Chiyoda-ku, Tokyo             Honen Corporation (72) Inventor Masahiko Nakazoe             2-3 2-3 Otemachi, Chiyoda-ku, Tokyo             Honen Corporation F term (reference) 4B026 DC05 DG01 DG11 DH01 DH05                       DP10

Claims (1)

【特許請求の範囲】 【請求項1】 主としてトリグリセリドからなる油脂組
成物であって、トリグリセリド中のL2Mが20〜70
重量%、LM2とMMMの合計が1重量%未満、残りが
LLLであることを特徴とする体脂肪蓄積抑制機能を有
する食用油脂組成物(但し、Lは炭素数14以上の脂肪
酸、Mは炭素数12以下の脂肪酸、L2MはLを2つM
を1つ有するトリグリセリド、LM2はLを1つMを2
つ有するトリグリセリド、LLL及びMMMはそれぞれ
L又はMを各3つ有するトリグリセリドを意味す
る。)。 【請求項2 】 油脂組成物を構成する全長鎖脂肪酸
(長鎖脂肪酸とは炭素数14以上の脂肪酸を意味する)
に占める長鎖飽和脂肪酸の割合が20重量%以下である
請求項1に記載の油脂組成物。 【請求項3】 所定組成のトリグリセドとするために分
子蒸留を用いることを特徴とする請求項1または2に記
載の油脂組成物の製造法。
Claims: 1. An oil / fat composition mainly comprising triglyceride, wherein L 2 M in the triglyceride is 20 to 70.
Wt%, the total is less than 1 wt% of LM 2 and MMM, remaining edible fat and oil composition having a body fat accumulation suppressing function, characterized in that the LLL (where, L is the number 14 or more fatty acid carbons, M is Fatty acids having 12 or less carbon atoms, L 2 M is two L
LM 2 has one L and two M
The triglycerides, LLL and MMM having one, respectively, mean triglycerides having three L or M, respectively. ). 2. A full-length fatty acid constituting a fat or oil composition (a long-chain fatty acid means a fatty acid having 14 or more carbon atoms).
The fat or oil composition according to claim 1, wherein the ratio of the long-chain saturated fatty acid to the total is 20% by weight or less. 3. The method for producing an oil or fat composition according to claim 1, wherein a molecular distillation is used to obtain a triglyceride having a predetermined composition.
JP2002074548A 2002-03-18 2002-03-18 Oil-and-fat composition Pending JP2003265104A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2017127252A (en) * 2016-01-21 2017-07-27 日清オイリオグループ株式会社 Powdery fat composition for fry batter liquid
JP2019050801A (en) * 2017-09-01 2019-04-04 日清オイリオグループ株式会社 Oil and fat composition

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000309794A (en) * 1998-11-13 2000-11-07 Nisshin Oil Mills Ltd:The Fat and oil composition
JP2001161265A (en) * 1999-12-13 2001-06-19 Nisshin Oil Mills Ltd:The Oil and fat composition
JP2001186845A (en) * 1999-12-28 2001-07-10 Masahiko Nakazoe Edible oil-and-fat composition having function to suppress body fat accumulation

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000309794A (en) * 1998-11-13 2000-11-07 Nisshin Oil Mills Ltd:The Fat and oil composition
JP2001161265A (en) * 1999-12-13 2001-06-19 Nisshin Oil Mills Ltd:The Oil and fat composition
JP2001186845A (en) * 1999-12-28 2001-07-10 Masahiko Nakazoe Edible oil-and-fat composition having function to suppress body fat accumulation

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2017127252A (en) * 2016-01-21 2017-07-27 日清オイリオグループ株式会社 Powdery fat composition for fry batter liquid
JP2019050801A (en) * 2017-09-01 2019-04-04 日清オイリオグループ株式会社 Oil and fat composition
JP7237415B2 (en) 2017-09-01 2023-03-13 日清オイリオグループ株式会社 fat composition

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