JPH04237458A - Oil and fat having low calorific value - Google Patents

Oil and fat having low calorific value

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Publication number
JPH04237458A
JPH04237458A JP3081042A JP8104291A JPH04237458A JP H04237458 A JPH04237458 A JP H04237458A JP 3081042 A JP3081042 A JP 3081042A JP 8104291 A JP8104291 A JP 8104291A JP H04237458 A JPH04237458 A JP H04237458A
Authority
JP
Japan
Prior art keywords
wax
oil
low
calorie
fat
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
JP3081042A
Other languages
Japanese (ja)
Inventor
Haruki Mizobuchi
溝渕 春気
Osamu Yamada
理 山田
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.)
Nisshin Oillio Group Ltd
Original Assignee
Nisshin Oil Mills Ltd
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 Nisshin Oil Mills Ltd filed Critical Nisshin Oil Mills Ltd
Priority to JP3081042A priority Critical patent/JPH04237458A/en
Publication of JPH04237458A publication Critical patent/JPH04237458A/en
Pending legal-status Critical Current

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  • Edible Oils And Fats (AREA)

Abstract

PURPOSE:To prevent the anal leakage trouble of a low-calorific oil and fat. CONSTITUTION:A low-calorific oil and fat such as sucrose polyester and jojoba oil is incorporated with 2-50% sunflower wax, rice wax, etc.

Description

【発明の詳細な説明】[Detailed description of the invention]

【0001】0001

【産業上の利用分野】本発明は、肛門漏出現象が防止さ
れた低カロリー油脂に関するものである。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a low-calorie fat and oil which prevents the phenomenon of anal leakage.

【0002】0002

【従来の技術】肥満は健康上好ましくない現象とされて
おり、その原因は消費カロリーよりも摂取されるカロリ
ーが多いことによる。このため食品の摂取カロリー値を
適正にすることが、肥満の防止にとって効果的であると
考えられている。
2. Description of the Related Art Obesity is considered to be an unfavorable health phenomenon, and the cause of obesity is that more calories are ingested than consumed. For this reason, it is believed that adjusting the calorie intake of foods to an appropriate value is effective in preventing obesity.

【0003】一方、脂肪は食品の風味に大きく寄与して
いるが、炭水化物および蛋白質の2倍以上のカロリー密
度を有するので、この摂取量を低下することは、摂取カ
ロリーの適正化にとって有効である。この食品の風味を
損なわずに、脂肪から摂取されるカロリーを減らすとい
う2つの課題を解決するため、多くの検討が行われてき
た。
On the other hand, fat greatly contributes to the flavor of foods, but since it has a calorie density more than twice that of carbohydrates and proteins, reducing its intake is effective in optimizing calorie intake. . Many studies have been conducted to solve the two problems of reducing the calories ingested from fat without sacrificing the flavor of this food.

【0004】即ち、米国特許3,600,186におい
てMattsonらは、ショ糖などの糖とオレイン酸な
どの脂肪酸とのポリエステルが消化吸収されないことを
利用し、この目的のために低カロリー油脂として使用す
ることを述べている。しかしながら、液状のショ糖ポリ
エステルには肛門漏出という好ましくない副作用があっ
た。
Specifically, in US Pat. No. 3,600,186, Mattson et al. took advantage of the fact that polyesters of sugars such as sucrose and fatty acids such as oleic acid are not digested and absorbed, and used them as low-calorie fats and oils for this purpose. It states what to do. However, liquid sucrose polyester has had the undesirable side effect of anal leakage.

【0005】この副作用を防止する方法が、Janda
cekによって米国特許4,005,195として提出
された。これは遊離の飽和脂肪酸,飽和脂肪酸を含有す
る多価アルコールエステルを、肛門漏出防止剤として液
状のショ糖ポリエステルに添加することで、副作用を防
止する方法である。
[0005] A method for preventing this side effect is Janda
Cek, filed as US Pat. No. 4,005,195. This is a method of preventing side effects by adding free saturated fatty acids or polyhydric alcohol esters containing saturated fatty acids to liquid sucrose polyester as an anal leakage preventive agent.

【0006】また、ショ糖ポリエステルの脂肪酸として
、飽和脂肪酸を用いることにより肛門漏出を防止する方
法について多くの特許が出願されている(特開昭63−
222671,同64−2533,同64−6288,
同64−34244,同64−34245,同64−3
4918)。さらに、肛門漏出防止剤として繊維に用い
るものも知られている(特開平2−227051)。
[0006] Furthermore, many patents have been filed regarding methods for preventing anal leakage by using saturated fatty acids as fatty acids in sucrose polyester (Japanese Patent Application Laid-Open No. 1983-1999).
222671, 64-2533, 64-6288,
64-34244, 64-34245, 64-3
4918). Furthermore, it is also known to be used in fibers as an anal leakage prevention agent (Japanese Patent Application Laid-Open No. 2-227051).

【0007】ポリオルガノシロキサン流体からなる低カ
ロリー油脂にも肛門漏出が認められ、その防止のために
シリカ粒子,飽和脂肪酸を含むトリグリセリド,繊維な
どを用いることが出願されている(特開平2−2195
41)。
[0007] Anal leakage has also been observed in low-calorie fats and oils made of polyorganosiloxane fluid, and an application has been filed to use silica particles, triglycerides containing saturated fatty acids, fibers, etc. to prevent this (Japanese Patent Laid-Open No. 2-2195).
41).

【0008】さらに、他の低カロリー油脂であるホホバ
油およびポリカルボン酸のエステルをラットに投与した
ところ、肛門漏出がみられたとの報告がある(Hamm
,D.J.(1984)J.Food  Sci.49
:419)。
Furthermore, it has been reported that anal leakage was observed when jojoba oil and polycarboxylic acid esters, which are other low-calorie oils, were administered to rats (Hamm et al.
,D. J. (1984) J. Food Sci. 49
:419).

【0009】[0009]

【発明が解決しようとする課題】しかしながら、従来の
肛門漏出防止剤のうち、遊離の飽和脂肪酸および飽和脂
肪酸を含むトリグリセリドなどは消化吸収されるのでカ
ロリーがあり、さらに飽和脂肪酸は血清コレステロール
を上昇させて心臓病に悪影響を示すので、好ましくない
[Problems to be Solved by the Invention] However, among conventional anal leakage prevention agents, free saturated fatty acids and triglycerides containing saturated fatty acids are digested and absorbed, so they contain calories, and saturated fatty acids increase serum cholesterol. It is undesirable because it has an adverse effect on heart disease.

【0010】本発明の目的は、従来の低カロリー油脂が
有する問題点を上記のような欠点のない手段によって解
決し、以って肛門漏出のない低カロリー油脂を提供する
ことにある。
An object of the present invention is to solve the problems of conventional low-calorie fats and oils by means that do not have the above-mentioned drawbacks, and thereby provide a low-calorie fat and oil that does not cause anal leakage.

【0011】即ち、本発明は融点40℃以上のワックス
を肛門漏出防止剤として配合してなる低カロリー油脂で
ある。
That is, the present invention is a low-calorie fat and oil containing a wax having a melting point of 40° C. or higher as an anal leakage prevention agent.

【0012】本発明で用いるワックスは融点が40℃以
上のものであることが必要で、これを満たさないと実質
的に肛門漏出防止効果がない。本発明で用いるワックス
としては、ひまわりワックス,なたねワックス,ごまワ
ックス,ライスワックス,サトウキビワックス,カルナ
バワックス,キャンデリラワックス,モンタンワックス
,鯨ロウ,セラックロウ,ミツロウなどを例示すること
ができる。
[0012] The wax used in the present invention must have a melting point of 40°C or higher, and if it does not meet this requirement, it will not substantially be effective in preventing anal leakage. Examples of the wax used in the present invention include sunflower wax, rapeseed wax, sesame wax, rice wax, sugarcane wax, carnauba wax, candelilla wax, montan wax, spermaceti wax, shellac wax, and beeswax.

【0013】このうちひまわりワックスは、ひまわり油
精製時の脱蝋工程で分離されるもので、分離された粗製
ワックスをそのまま用いることもできるが、好ましくは
ヘキサンによる分別などによってワックス含量を高めた
精製ワックスを使用する。粗製ワックス中のワックス含
量は20%程度であるが、精製ワックスでは90%以上
となる。
Among these, sunflower wax is separated in the dewaxing step during sunflower oil refining, and the separated crude wax can be used as it is, but it is preferable to use purified wax with increased wax content by fractionation with hexane or the like. Use wax. The wax content in crude wax is about 20%, but in refined wax it is 90% or more.

【0014】また、なたねワックス,ごまワックス,米
ぬかワックスなども、ひまわりワックスの場合とほぼ同
様である。
[0014] Also, rapeseed wax, sesame wax, rice bran wax, etc. are almost the same as sunflower wax.

【0015】これらのワックスはリパーゼによって分解
されないので、摂取してもカロリーとならず、低カロリ
ー油脂に添加したときに低カロリー油脂本来の機能を阻
害することがない。
[0015] Since these waxes are not decomposed by lipase, they do not provide calories even when ingested, and when added to low-calorie fats and oils, they do not inhibit the original functions of low-calorie fats and oils.

【0016】これらのワックスの添加量は、低カロリー
油脂に対して2〜50重量%が適当である。
The appropriate amount of these waxes to be added is 2 to 50% by weight based on the low calorie fat or oil.

【0017】本発明にいう低カロリー油脂とは、そのま
までは肛門漏出を起こす各種の公知物質が含まれており
、ショ糖ポリエステル,ポリオルガノシロキサン流体,
ポリカルボン酸エステル,ホホバ油などを例示できる。
[0017] The low-calorie fats and oils referred to in the present invention include various known substances that cause anal leakage when left alone, such as sucrose polyester, polyorganosiloxane fluid,
Examples include polycarboxylic acid esters and jojoba oil.

【0018】[0018]

【実施例】実施例1 (1)ひまわりワックスの精製 ひまわり油の脱蝋工程で得られた粗製ワックス(ワック
ス18%,ひまわり油81%,その他1%)2kgを、
ヘキサン50lに50℃で加温溶解する。次にこのヘキ
サン溶液を10℃に冷却したところ、ひまわりワックス
が結晶化したので、濾過によって分離したところ350
gの精製ワックスが得られた。精製ワックス中のワック
ス含量をガスクロマトグラフィーで分析したところ、9
1%であった。
[Example] Example 1 (1) Purification of sunflower wax 2 kg of crude wax (18% wax, 81% sunflower oil, 1% other) obtained in the dewaxing process of sunflower oil was
Dissolve in 50 liters of hexane while heating at 50°C. Next, when this hexane solution was cooled to 10°C, sunflower wax crystallized, and was separated by filtration.
g of purified wax was obtained. When the wax content in purified wax was analyzed by gas chromatography, it was found to be 9.
It was 1%.

【0019】(2)リパーゼ分解実験 精製ワックス0.5gを大豆油500gに70℃で加温
溶解して試料油を調製した。試料油1gをpH8(1M
)トリス緩衝液20ml,0.1%コール酸ナトリウム
5mlおよび2M−CaCl2  2mlを加えた水溶
液中40℃で、撹拌しながらリパーゼ(和光純薬製パン
クレアチン)の量を変えて酵素分解を行った。
(2) Lipase Decomposition Experiment A sample oil was prepared by dissolving 0.5 g of purified wax in 500 g of soybean oil while heating at 70°C. 1 g of sample oil at pH 8 (1M
) Enzymatic decomposition was performed at 40°C in an aqueous solution containing 20 ml of Tris buffer, 5 ml of 0.1% sodium cholate, and 2 ml of 2M-CaCl2 while stirring while changing the amount of lipase (pancreatin manufactured by Wako Pure Chemical Industries, Ltd.). .

【0020】6N−HC1を5ml加えて反応を停止し
てからエーテルで抽出し、ガスクロマトグラフィーに供
して大豆油の残存率を測定した。また、このエーテル抽
出物をシリカゲルカラムに供して大豆油の分解産物を除
き、さらに薄層クロマトグラフィーで濃縮してからガス
クロマトグラフィーに供して、ワックスの残存率を測定
した。その結果、大豆油(トリグリセリド)が分解され
る条件においても、ワックスは殆ど分解されないことが
確認された(表1)。
The reaction was stopped by adding 5 ml of 6N-HC1, and the mixture was extracted with ether and subjected to gas chromatography to measure the residual rate of soybean oil. In addition, this ether extract was subjected to a silica gel column to remove soybean oil decomposition products, further concentrated by thin layer chromatography, and then subjected to gas chromatography to measure the residual rate of wax. As a result, it was confirmed that wax was hardly decomposed even under conditions where soybean oil (triglyceride) is decomposed (Table 1).

【0021】[0021]

【表1】[Table 1]

【0022】(3)動物による消化吸収実験動物用配合
飼料(無脂肪。以下同様)90部に、大豆油9部および
上記の精製ワックス1部を加えてラットに1週間投与し
た。投与3日後から糞を集めて脂質を抽出し、ワックス
の排泄量を求めた。その結果、投与したワックスの95
%が糞中に排泄されたので、ワックスが消化吸収されな
いことが確認された(表2)。
(3) Experiment on Digestion and Absorption by Animals 9 parts of soybean oil and 1 part of the purified wax described above were added to 90 parts of a compound feed for animals (fat-free, hereinafter the same) and administered to rats for one week. Three days after administration, feces were collected, lipids were extracted, and the amount of wax excreted was determined. As a result, 95% of the administered wax
% was excreted in feces, confirming that the wax was not digested and absorbed (Table 2).

【0023】[0023]

【表2】[Table 2]

【0024】実施例2 ホホバ油85kgを60℃以上に加温し、肛門漏出防止
剤として実施例1で得られた精製ひまわりワックス15
kgを撹拌しながら少しずつ加えて、完全に加温溶解し
た。次いでオンレーターを用いて撹拌しながら冷却する
ことによって、ひまわりワックスを微細な結晶に変え、
口当りが良く保存性の優れた低カロリー・ショートニン
グが製造された。
Example 2 85 kg of jojoba oil was heated to 60° C. or higher, and purified sunflower wax 15 obtained in Example 1 was used as an anal leakage prevention agent.
kg was added little by little while stirring, and the mixture was completely dissolved by heating. The sunflower wax is then turned into fine crystals by cooling while stirring using an onlator.
A low-calorie shortening with good taste and excellent shelf life was produced.

【0025】この低カロリー・ショートニングの効果を
動物実験で確認した。実験動物用配合飼料を85部,ラ
ード10部および大豆油5部を配合した対照食と、ラー
ドの一部または全体を低カロリー・ショートニングで置
き換えた実験食を3週間ラットに投与し、脂質排泄量を
測定して脂質吸収率を求め、増体量を測定した。その結
果、実験食を与えたラットの脂質吸収率は低下し、増体
量が減少したが肛門漏出は認められず、ラットの生存率
は100%であり、全てが活発に活動をしていた。これ
に対し、比較例(ホホバ油のみを与えた場合)は肛門漏
出が起こっており、ひまわりワックスが肛門漏出防止剤
として効果を示すことが確認された(表3)。
[0025] The effects of this low-calorie shortening were confirmed in animal experiments. A control diet containing 85 parts of compound feed for laboratory animals, 10 parts of lard, and 5 parts of soybean oil, and an experimental diet in which part or all of the lard was replaced with low-calorie shortening were administered to rats for 3 weeks to determine lipid excretion. The amount was measured to determine the lipid absorption rate, and the amount of weight gain was determined. As a result, the lipid absorption rate of the rats fed the experimental diet decreased, and their weight gain decreased, but no anal leakage was observed, and the survival rate of the rats was 100%, and all of them were actively active. . On the other hand, anal leakage occurred in the comparative example (when only jojoba oil was given), and it was confirmed that sunflower wax is effective as an anal leakage prevention agent (Table 3).

【0026】[0026]

【表3】[Table 3]

【0027】実施例3 ホホバ油200kgおよびオリーブ油140kgを混合
してから60℃以上に加温し、肛門漏出防止剤として実
施例1の粗製ひまわりワックス160kgを撹拌しなが
ら少しずつ加えて完全に加温溶解して、低カロリー油脂
を製造した。この低カロリー油脂380kgに乳化剤5
kg,フレーバー3kgおよび着色料20gを混合した
油相と、水100lに食塩7kgおよび脱脂粉乳5kg
を溶解した水相とを、タンクに入れて60℃で均一に乳
化した。次いでオンレーターを用いて撹拌しながら急速
に冷却することによって、低カロリー・マーガリンを製
造した。
Example 3 After mixing 200 kg of jojoba oil and 140 kg of olive oil, the mixture was heated to 60°C or higher, and 160 kg of the crude sunflower wax of Example 1 was added little by little while stirring as an anal leakage prevention agent, and the mixture was heated completely. It was dissolved to produce a low calorie fat. 380kg of this low calorie oil and fat with 5 emulsifiers
oil phase mixed with 3 kg of flavor, 20 g of coloring, 7 kg of salt and 5 kg of skim milk powder in 100 liters of water.
and the aqueous phase in which it was dissolved were placed in a tank and uniformly emulsified at 60°C. Low calorie margarine was then produced by rapidly cooling the mixture while stirring using an onlator.

【0028】実施例4 ホホバ油280kgおよびなたね油120kgを60℃
以上に加温し、肛門漏出防止剤として市販のライスワッ
クス100kgを撹拌しながら少しずつ加えて完全に加
温溶解して、低カロリー油脂を製造した。この低カロリ
ー油脂を用いて、実施例3と同様にして低カロリー・マ
ーガリンを製造したところ、実施例3の低カロリー・マ
ーガリンよりも色のやや濃い製品が得られた。このもの
は肛門漏出を起こさなかった。
Example 4 280 kg of jojoba oil and 120 kg of rapeseed oil were heated at 60°C.
After heating to the above temperature, 100 kg of commercially available rice wax as an anal leakage preventive agent was added little by little while stirring and completely dissolved by heating to produce a low-calorie fat or oil. When low-calorie margarine was produced in the same manner as in Example 3 using this low-calorie fat and oil, a product with a slightly darker color than the low-calorie margarine of Example 3 was obtained. This one did not cause anal leakage.

【0029】実施例5 カナダ産のカルナバワックスを脱酸,脱臭処理して、食
品用硬化油の規格に準じた精製ワックスをえた。ホホバ
油300kgおよびコーン油170kgを60℃以上に
加温し、肛門漏出防止剤としてこの精製ワックス30k
gを撹拌しながら少しずつ加えて完全に加温溶解して、
低カロリー油脂を製造した。この低カロリー油脂を用い
て、実施例3と同様にして低カロリー・マーガリンを製
造した。このものは肛門漏出を起こさなかった。
Example 5 Carnauba wax produced in Canada was deoxidized and deodorized to obtain a purified wax that complied with the standards for food-grade hydrogenated oil. 300 kg of jojoba oil and 170 kg of corn oil were heated to 60°C or higher, and 30 kg of purified wax was used as an anal leakage prevention agent.
Add g little by little while stirring and completely dissolve by heating.
Produced low calorie fats and oils. Using this low-calorie fat and oil, low-calorie margarine was produced in the same manner as in Example 3. This one did not cause anal leakage.

【0030】実施例6 プロパントリカルボン酸のオレイルアルコールトリエス
テル400kgを60℃以上に加温し、肛門漏出防止剤
として実施例1で得られた精製ひわまりワックス100
kgを撹拌しながら少しずつ加えて完全に加温溶解して
、低カロリー油脂を製造した。この低カロリー油脂を用
いて、実施例3と同様にして低カロリー・マーガリンを
製造したところ、実施例3の低カロリー・マーガリンよ
りも色のやや淡い製品が得られた。
Example 6 400 kg of oleyl alcohol triester of propanetricarboxylic acid was heated to 60° C. or higher, and purified Himawari wax 100 obtained in Example 1 was used as an anal leakage prevention agent.
kg was added little by little while stirring and completely dissolved by heating to produce a low calorie fat. When low-calorie margarine was produced in the same manner as in Example 3 using this low-calorie fat and oil, a product with a slightly lighter color than the low-calorie margarine of Example 3 was obtained.

【0031】この低カロリー・マーガリンの効果を動物
実験で確認した。実験動物用配合飼料を85部,低カロ
リー・マーガリンを15部配合した実験食と、プロパン
トリカルボン酸のオレイルアルコールトリエステルのみ
で同様に試作したマーガリンで置き換えた対照食を3週
間ラットに投与し、肛門漏出の有無を求め、増体量を測
定した(表4)。
The effects of this low calorie margarine were confirmed through animal experiments. Rats were given an experimental diet containing 85 parts of compound feed for laboratory animals and 15 parts of low-calorie margarine for 3 weeks, and a control diet in which margarine was similarly prepared using only oleyl alcohol triester of propanetricarboxylic acid. The presence or absence of anal leakage was determined, and the amount of weight gain was measured (Table 4).

【0032】[0032]

【表4】[Table 4]

【0033】実施例7 ショ糖オクタオレイン酸エステルを主成分とし大豆硬化
油を配合し、さらに肛門漏出防止剤として実施例で得ら
れた精製ひまわりワックスを添加した表5の配合からな
るマーガリンをオンレーターを用いて製造した。また比
較例として、ショ糖オクタオレイン酸エステルを大豆油
で置き換えたものおよび肛門漏出防止剤を添加しないも
のも試作した。
Example 7 Margarine with the formulation shown in Table 5 containing sucrose octaoleate as the main component, hydrogenated soybean oil, and purified sunflower wax obtained in Example as an anal leakage preventive agent was turned on. Manufactured using a rotor. As comparative examples, we also produced samples in which sucrose octaoleate was replaced with soybean oil and in which no anti-anal leakage agent was added.

【0034】[0034]

【表5】[Table 5]

【0035】実験動物用配合飼料80部,実施例または
比較例のマーガリン20部を配合して、肥満系ラットに
5週間投与した。その結果、比較例Aは肥満がみられ、
また比較例Bでは肛門漏出がみられ、活動が不活発であ
った。これらに対し本発明品においては、肛門漏出がな
く、肥満も認められず活発に活動していた。
[0035] 80 parts of a compounded feed for experimental animals and 20 parts of margarine of Examples or Comparative Examples were mixed and administered to obese rats for 5 weeks. As a result, Comparative Example A was found to be obese.
In Comparative Example B, anal leakage was observed and activity was inactive. In contrast, in the products of the present invention, there was no anal leakage, obesity was not observed, and the animals were active.

【0036】[0036]

【発明の効果】本発明によれば、従来、肛門漏出が起こ
っていた低カロリー油脂の問題点が効果的に解決され、
肛門漏出のない改良された低カロリー油脂が得られる。
[Effects of the Invention] According to the present invention, the problem of low-calorie fats and oils that conventionally caused anal leakage is effectively solved.
An improved low calorie fat without anal leakage is obtained.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】  融点40℃以上のワックスを肛門漏出
防止剤として配合してなる低カロリー油脂。
1. A low-calorie fat and oil containing a wax having a melting point of 40° C. or higher as an anal leakage prevention agent.
JP3081042A 1991-01-21 1991-01-21 Oil and fat having low calorific value Pending JPH04237458A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP3081042A JPH04237458A (en) 1991-01-21 1991-01-21 Oil and fat having low calorific value

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3081042A JPH04237458A (en) 1991-01-21 1991-01-21 Oil and fat having low calorific value

Publications (1)

Publication Number Publication Date
JPH04237458A true JPH04237458A (en) 1992-08-25

Family

ID=13735384

Family Applications (1)

Application Number Title Priority Date Filing Date
JP3081042A Pending JPH04237458A (en) 1991-01-21 1991-01-21 Oil and fat having low calorific value

Country Status (1)

Country Link
JP (1) JPH04237458A (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5422131A (en) * 1992-10-30 1995-06-06 The Procter & Gamble Company Nondigestible fat compositions containing relatively small nondigestible solid particles for passive oil loss control
US5451416A (en) * 1992-10-30 1995-09-19 Johnston; Robert W. Nondigestible fat compositions containing cocrystallized blend of polyol polyester hardstock and crystal modifier as a passive oil loss control agent
US5480667A (en) * 1992-10-30 1996-01-02 Corrigan; Patrick J. Nondigestible fat compositions containing diversely esterified polyol polyester for passive oil loss control
US5490995A (en) * 1992-10-30 1996-02-13 The Procter & Gamble Company Solid nondigestible polyol polyesters containing esterified hydroxy fatty acids such as esterified ricinoleic acid
US5534284A (en) * 1992-10-30 1996-07-09 Corrigan; Patrick J. Nondigestible fat compositions containing solid polyol polyester polymer for passive oil loss control
EP0943313A2 (en) * 1998-01-23 1999-09-22 Beiersdorf Aktiengesellschaft Hair cosmetics containing sunflower wax and possibly jojoba wax
US6261628B1 (en) 1992-10-30 2001-07-17 The Procter & Gamble Company Nondigestible fat compositions containing solid polyglycerol ester particles for passive oil loss control
JP2002194386A (en) * 2000-10-20 2002-07-10 Asahi Denka Kogyo Kk Ester composition and method for producing the same
WO2009081916A1 (en) 2007-12-20 2009-07-02 Fuji Oil Company, Limited Oily food and method for producing the same
JP2021135201A (en) * 2020-02-27 2021-09-13 日清オイリオグループ株式会社 Method for quantifying wax ester in fat
WO2023054589A1 (en) * 2021-09-29 2023-04-06 三菱ケミカル株式会社 Oil-and-fat composition for food, food and plant-based meat containing same, oleogel texture-improving agent, and method for producing oil-and-fat composition for food

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5422131A (en) * 1992-10-30 1995-06-06 The Procter & Gamble Company Nondigestible fat compositions containing relatively small nondigestible solid particles for passive oil loss control
US5451416A (en) * 1992-10-30 1995-09-19 Johnston; Robert W. Nondigestible fat compositions containing cocrystallized blend of polyol polyester hardstock and crystal modifier as a passive oil loss control agent
US5480667A (en) * 1992-10-30 1996-01-02 Corrigan; Patrick J. Nondigestible fat compositions containing diversely esterified polyol polyester for passive oil loss control
US5490995A (en) * 1992-10-30 1996-02-13 The Procter & Gamble Company Solid nondigestible polyol polyesters containing esterified hydroxy fatty acids such as esterified ricinoleic acid
US5534284A (en) * 1992-10-30 1996-07-09 Corrigan; Patrick J. Nondigestible fat compositions containing solid polyol polyester polymer for passive oil loss control
US6261628B1 (en) 1992-10-30 2001-07-17 The Procter & Gamble Company Nondigestible fat compositions containing solid polyglycerol ester particles for passive oil loss control
EP0943313A2 (en) * 1998-01-23 1999-09-22 Beiersdorf Aktiengesellschaft Hair cosmetics containing sunflower wax and possibly jojoba wax
EP0943313A3 (en) * 1998-01-23 2001-04-04 Beiersdorf Aktiengesellschaft Hair cosmetics containing sunflower wax and possibly jojoba wax
JP2002194386A (en) * 2000-10-20 2002-07-10 Asahi Denka Kogyo Kk Ester composition and method for producing the same
WO2009081916A1 (en) 2007-12-20 2009-07-02 Fuji Oil Company, Limited Oily food and method for producing the same
JP2021135201A (en) * 2020-02-27 2021-09-13 日清オイリオグループ株式会社 Method for quantifying wax ester in fat
WO2023054589A1 (en) * 2021-09-29 2023-04-06 三菱ケミカル株式会社 Oil-and-fat composition for food, food and plant-based meat containing same, oleogel texture-improving agent, and method for producing oil-and-fat composition for food

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