JPH01157369A - Tocopherol emulsified composition - Google Patents

Tocopherol emulsified composition

Info

Publication number
JPH01157369A
JPH01157369A JP62313234A JP31323487A JPH01157369A JP H01157369 A JPH01157369 A JP H01157369A JP 62313234 A JP62313234 A JP 62313234A JP 31323487 A JP31323487 A JP 31323487A JP H01157369 A JPH01157369 A JP H01157369A
Authority
JP
Japan
Prior art keywords
tocopherol
powder
product
cyclodextrin
present
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
Application number
JP62313234A
Other languages
Japanese (ja)
Other versions
JP2612178B2 (en
Inventor
Taku Nakamura
卓 中村
Etsuko Fukano
深野 悦子
Toshiyuki Mizoguchi
溝口 俊幸
Noriyuki Oikawa
及川 紀幸
Kazuhiro Kazama
風間 一寛
Masahiro Tokuda
徳田 正弘
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
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 Honen Corp filed Critical Honen Corp
Priority to JP62313234A priority Critical patent/JP2612178B2/en
Publication of JPH01157369A publication Critical patent/JPH01157369A/en
Application granted granted Critical
Publication of JP2612178B2 publication Critical patent/JP2612178B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)

Abstract

PURPOSE:To obtain a tocopherol emulsified composition having excellent emulsion stability and oxidation resistance, by blending tocopherol with a starchy glucide consisting essentially of a cyclodextrin-containing high polymer branched dextrin. CONSTITUTION:A starchy glucide consisting essentially of a high polymer branched dextrin containing 1-30wt. cyclodextrin, preferably high polymer branched dextrin having 1-10 dextrose equivalent (D.E) is dissolved in water to give an aqueous solution of starchy glucide having 5-60wt.% concentration. Then 99-40wt.% aqueous solution of the starchy glucide is blended with 1-60wt.% tocopherol.

Description

【発明の詳細な説明】 [産業上の利用分前] 本発明はトコフェロールを含有する乳化組成物に関する
。更に詳しくは、食品の分野でトコフェロールを使用す
るにあたり安定で抗酸化性にも優れたトコフェロール乳
化組成物を提供するものである。
DETAILED DESCRIPTION OF THE INVENTION [Prior to Industrial Use] The present invention relates to an emulsified composition containing tocopherol. More specifically, the present invention provides a tocopherol emulsion composition that is stable and has excellent antioxidant properties when tocopherol is used in the food field.

[従来の技術] 従来からトコフェロールは食品の栄養強化あるいは酸化
防止の目的で使用されている。トコフェロールは脂溶性
であるので水系食品の場合は7L化組成物として添加さ
れる。トコフェロール含有乳化物或はその粉末としては
トコフェロールに天然ガム質またはデキストリンを添加
した市販品がある。
[Prior Art] Tocopherols have been used for the purpose of nutritionally enriching foods or preventing oxidation. Since tocopherol is fat-soluble, it is added as a 7L composition to water-based foods. As tocopherol-containing emulsions or powders thereof, there are commercially available products in which natural gum or dextrin is added to tocopherol.

一方、サイクロデキストリンは環状構造を持っており、
その中に種々の物を抱接する事が知られている9サイク
ロデキストリンがトコフェロールを抱接することも良く
知られている。しかし、−トコフェロールの乳化安定性
、抗酸化性に対するサイクロデキストリンと高分子分岐
デキスI・リンの効果は知られていない。
On the other hand, cyclodextrin has a cyclic structure,
It is also well known that 9-cyclodextrin, which is known to enclose various substances, also encloses tocopherol. However, the effects of cyclodextrin and polymeric branched dex I/phosphorus on the emulsion stability and antioxidant properties of -tocopherol are not known.

[発明が解決しようとする問題点] しかし天然ガム質やデキストリンなどの天然物だけから
なる乳化物は乳化安定性が十分ではない。
[Problems to be Solved by the Invention] However, emulsions made only of natural products such as natural gums and dextrins do not have sufficient emulsion stability.

更に、トコフェロールは空気中の酸素によって酸化され
易く、従来の市販品での抗酸化力は合成抗酸化剤(例え
ばブチルヒドロキシアニソール等)に比べて劣る。
Furthermore, tocopherol is easily oxidized by oxygen in the air, and the antioxidant power of conventional commercially available products is inferior to that of synthetic antioxidants (eg, butylhydroxyanisole, etc.).

[発明の目的] 従って、本発明の目的は天然物だけからなる乳化安定性
、抗酸化性に優れたトコフェロール乳化組成物を提供す
ることにある9 [問題点を解決するための手段] 本発明者らは鋭意研究の結果、天然物であるサイクロデ
キストリンと高分子分岐デキストリンの相乗効果によっ
て、乳化安定性、抗酸化性に優れたトコフェロール乳化
組成物が得られることを見いだし本発明を完成した。
[Objective of the Invention] Therefore, the object of the present invention is to provide a tocopherol emulsion composition consisting only of natural products and having excellent emulsion stability and antioxidative properties.9 [Means for Solving the Problems] The present invention As a result of intensive research, the inventors discovered that a tocopherol emulsion composition with excellent emulsion stability and antioxidant properties can be obtained through the synergistic effect of the natural product cyclodextrin and polymeric branched dextrin, and completed the present invention.

以下本発明について具体的に説明する。The present invention will be specifically explained below.

本発明では、トコフェロールは、純品或はこれらを油脂
で希釈した物など一般市販品を適宜用いることができる
。特に栄蕎生理的な意味で用いる場合はα−トコフェロ
ールを主成分とするもの、抗酸化的な場合はγ或はδ−
トコフェロールを主成分とするものを用いる方が好まし
い9さらに、トコフェロールの抗酸化にシナジー効果を
有する天然物(L−アスコルビン酸、没食子酸等)を適
宜添加してもよい。トコフェロールの配合量は乳化組成
物の1〜60重旦%が好ましい。1重量%以下では抗酸
化能が不十分であり、60重量%以上では乳化が困難と
なる。
In the present invention, general commercially available tocopherols such as pure products or products diluted with fats and oils can be used as appropriate. In particular, when used in a physiological sense, those containing α-tocopherol as the main component, and when used as an antioxidant, use γ or δ-
It is preferable to use one containing tocopherol as a main component9.Furthermore, natural products (L-ascorbic acid, gallic acid, etc.) having a synergistic effect on the antioxidant of tocopherol may be added as appropriate. The amount of tocopherol blended is preferably 1 to 60% by weight of the emulsified composition. If it is less than 1% by weight, the antioxidant ability is insufficient, and if it is more than 60% by weight, emulsification becomes difficult.

サイクロデキストリンとしては、純品あるいは混合物な
ど一般市販品を適宜用いる。水溶液と1−なときのサイ
クロデキストリン濃度は1〜18%が好ましい。18%
以上の濃度で使用しても乳化安定性は向上しない。デキ
ストリンとしてはワキシースターチをアミラーゼあるい
は酸で軽度に液化したもの、つまり高分子分岐デキスト
リンを用いる9分解が進みぶどう糖等量(D、E、)が
10以上のものではサイクロデキストリンとの相乗効果
による乳化安定性が認められなくなる。水溶液の糖濃度
は5〜60%の範囲で用いる。60%以上では溶解が困
難になり、5%以下では乳化安定性が十分でない。
As the cyclodextrin, commercially available products such as pure products or mixtures are appropriately used. The concentration of cyclodextrin when it is 1- with an aqueous solution is preferably 1 to 18%. 18%
Emulsion stability does not improve even if it is used at a concentration higher than that. The dextrin used is waxy starch that has been slightly liquefied with amylase or acid, that is, polymeric branched dextrin that has undergone 9 decomposition and has a glucose equivalent (D, E,) of 10 or more, and is emulsified by a synergistic effect with cyclodextrin. Stability is no longer recognized. The sugar concentration of the aqueous solution is used in the range of 5 to 60%. If it is 60% or more, dissolution becomes difficult, and if it is 5% or less, emulsion stability is insufficient.

乳化は所定の構成成分が均一に混合される方法でよい。Emulsification may be a method in which predetermined components are uniformly mixed.

例えば、高速撹拌機、ホモジナイザー等を用いる。For example, a high-speed stirrer, homogenizer, etc. are used.

本発明品であるトコフェロール乳化組成物の形態は液状
、固状(顆粒状、粒状、ステイク状等)、粉末状等、い
ずれの形態でもよい。
The tocopherol emulsion composition of the present invention may be in any form such as liquid, solid (granules, grains, stakes, etc.), powder, etc.

乳化組成物の固化または粉末化は通常の方法、例えば熱
風乾燥機、凍結乾燥機、噴霧乾燥機等を用いればよい9
固化または粉末化したものの使用は液状の乳化組成物と
同様の目的で使用すればよい。
The emulsified composition may be solidified or powdered using a conventional method such as a hot air dryer, freeze dryer, spray dryer, etc.9
The solidified or powdered composition may be used for the same purpose as the liquid emulsion composition.

次ぎに本発明の実施例を示すが、本発明はこれにより制
限されるものではない。
Next, examples of the present invention will be shown, but the present invention is not limited thereto.

実施例1゜ 水3.15kgに、サイクロデキストリンを10%片有
するり、E、2の高分子分岐デキストリン(豊年製油製
 APDEX CIO) 1.35kgを溶解後、50
〜70℃に加温した天然トコフェロール(α、β、γ、
δ−トコフェロール濃度が各0.51.1.32.56
.57.39.14%) 500gを添加しながら、ホ
モジナイザーで!XL化し、液状の1〜コフ工ロール乳
化組成物(本発明品(A))を得た。さらにこの1L化
組成物の一部をスプレードライヤーで粉末化して粉末状
の1〜コフ工ロール乳化組成物(本発明品(粉末A))
を得た。
Example 1゜ In 3.15 kg of water, 1.35 kg of polymer branched dextrin (E, 2) with 10% cyclodextrin (APDEX CIO, manufactured by Honen Oil Co., Ltd.) was dissolved.
Natural tocopherols (α, β, γ,
δ-tocopherol concentration is 0.51, 1, 32, and 56 respectively.
.. 57.39.14%) with a homogenizer while adding 500g! The product was converted into XL to obtain a liquid emulsion composition of 1 to 1 to 100 millimeters (product of the present invention (A)). Further, a part of this 1L composition was pulverized with a spray dryer to obtain a powdered 1 to Coffol emulsion composition (product of the present invention (powder A)).
I got it.

実施例2゜ α−トコフェロールリッチの天然1〜コフエロール(豊
年製油製 ET−840)を実施例1と同様にサイクロ
デキストリンを10%含有するり。
Example 2 α-tocopherol-rich natural 1-copherol (ET-840 manufactured by Hounen Oil Co., Ltd.) was prepared in the same manner as in Example 1, containing 10% cyclodextrin.

E、2の高分子分岐デキストリン水溶液に添加して乳化
した後、スプレードライヤーで粉末化しン二(本発明品
(粉末B))。
E. After being added to the aqueous solution of polymer branched dextrin in 2 and emulsified, it was powdered using a spray dryer (product of the present invention (powder B)).

比’f?2例1゜ 実施例1で使用したサイクロデキストリンを10%合有
するり、E、2の高分子分岐デキストリン水溶液の代わ
りに、D、E、1]のデキスI・リン1.1.25kg
とアラビアガム0.225kgとキサンタンガム3.6
gを溶解した水溶液4.5kgを使用し、その他は実施
例1と同様にトコフェロールを乳1ヒした(比較品(a
))、  さらに、この乳化組成物の一部を実施例1と
同様に粉末1ヒした(比較品(粉末a))。
ratio'f? Example 2 1゜1.1.25 kg of dexI/phosphorus of D, E, 1] was added instead of the aqueous solution of polymer branched dextrin of E, 2, containing 10% of the cyclodextrin used in Example 1.
and gum arabic 0.225 kg and xanthan gum 3.6
Using 4.5 kg of an aqueous solution in which g was dissolved, tocopherol was added to milk in the same manner as in Example 1.
)) Furthermore, a part of this emulsified composition was powdered in the same manner as in Example 1 (comparative product (powder a)).

試験例1.(乳化安定性) 本発明品(A)と比較晶(a)を室温あるいは冷蔵庫中
で1力月間放置した。いずれの場合も、(a)は上部で
トコフェロールが一部分離したが(A)は完全に7L化
状態を維持し、な。
Test example 1. (Emulsification Stability) The product (A) of the present invention and the comparative crystal (a) were left at room temperature or in a refrigerator for one month. In either case, tocopherol was partially separated in the upper part of (a), but the 7L state was completely maintained in (A).

一方、■:実施例1で用いたサイクロデキスI・リン合
有高分子分岐デキストリン30重量%、■:D、E、2
の高分子分岐デキストリン(豊年製油製 APDEX 
50) 30重量%、■:サイクロデキストリン3重呈
%、■:アラビアガム30重旦%、■:■に1重量%ア
スコルビン酸を添加したものを各々調製し、各水溶液3
7gに実施例1で用いた天然トコフェロール4gを50
℃で添加後、ウルトラニスバイザー(ヤマト科学製) 
12000rpm、 2分間で乳化して5種の乳化組成
物を得な。これらを5000rpmで1分間遠心しな。
On the other hand, ■: 30% by weight of the cyclodex I/phosphorus-containing polymer branched dextrin used in Example 1, ■: D, E, 2
Polymer branched dextrin (APDEX manufactured by Honen Oil Co., Ltd.)
50) 30% by weight, ■: 30% by weight of cyclodextrin, ■: 30% by weight of gum arabic, ■: 1% by weight of ascorbic acid was added to ■, and each aqueous solution 3
Add 4g of natural tocopherol used in Example 1 to 7g of
After addition at °C, Ultra Varnish Visor (manufactured by Yamato Scientific Co., Ltd.)
Emulsify at 12,000 rpm for 2 minutes to obtain 5 types of emulsified compositions. Centrifuge these at 5000 rpm for 1 minute.

残存した乳化層の全体に対する割合と、分離したトコフ
ェロール層、水層のそれぞれの添加量に対する割合を第
1表に示した。
Table 1 shows the proportion of the remaining emulsified layer to the whole, and the proportion of the separated tocopherol layer and aqueous layer to each added amount.

第1表 ■ ■ ■ ■ ■ 乳化層(χ)   98  91  13  87  
98トスフ工ロール層(χ)25    89    
76    89    25水層く%)00880.
50 この結果から明らかなように、本発明品の乳化組成物■
、■は乳化安定性に優れているといえる9試験例2.(
粉末中のトコフェロールの安定性)本発明品(粉末A)
と比較品(粉末a)を各々15g透明なビニール袋に入
れ密封後、蛍光灯上室温で1力月放置しな。比較品(粉
末a)の表面は赤褐色に変わったが本発明品(粉末A)
では変化しなかっな9 試験例3.(粉末の耐吸湿潮解性) 本発明品(粉末A)と比較品(粉末a)を5gづつ各々
シャーレに入れ温度20℃、相対湿度81%のデシケー
タ−中に1週間放置した。比較品(粉末a)は吸湿潮解
しシャーレに付着したが本発明品(粉末A)は粉末状態
のままであった。
Table 1 ■ ■ ■ ■ ■ Emulsified layer (χ) 98 91 13 87
98 Tosuf process roll layer (χ) 25 89
76 89 25 water layer%) 00880.
50 As is clear from these results, the emulsion composition of the present invention
, ■ indicates 9 test examples 2, which can be said to have excellent emulsion stability. (
Stability of tocopherol in powder) Inventive product (powder A)
Put 15g of each of the sample and comparison product (powder a) into a transparent plastic bag, seal it, and leave it for one month at room temperature under a fluorescent light. The surface of the comparison product (powder a) turned reddish brown, but the surface of the product of the invention (powder A)
There is no change.9 Test Example 3. (Moisture Absorption Resistance to Deliquescence of Powder) 5 g each of the product of the present invention (powder A) and the comparative product (powder a) were placed in a petri dish and left in a desiccator at a temperature of 20° C. and a relative humidity of 81% for one week. The comparative product (powder a) absorbed moisture and deliquesced and adhered to the petri dish, but the product of the present invention (powder A) remained in a powder state.

試験例4.(抗酸化性) 本発明品(粉末A)と比較品(粉末a)を10gづつ各
々lリットルの10%食塩水に分散し、これらの溶液に
あじのひらきを1時間浸漬液冷風乾燥しな。同様に食塩
水のみでも行った9室内明所で第1図に示す所定の期間
放置後、抽出脂質の過酸化物価を測定した。脂質の抽出
は通常のクロロホルム及メタノール法で、過酸化物価測
定は基準油脂分析法(2,4,12−71)  に従っ
て行なった9結果を第1図に示した9この結果から本発
明品の抗酸化能が優れていることがわかる。
Test example 4. (Antioxidant properties) Disperse 10 g each of the product of the present invention (powder A) and the comparative product (powder a) in 1 liter of 10% saline, and soak horse mackerel in these solutions for 1 hour. . Similarly, the same procedure was carried out using only saline solution, and the peroxide value of the extracted lipids was measured after being left in a bright room in 9 rooms for a predetermined period of time shown in FIG. Lipids were extracted using the usual chloroform and methanol method, and the peroxide value was measured according to the standard oil and fat analysis method (2, 4, 12-71).The results are shown in Figure 19.From these results, it was determined that the product of the present invention It can be seen that it has excellent antioxidant ability.

試験例5゜(プリンへの添加) 本発明品(粉末B)1.85gを市販のプリンの素粉末
18.5gに加えた。さらに80°Cの湯を50m1加
え撹拌しな。このプリンは良好な乳化状態を示した。
Test Example 5 (Addition to Pudding) 1.85 g of the product of the present invention (powder B) was added to 18.5 g of commercially available pudding base powder. Add 50ml of 80°C hot water and stir. This pudding showed good emulsification.

試験例6.(飲料への添加) 本発明品(粉末B)Igを市販の牛乳100m lに添
加したところ、良好な乳化状態を示した。−週間冷蔵後
も乳化状態に変化は認められなかった9[発明の効果] 本発明品の天然物だけからなるトコフェロール乳化組成
物は従来のものに比べて乳化安定性が優れており、かつ
抗酸化性にも優れている。さらに粉末化した場合でも粉
末状態が安定である(吸湿潮解しない)のみならず、ト
コフェロールも安定である。
Test example 6. (Addition to Beverages) When the product of the present invention (powder B) Ig was added to 100 ml of commercially available milk, it showed a good emulsification state. - No change was observed in the emulsion state even after being refrigerated for weeks9 [Effects of the invention] The tocopherol emulsion composition made only of natural products of the present invention has superior emulsion stability and anti-inflammatory properties compared to conventional ones. It also has excellent oxidizing properties. Furthermore, even when powdered, not only is the powder state stable (does not deliquesce upon moisture absorption), but the tocopherol is also stable.

4、図の簡単な説明 第1図は本発明品及び比較品等のあじのひらきに対する
抗酸化効果を示したものである。図中の口は無添加、・
は比較品添加、ムは本発明品添加の結果を示している。
4. Brief explanation of the figures Figure 1 shows the antioxidant effect of the present invention product and comparative product on horse mackerel open. The mouth in the figure is additive-free.
1 shows the results with the addition of the comparative product, and 2 shows the results with the addition of the invention product.

Claims (3)

【特許請求の範囲】[Claims] (1)トコフェロール1〜60重量%、5〜60%濃度
の澱粉糖質水溶液99〜40重量%を主成分として含む
トコフェロール乳化組成物
(1) Tocopherol emulsion composition containing 1 to 60% by weight of tocopherol and 99 to 40% by weight of an aqueous starch carbohydrate solution with a concentration of 5 to 60%.
(2)澱粉糖質がサイクロデキストリンを1〜30重量
%含有する高分子分岐デキストリンを主成分として含む
特許請求範囲第(1)項記載のトコフェロール乳化組成
(2) The tocopherol emulsion composition according to claim 1, wherein the starch carbohydrate contains as a main component a branched polymer dextrin containing 1 to 30% by weight of cyclodextrin.
(3)高分子分岐デキストリンがぶどう糖等量(D.E
.)1〜10である特許請求範囲第(2)項記載のトコ
フェロール乳化組成物
(3) Polymer branched dextrin contains glucose equivalent (D.E.
.. ) 1 to 10, the tocopherol emulsion composition according to claim (2).
JP62313234A 1987-12-11 1987-12-11 Tocopherol emulsion composition Expired - Fee Related JP2612178B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP62313234A JP2612178B2 (en) 1987-12-11 1987-12-11 Tocopherol emulsion composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP62313234A JP2612178B2 (en) 1987-12-11 1987-12-11 Tocopherol emulsion composition

Publications (2)

Publication Number Publication Date
JPH01157369A true JPH01157369A (en) 1989-06-20
JP2612178B2 JP2612178B2 (en) 1997-05-21

Family

ID=18038726

Family Applications (1)

Application Number Title Priority Date Filing Date
JP62313234A Expired - Fee Related JP2612178B2 (en) 1987-12-11 1987-12-11 Tocopherol emulsion composition

Country Status (1)

Country Link
JP (1) JP2612178B2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003238402A (en) * 2002-01-10 2003-08-27 Wacker Chemie Gmbh COMPLEX OF beta- OR gamma-CYCLODEXTRIN AND alpha-TOCOPHEROL AND METHOD FOR PRODUCING THE SAME AND COSMETIC CONTAINING THE SAME
JP2019154256A (en) * 2018-03-08 2019-09-19 三菱ケミカルフーズ株式会社 Egg processed food, method for producing egg processed food, and method for suppressing photofading of egg processed food

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JPS6121184A (en) * 1984-07-10 1986-01-29 Mitsubishi Electric Corp Preparation of water-soluble anstioxidant
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JP2019154256A (en) * 2018-03-08 2019-09-19 三菱ケミカルフーズ株式会社 Egg processed food, method for producing egg processed food, and method for suppressing photofading of egg processed food

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