JP2612178B2 - Tocopherol emulsion composition - Google Patents

Tocopherol emulsion composition

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Publication number
JP2612178B2
JP2612178B2 JP62313234A JP31323487A JP2612178B2 JP 2612178 B2 JP2612178 B2 JP 2612178B2 JP 62313234 A JP62313234 A JP 62313234A JP 31323487 A JP31323487 A JP 31323487A JP 2612178 B2 JP2612178 B2 JP 2612178B2
Authority
JP
Japan
Prior art keywords
tocopherol
product
present
powder
cyclodextrin
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 - Fee Related
Application number
JP62313234A
Other languages
Japanese (ja)
Other versions
JPH01157369A (en
Inventor
卓 中村
悦子 深野
俊幸 溝口
紀幸 及川
一寛 風間
正弘 徳田
Original Assignee
株式会社ホーネンコーポレーション
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.)
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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)

Description

【発明の詳細な説明】 [産業上の利用分野] 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。
Description: TECHNICAL FIELD The present invention relates to an emulsified composition containing tocopherol. More specifically, the present invention provides a tocopherol emulsion composition which is stable and excellent in antioxidant properties when tocopherol is used in the field of food.

[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乳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] Conventionally, tocopherol has been used for the purpose of fortifying food or preventing oxidation. Since tocopherol is fat-soluble, it is added as an emulsified composition in the case of an aqueous food. As the tocopherol-containing emulsion or powder thereof, there are commercially available products obtained by adding natural gum or dextrin 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。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
岐デキストリンの効果は知られていない。
On the other hand, cyclodextrin has a cyclic structure, and it is known that various substances are embraced therein. It is also well known that cyclodextrin embraces tocopherol. However, the effects of cyclodextrin and polymer-branched dextrin 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。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。
[Problems to be Solved by the Invention] However, emulsions consisting only of natural substances such as natural gums and dextrins have insufficient emulsion stability. Furthermore, tocopherol is easily oxidized by oxygen in the air, and the antioxidant power of conventional commercial products is inferior to that of synthetic antioxidants (for example, butylhydroxyanisole and the like).

[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。
[Object of the Invention] Accordingly, an object of the present invention is to provide a tocopherol emulsified composition comprising only natural products and having excellent emulsion stability and antioxidant properties.

[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。
[Means for Solving the Problems] As a result of intensive studies, the present inventors have found that a tocopherol emulsion composition having excellent emulsion stability and antioxidant properties due to a synergistic effect of cyclodextrin, which is a natural product, and polymer-branched dextrin. Were obtained, and the present invention was completed.

以下本発明について具体的に説明する。 Hereinafter, the present invention will be described specifically.

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。特に栄養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。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重量%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, as the tocopherol, a commercially available product such as a pure product or a product obtained by diluting the product with a fat or oil can be used as appropriate. Especially when used in nutritional physiological sense, those containing α-tocopherol as a main component, and when used in antioxidant, γ or δ
-It is preferable to use one containing tocopherol as a main component. Furthermore, a natural product (L-ascorbic acid, gallic acid, etc.) having a synergistic effect on the antioxidation of tocopherol may be appropriately added. The amount of tocopherol 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。水溶液としたときのサイ
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。分解が進みぶどう糖当量(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, a general commercial product such as a pure product or a mixture is appropriately used. The cyclodextrin concentration in an aqueous solution is preferably from 1 to 18%. Even when used at a concentration of 18% or more, the emulsion stability is not improved. As dextrin, waxy starch lightly liquefied with amylase or acid, that is, a polymer-branched dextrin is used. If the decomposition proceeds and the glucose equivalent (DE) is 10 or more, the emulsion stability due to the synergistic effect with cyclodextrin cannot be recognized. The sugar concentration of the aqueous solution is 5-60%
Use within the range. Dissolution becomes difficult at 60% or more, and 5%
Below, the emulsion stability is not sufficient.

乳化は所定の構成成分が均一に混合される方法でよ
い。例えば、高速攪拌機、ホモジナイザー等を用いる。
The emulsification may be a method in which predetermined components are uniformly mixed. For example, a high-speed stirrer, a homogenizer, or the like is 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、スティク状等)、粉末状等、
いずれの形態でもよい。
The form of the tocopherol emulsified composition of the present invention may be liquid, solid (granular, granular, sticky, etc.), powdery, etc.
Either form may be used.

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。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。
Solidification or pulverization of the emulsion composition may be performed by a usual method, for example, a hot air drier, a freeze drier, a spray drier or the like. The solidified or powdered product may be used for the same purpose as the liquid emulsified composition.

次ぎに本発明の実施例を示すが、本発明はこれにより
限定されるものではない。
Next, examples of the present invention will be described, 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%含有するD.
E.2の高分子分岐デキストリン(豊年製油製 APDEX C1
0)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0.5
1,1.32,56.57,39.14%)500gを添加しながら、ホモジナ
イザーで乳化し、液状のトコフェロール乳化組成物(本
発明品(A))を得た。さらにこの乳化組成物の一部を
スプレードライヤーで粉末化して粉末状のトコフェロー
ル乳化組成物(本発明品(粉末A))を得た。
Example 1. D. containing 10% of cyclodextrin in 3.15 kg of water.
E.2 polymer branched dextrin (APDEX C1
0) After dissolving 1.35 kg, natural tocopherol (α, β, γ, δ-tocopherol concentration of 0.5
The mixture was emulsified with a homogenizer while adding 500 g of 1,1.32,56.57,39.14%) to obtain a liquid tocopherol emulsified composition (product (A) of the present invention). Further, a part of this emulsified composition was pulverized with a spray dryer to obtain a powdered tocopherol emulsified composition (product of the present invention (powder A)).

実施例2. α−トコフェロールリッチの天然トコフェロール(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D.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
粉末化した(本発明品(粉末B))。
Example 2 α-tocopherol-rich natural tocopherol (ET-840, manufactured by Hosei Oil Co., Ltd.) was added and emulsified to an aqueous solution of DE2 polymer-branched dextrin containing 10% of cyclodextrin in the same manner as in Example 1, and then spray-dried. (Product of the present invention (powder B)).

比較例1. 実施例1で使用したサイクロデキストリンを10%含有
するD.E.2の高分子分岐デキストリン水溶液の代わり
に、D.E.11のデキストリン1.125kgとアラビアガム0.225
kgとキサンタンガム3.6g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化し
た(比較品(a))。さらに、この乳化組成物の一部を
実施例1と同様に粉末化した(比較品(粉末a))。
Comparative Example 1. Instead of the aqueous solution of DE2 containing 10% cyclodextrin and a branched aqueous dextrin solution used in Example 1, 1.125 kg of dextrin of DE11 and 0.225 of gum arabic were used.
Tocopherol was emulsified in the same manner as in Example 1 except for using 4.5 kg of an aqueous solution in which kg and 3.6 g of xanthan gum were dissolved (comparative product (a)). Further, 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)と比較品(a)を室温あるいは冷蔵庫
中で1カ月間放置した。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)は完全に乳化
状態を維持した。
Test Example 1. (Emulsion stability) The product of the present invention (A) and the comparative product (a) were allowed to stand at room temperature or in a refrigerator for one month. In each case, in (a), tocopherol was partially separated from the upper portion, but (A) completely maintained an emulsified state.

一方、:実施例1で用いたサイクロデキストリン含
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重量%、:アラビアガム
30重量%、: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37g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、ウルトラニスパイ
ザー(ヤマト科学製)12000rpm,2分間で乳化して5種の
乳化組成物を得た。これらを5000rpmで1分間遠心し
た。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。
On the other hand: 30% by weight of the cyclodextrin-containing polymer-branched dextrin used in Example 1; 30% by weight of a polymer-branched dextrin of DE2 (APDEX 50 manufactured by Hosei Oil)
: Cyclodextrin 3% by weight,: gum arabic
30% by weight, 1% by weight of ascorbic acid was added to each, and 4 g of the natural tocopherol used in Example 1 was added at 50 ° C. to 37 g of each aqueous solution, and then Ultrani Spizer (Yamato Scientific) 12000 rpm, Emulsification was performed for 2 minutes to obtain five types of emulsified compositions. These were centrifuged at 5000 rpm for 1 minute. Table 1 shows the ratio of the remaining emulsified layer to the whole and the ratio of the separated tocopherol layer and aqueous layer to the added amount.

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。
As is clear from these results, it can be said that the emulsified composition of the present invention is excellent in emulsification stability.

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、蛍光灯下室温で1カ月放
置した。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)では変化しなかった。
Test Example 2 (Stability of Tocopherol in Powder) 15 g each of the product of the present invention (powder A) and the comparative product (powder a) were placed in a transparent plastic bag, sealed, and allowed to stand at room temperature under a fluorescent lamp for one month. The surface of the comparative product (powder a) turned red-brown, but did not change in the present invention product (powder A).

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%のデシケーター
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。
Test Example 3 (Powder Resistance to Hygroscopic Deliquescing) 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 allowed to stand in a desiccator at a temperature of 20 ° C. and a relative humidity of 81% for one week. The comparative product (powder a) was deliquescinated 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1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時間浸漬後冷風乾燥した。同様に食塩水
のみでも行った。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&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。結
果を第1図に示した。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) 10 g of each of the product of the present invention (powder A) and the comparative product (powder a) were dispersed in 1 liter of 10% saline each, and after immersing the solution in these solutions for 1 hour. Dry with cold air. Similarly, the test was performed using only saline. After standing in a room light for a predetermined period shown in FIG. 1, the peroxide value of the extracted lipid was measured. The extraction of lipids was carried out by the usual chloroform & methanol method, and the measurement of the peroxide value was carried out according to the standard fat and oil analysis method (2.4.12-71). The results are shown in FIG. The results show that the product of the present invention 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℃の湯を50ml加え攪拌した。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 commercially available as a raw purine powder 18.
Added to 5g. Further, 50 ml of 80 ° C. water was added and stirred. This pudding showed a good emulsified state.

試験例6.(飲料への添加) 本発明品(粉末B)1gを市販の牛乳100mlに添加した
ところ、良好な乳化状態を示した。一週間冷蔵後も乳化
状態に変化は認められなかった。
Test Example 6 (Addition to Beverage) When 1 g of the product of the present invention (powder B) was added to 100 ml of commercially available milk, a good emulsified state was exhibited. No change was observed in the emulsified state even after refrigeration for one week.

[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。
[Effects of the Invention] The tocopherol emulsified composition comprising only the natural product of the present invention has excellent emulsification stability and excellent antioxidant properties as compared with conventional ones. Furthermore, even when powdered, the powder state is not only stable (does not absorb moisture),
Tocopherol is also stable.

【図面の簡単な説明】[Brief description of the drawings]

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□は無添加、●
は比較品添加、▲は本発明品添加の結果を示している。
FIG. 1 shows the antioxidant effect of the product of the present invention and the comparative product on the opening of horse mackerel. □ in the figure is not added, ●
Indicates the result of addition of the comparative product, and ▲ indicates the result of addition of the product of the present invention.

───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 昭61−21184(JP,A) 特開 昭61−212322(JP,A) 特開 昭56−154479(JP,A) 特開 昭62−281855(JP,A) ──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-61-21184 (JP, A) JP-A-61-212322 (JP, A) JP-A-56-154479 (JP, A) JP-A-62-21 281855 (JP, A)

Claims (1)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】トコフェロール1〜60重量%、サイクロデ
キストリンを1〜30重量%含有するぶどう糖当量(D.
E.)1〜10の高分子分岐デキストリンを主成分とする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。
A glucose equivalent containing 1 to 60% by weight of tocopherol and 1 to 30% by weight of cyclodextrin (D.
E.) 5 mainly composed of 1 to 10 polymer branched dextrins
A tocopherol emulsified composition containing 99 to 40% by weight of a starch saccharide aqueous solution having a concentration of 60% as a main component.
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 JPH01157369A (en) 1989-06-20
JP2612178B2 true 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)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10200657B4 (en) * 2002-01-10 2010-12-09 Wacker Chemie Ag 2: 1 complex of β- or γ-cyclodextrin and α-tocopherol
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

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56154479A (en) * 1980-04-30 1981-11-30 Toyama Chem Co Ltd Clathrate composition consisting of vitamin e and cyclodextrin and its preparation
JPS6121184A (en) * 1984-07-10 1986-01-29 Mitsubishi Electric Corp Preparation of water-soluble anstioxidant
JPS61212322A (en) * 1985-03-18 1986-09-20 Fuji Seito Kk Water dissolvable medical preparation of fat-soluble substance
JPS62281855A (en) * 1986-05-29 1987-12-07 Daikin Ind Ltd Clathrate compound containing vitamin, vitamin derivative or hormone

Also Published As

Publication number Publication date
JPH01157369A (en) 1989-06-20

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