JPH02102290A - Solubilized tocopherol - Google Patents
Solubilized tocopherolInfo
- Publication number
- JPH02102290A JPH02102290A JP25319588A JP25319588A JPH02102290A JP H02102290 A JPH02102290 A JP H02102290A JP 25319588 A JP25319588 A JP 25319588A JP 25319588 A JP25319588 A JP 25319588A JP H02102290 A JPH02102290 A JP H02102290A
- Authority
- JP
- Japan
- Prior art keywords
- tocopherol
- solubilized
- lecithin
- weight
- water
- 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
Links
- 229930003799 tocopherol Natural products 0.000 title claims abstract description 36
- 239000011732 tocopherol Substances 0.000 title claims abstract description 36
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 title claims abstract description 33
- 229960001295 tocopherol Drugs 0.000 title claims abstract description 33
- 235000010384 tocopherol Nutrition 0.000 title claims abstract description 33
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 title claims abstract description 32
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims abstract description 16
- 239000000787 lecithin Substances 0.000 claims abstract description 16
- 235000010445 lecithin Nutrition 0.000 claims abstract description 16
- 229940067606 lecithin Drugs 0.000 claims abstract description 16
- 150000001720 carbohydrates Chemical class 0.000 claims description 4
- 230000003381 solubilizing effect Effects 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 12
- 235000013305 food Nutrition 0.000 abstract description 7
- 238000005063 solubilization Methods 0.000 abstract description 7
- 230000007928 solubilization Effects 0.000 abstract description 7
- 235000000346 sugar Nutrition 0.000 abstract description 7
- 229930006000 Sucrose Natural products 0.000 abstract description 3
- 239000000796 flavoring agent Substances 0.000 abstract description 3
- 235000019634 flavors Nutrition 0.000 abstract description 3
- 150000002772 monosaccharides Chemical class 0.000 abstract description 3
- 239000005720 sucrose Substances 0.000 abstract description 3
- PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 abstract description 2
- JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 abstract description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 abstract description 2
- 229920001542 oligosaccharide Polymers 0.000 abstract description 2
- 150000002482 oligosaccharides Chemical class 0.000 abstract description 2
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 abstract description 2
- 150000008104 phosphatidylethanolamines Chemical class 0.000 abstract description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- -1 fatty acid ester Chemical class 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- 235000006708 antioxidants Nutrition 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000008163 sugars Chemical class 0.000 description 3
- 235000019149 tocopherols Nutrition 0.000 description 3
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 150000004043 trisaccharides Chemical class 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- IMQLKJBTEOYOSI-GPIVLXJGSA-N Inositol-hexakisphosphate Chemical compound OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O IMQLKJBTEOYOSI-GPIVLXJGSA-N 0.000 description 1
- IMQLKJBTEOYOSI-UHFFFAOYSA-N Phytic acid Natural products OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O IMQLKJBTEOYOSI-UHFFFAOYSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003889 eye drop Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920001206 natural gum Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000003905 phosphatidylinositols Chemical class 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 235000002949 phytic acid Nutrition 0.000 description 1
- 239000000467 phytic acid Substances 0.000 description 1
- 229940068041 phytic acid Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- 235000017709 saponins Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 150000003611 tocopherol derivatives Chemical class 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
Landscapes
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Abstract
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水溶性媒体に可溶化した透明
で安定かつ低粘度のトコフェロール可溶化物に関し、特
に食品に適するトコフェロール可溶化物に関するもので
ある。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a transparent, stable and low-viscosity tocopherol solubilized product in which tocopherol is solubilized in an aqueous medium, and in particular to a tocopherol solubilized product suitable for foods. be.
トコフェロールは安全性、物性、効果の点で優れた抗酸
化物質であり、特に食品用抗酸化剤として最も広く用い
られている。Tocopherol is an antioxidant substance with excellent safety, physical properties, and effectiveness, and is most widely used as an antioxidant for foods.
ところが、トコフェロールは油溶性であるため、多水分
系の対象物に添加するためには、Ｏ／Ｗ（水中油）型に
乳化する必要がある。However, since tocopherol is oil-soluble, it is necessary to emulsify it into an O/W (oil-in-water) type in order to add it to a polyhydric object.
トコフェロールのＯ／Ｗ型乳化について特開昭６２−１
０６０１８号公報には、トコフェロールに脂肪酸エステ
ルを含有させた点眼剤等の水性製剤が開示されている。On O/W type emulsification of tocopherol JP-A-62-1
Publication No. 06018 discloses an aqueous preparation such as an eye drop containing tocopherol and a fatty acid ester.
また特開昭６２−１１１６７６号公報には、トコフェロ
ールとフィチン酸とを含有し、天然ガム質を乳化安定剤
に用いたＯ／Ｗ型の乳液状の酸化防止剤が開示されてい
る。Further, JP-A-62-111676 discloses an O/W type emulsion antioxidant containing tocopherol and phytic acid and using natural gum as an emulsion stabilizer.
ところが、上記従来の技術には、流動性などの物性が不
適当であったり、乳化安定性が劣るなどの問題点がある
。However, the above-mentioned conventional techniques have problems such as inadequate physical properties such as fluidity and poor emulsion stability.
本発明の目的は、上記のような従来品の問題点を解決し
、透明で安定かつ低粘度の可溶化物で、水への分散性に
優れたトコフェロール可溶化物を提供することである。An object of the present invention is to solve the problems of conventional products as described above, and to provide a tocopherol solubilized product that is transparent, stable, and low in viscosity, and has excellent dispersibility in water.
本発明は、トコフェロール１〜５０重量％、糖類１〜９
０重量％、およびレシチン０．１〜３０重量％を混合し
て可溶化したことを特徴とするトコフェロ−ル可溶化物
である。The present invention contains 1 to 50% by weight of tocopherol, 1 to 9 saccharides,
This tocopherol solubilized product is characterized by being solubilized by mixing 0% by weight of tocopherol and 0.1 to 30% by weight of lecithin.
本発明で用いるトコフェロールとしては、α、β、γ、
δのいずれの型のトコフェロールも使用できるが、天然
濃縮トコフェロール、およびこれを油脂で希釈したもの
が好ましい。これらのトコフェロールはいずれも市販さ
れており、市販品をそのまま単独で、あるいは適宜組合
わせて用いることができる。トコフェロールの配合量と
しては、全体の１〜５０重量％、好ましくは５〜４０重
量％とするのが好ましい。１重量％未満では、トコフェ
ロールの効果を発揮することが難しくなり、５０重量％
を超えると可溶化が困難となる。The tocopherols used in the present invention include α, β, γ,
Although any form of tocopherol δ can be used, naturally concentrated tocopherols and those diluted with fats and oils are preferred. All of these tocopherols are commercially available, and commercially available products can be used alone or in appropriate combinations. The amount of tocopherol to be blended is preferably 1 to 50% by weight, preferably 5 to 40% by weight. If it is less than 1% by weight, it will be difficult to exert the effect of tocopherol, and if it is less than 50% by weight,
If the amount exceeds 100%, solubilization becomes difficult.
本発明で用いる糖類としては、糖アルコール、単糖類、
三糖類、三糖類、転化糖など、またはその水溶液を単独
で、あるいは適宜組合わせて用いることができるが、シ
ュークロースなどの単糖類またはオリゴ糖類が好ましい
。また、水溶液として用いる場合の糖類の濃度は高い程
良い。糖類の配合量は１−〜９０重量％、好ましくは１
０〜８０重量％とする。１重量％未満では可溶化ができ
ず、９０重量％を超えると逆に可溶化を抑制する。The saccharides used in the present invention include sugar alcohols, monosaccharides,
Trisaccharides, trisaccharides, invert sugars, etc., or aqueous solutions thereof can be used alone or in appropriate combinations, but monosaccharides or oligosaccharides such as sucrose are preferred. Furthermore, when used as an aqueous solution, the higher the concentration of saccharides, the better. The amount of sugar added is 1-90% by weight, preferably 1% by weight.
0 to 80% by weight. If it is less than 1% by weight, solubilization cannot be achieved, and if it exceeds 90% by weight, solubilization is inhibited.
本発明で用いるレシチンとしては、ホスファチジルコリ
ン、ホスファチジルエタノールアミン、ホスファチジル
イノシトール、ホスファチジン酸、Ｎ−アシルホスファ
チジルエタノールアミンなどを単独で、また適宜組合わ
せて用いることができる。As the lecithin used in the present invention, phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol, phosphatidic acid, N-acylphosphatidylethanolamine, etc. can be used alone or in appropriate combinations.
また上記のレシチンを酵素処理したリゾ型（モノアシル
リン脂質）レシチンなども使用可能である。Furthermore, lyso-type (monoacyl phospholipid) lecithin obtained by enzymatically treating the above-mentioned lecithin can also be used.
レシチンの配合量は０．１〜３０重量％、好ましくは１
〜２０重量％である。０．１重量％未満では可溶化が困
難であり、３０重量％を超える場合はコスト的に不利で
ある。The amount of lecithin blended is 0.1 to 30% by weight, preferably 1
~20% by weight. If it is less than 0.1% by weight, it is difficult to solubilize, and if it exceeds 30% by weight, it is disadvantageous in terms of cost.
本発明ではレシチンと他の乳化剤を併用することができ
、この場合レシチンの配合量は他の乳化剤の使用により
低減することができる。In the present invention, lecithin and other emulsifiers can be used together, and in this case, the amount of lecithin blended can be reduced by using the other emulsifier.
本発明で用いることが可能なレシチン以外の乳化剤とし
ては、グリセリン脂肪酸エステル、ショ糖脂肪酸エステ
ル、ソルビタン脂肪酸エステル、プロピレングリコール
脂肪酸エステル、ポリグリセリン脂肪酸エステル、サポ
ニン類などがある。Examples of emulsifiers other than lecithin that can be used in the present invention include glycerin fatty acid esters, sucrose fatty acid esters, sorbitan fatty acid esters, propylene glycol fatty acid esters, polyglycerin fatty acid esters, and saponins.
これらの乳化剤の配合量はレシチンとの合計量で０．１
〜３０重量％である。The combined amount of these emulsifiers is 0.1 in total with lecithin.
~30% by weight.
本発明のトコフェロール可溶化物には、可溶化を妨げな
い範囲で、有機酸、アミノ酸等の他の添加剤を配合する
ことができる。また本発明のトコフェロール可溶化物に
は水が含まれていても含まれていなくてもよく、いずれ
の場合も水に対する分散性は良好である。The tocopherol solubilized product of the present invention may contain other additives such as organic acids and amino acids within a range that does not interfere with solubilization. Further, the tocopherol solubilized product of the present invention may or may not contain water, and in either case, the dispersibility in water is good.
本発明のトコフェロール可溶化物は、上記各成分、なら
びに必要により配合される他の添加剤を混合して可溶化
したものである。調製法としては。The tocopherol solubilized product of the present invention is obtained by mixing and solubilizing the above-mentioned components as well as other additives added as necessary. As for the preparation method.
トコフェロール中に油溶性レシチン、その他の油溶性成
分を溶解し、一方糖類水溶液中、または糖類を５０〜７
０’Ｃに加温して粘度を下げた液状物中に水溶性レシチ
ン、その他の水溶性成分を溶解し、両者を混合すれば、
可溶化が起こる。混合には高速攪拌機、ホモジナイザー
などを用いることができる。Oil-soluble lecithin and other oil-soluble components are dissolved in tocopherol, while sugars are dissolved in an aqueous solution of 50 to 7
If water-soluble lecithin and other water-soluble components are dissolved in a liquid material whose viscosity has been lowered by heating to 0'C, and the two are mixed,
Solubilization occurs. A high speed stirrer, a homogenizer, etc. can be used for mixing.
こうして得られたトコフェロール可溶化物は、白濁状の
乳化物とは異なり、トコフェロールが水溶性媒体中に安
定に可溶化して透明で低粘度の可溶化物となっており、
水に対する分散性が良好で、多水分系の食品等に任意の
割合で均一に混合することができる。このため食品、飼
料その他の用途に、抗酸化剤、ビタミン剤などとして用
いることができる。The tocopherol solubilized product thus obtained differs from a cloudy white emulsion in that tocopherol is stably solubilized in an aqueous medium, resulting in a transparent and low-viscosity solubilized product.
It has good dispersibility in water and can be uniformly mixed into high-moisture foods in any proportion. Therefore, it can be used as an antioxidant, vitamin agent, etc. in foods, feeds, and other uses.
本発明のトコフェロール可溶化物は糖類およびレシチン
を用いることにより、非常に安定で、かつ低粘度の状態
に可溶化することができ、このため水への分散性も優れ
ており、食品などの風味を害することがないなどの効果
がある。By using sugars and lecithin, the tocopherol solubilized product of the present invention can be solubilized into a very stable and low viscosity state, and therefore has excellent dispersibility in water, and has a flavor that can be used in foods. It has the effect of not harming the
次に実施例および比較例により本発明を説明する。 Next, the present invention will be explained with reference to Examples and Comparative Examples.
実施例１〜３、比較例１〜３
第１表に示す配合割合の原料を用いて、ホモジナイザー
により前記調製法に基づいて可溶化物を調製し、これを
ガラス製メスシリンダーに入れて６０℃中で１０日間保
存し、可溶化状態および粘度を比較した。なお、粘度は
調製直後に２０℃にて、東京計器株式会社製Ｂ型粘度計
により測定した。結果を第１表に示した。Examples 1 to 3, Comparative Examples 1 to 3 Using the raw materials in the proportions shown in Table 1, a solubilized product was prepared using a homogenizer according to the above-mentioned preparation method, and the mixture was placed in a glass graduated cylinder and heated at 60°C. The solubilized state and viscosity were compared. The viscosity was measured immediately after preparation at 20° C. using a B-type viscometer manufactured by Tokyo Keiki Co., Ltd. The results are shown in Table 1.
第１表の可溶化状態の観察結果および粘度の測定結果か
ら明らかなように、本発明により、トコフェロールは完
全に可溶化でき、また粘度が低いため、流動性が優れて
いることがわかる。As is clear from the observation results of the solubilized state and the measurement results of viscosity shown in Table 1, tocopherol can be completely solubilized according to the present invention, and since the viscosity is low, the fluidity is excellent.
次に上記により調製した可溶化物について、水への分散
性を調べるため、それぞれ２０℃の水に１重量％添加し
、１０分間ミキサーで強く撹拌したところ、実施例１〜
３については完全に分散して水に可溶化した。これに対
し、比較例１〜３については、トコフェロールが浮上分
離した。Next, in order to examine the dispersibility in water of the solubilized products prepared above, 1% by weight of each was added to water at 20°C and strongly stirred with a mixer for 10 minutes.
Regarding No. 3, it was completely dispersed and solubilized in water. On the other hand, in Comparative Examples 1 to 3, tocopherol was floated and separated.
以上の結果より、本発明の可溶化物は水への分散性が優
れていることがわかる。From the above results, it can be seen that the solubilized product of the present invention has excellent dispersibility in water.
Claims (1)
量％、およびレシチン０．１〜３０重量％を混合して可
溶化したことを特徴とするトコフェロール可溶化物。(1) A solubilized tocopherol, which is obtained by mixing and solubilizing 1 to 50% by weight of tocopherol, 1 to 90% by weight of saccharides, and 0.1 to 30% by weight of lecithin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25319588A JPH02102290A (en) | 1988-10-07 | 1988-10-07 | Solubilized tocopherol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25319588A JPH02102290A (en) | 1988-10-07 | 1988-10-07 | Solubilized tocopherol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02102290A true JPH02102290A (en) | 1990-04-13 |
Family
ID=17247876
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP25319588A Pending JPH02102290A (en) | 1988-10-07 | 1988-10-07 | Solubilized tocopherol |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02102290A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5322731A (en) * | 1993-03-09 | 1994-06-21 | Minnesota Mining And Manufacturing Company | Adhesive beads |
| EP1013265A2 (en) * | 1998-12-22 | 2000-06-28 | DIANORM G. Maierhofer GmbH | Skin care dispersion composition |
| WO2003026565A3 (en) * | 2001-09-24 | 2003-11-20 | Yanming Wang | Composition and treatment method for brain and spinal cord injuries |
-
1988
- 1988-10-07 JP JP25319588A patent/JPH02102290A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5322731A (en) * | 1993-03-09 | 1994-06-21 | Minnesota Mining And Manufacturing Company | Adhesive beads |
| US5536786A (en) * | 1993-03-09 | 1996-07-16 | Minnesota Mining And Manufacturing Company | Adhesive beads |
| US5625006A (en) * | 1993-03-09 | 1997-04-29 | Minnesota Mining And Manufacturing Company | Adhesive beads |
| EP1013265A2 (en) * | 1998-12-22 | 2000-06-28 | DIANORM G. Maierhofer GmbH | Skin care dispersion composition |
| EP1013265A3 (en) * | 1998-12-22 | 2001-07-04 | DIANORM G. Maierhofer GmbH | Skin care dispersion composition |
| WO2003026565A3 (en) * | 2001-09-24 | 2003-11-20 | Yanming Wang | Composition and treatment method for brain and spinal cord injuries |
| US6683066B2 (en) * | 2001-09-24 | 2004-01-27 | Yanming Wang | Composition and treatment method for brain and spinal cord injuries |
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