JP2010213575A - Emulsified composition produced using modified sugar beet pectin, and method for producing the same - Google Patents

Emulsified composition produced using modified sugar beet pectin, and method for producing the same Download PDF

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JP2010213575A
JP2010213575A JP2009060327A JP2009060327A JP2010213575A JP 2010213575 A JP2010213575 A JP 2010213575A JP 2009060327 A JP2009060327 A JP 2009060327A JP 2009060327 A JP2009060327 A JP 2009060327A JP 2010213575 A JP2010213575 A JP 2010213575A
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sugar beet
beet pectin
specific gravity
emulsified composition
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JP5260365B2 (en
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Takahiro Funemi
孝博 船見
Makoto Chuma
誠 中馬
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San Ei Gen FFI Inc
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Abstract

<P>PROBLEM TO BE SOLVED: To provide an emulsified composition having stable quality for a long period even in the case of not containing a chemically synthesized specific gravity-adjusting agent in the constituent. <P>SOLUTION: The emulsified composition containing modified sugar beet pectin, terpene, fatty acid triglyceride and water is prepared. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

本発明は改質されたシュガービートペクチンを用いて調製された乳化組成物及びその製造方法に関する。   The present invention relates to an emulsion composition prepared using a modified sugar beet pectin and a method for producing the same.

非アルコール飲料の中で、コーラ飲料、果汁飲料及びレモネード等は、今日、消費者市場において際だった位置を占めている。これらの飲料は、多くの場合に、脂溶性ビタミンやDHAなどの栄養成分、色素成分、香料等を加えて製造される。これらの脂溶性成分は、リモネンなどに代表されるテルペンや食用油脂等の脂溶性媒体に溶解した状態で存在する。これらを主に親水性の高い成分からなる飲料に均一に分散させる為には、乳化剤などを用いて、あらかじめ乳化しておく必要がある。   Among non-alcoholic drinks, cola drinks, fruit juice drinks, lemonades and the like occupy prominent positions in the consumer market today. In many cases, these beverages are produced by adding nutritional components such as fat-soluble vitamins and DHA, pigment components, and fragrances. These fat-soluble components exist in a state of being dissolved in a fat-soluble medium such as terpene typified by limonene or the like and edible fats and oils. In order to uniformly disperse these in beverages mainly composed of highly hydrophilic components, it is necessary to pre-emulsify them using an emulsifier or the like.

しかし実際上は、単にテルペンや脂溶性媒体を乳化させるだけでは貯蔵安定性の高い飲料を作ることはできない。なぜならば、これらの乳化組成物(以後、「飲料用乳化組成物」と記する)の比重は、例えばテルペンを使用した場合には通常0.9g/ml以下であり、飲料の水相の比重(通常:1.0g/ml以上)とはかなり異なるからである。飲料用乳化組成物は、その比較的低い比重のために、たとえ微細に分散されたとしても液表面上に浮遊物を生じる傾向があり(クリーミング)、更には浮遊物の量が多くなると、瓶の首の部分にリング状の付着物、すなわち“ネックリング”を形成する場合もある。このような付着物は外観を損ねるばかりではなく、飲料の風味を変化させ商品価値を低下させる原因となる。   However, in practice, it is not possible to produce a beverage with high storage stability simply by emulsifying a terpene or a fat-soluble medium. This is because the specific gravity of these emulsified compositions (hereinafter referred to as “emulsion composition for beverages”) is usually 0.9 g / ml or less when terpenes are used, for example, and the specific gravity of the water phase of the beverage (Normal: 1.0 g / ml or more) is quite different. Due to its relatively low specific gravity, beverage emulsified compositions tend to produce suspended matter on the surface of the liquid (creaming) even when finely dispersed (if creamed), and when the amount of suspended matter increases, In some cases, a ring-shaped deposit, ie, a “neck ring”, is formed on the neck portion. Such deposits not only impair the appearance, but also change the flavor of the beverage and reduce the commercial value.

このような浮遊物や付着物の生成を避けるために比重調整剤が使用される。比重調整剤は油溶性であり、テルペンなどの親油性の基材と混和性が高くなければならない。この比重調整剤が油滴の比重を飲料の水相の比重に近づけ、飲料中で油相が浮遊物化するのを防ぎ、より長い貯蔵期間にわたって品質の安定した飲料製品を得ることができる。一般的に比重調整剤は、油相との混和性の他に、エマルション安定化効果が発揮され得るように飲料の水相よりも高い比重が要求され、臭素化された食用油、ダマーガム、エステルガム、ショ糖酢酸イソ酪酸エステル(SAIB)、などといった素材が使われることが多い(例えば特許文献1乃至4など)。   A specific gravity adjusting agent is used in order to avoid the formation of such suspended matters and deposits. Specific gravity modifiers are oil soluble and must be highly miscible with lipophilic substrates such as terpenes. This specific gravity adjusting agent brings the specific gravity of the oil droplets close to the specific gravity of the aqueous phase of the beverage, prevents the oil phase from becoming suspended in the beverage, and can obtain a beverage product with stable quality over a longer storage period. In general, the specific gravity adjuster is required to have a higher specific gravity than the water phase of the beverage so that the emulsion stabilization effect can be exerted in addition to the miscibility with the oil phase. Materials such as gum and sucrose acetate isobutyrate (SAIB) are often used (for example, Patent Documents 1 to 4).

臭素化された食用油は、比重が高いために工業用途では比重調整剤として極めて好適ではあるが、健康面の理由からは食品用途ではそれほど高く評価されず、一部の国において食品での使用が認められているに過ぎない。ダマー樹脂およびルートロジンのグリセロールエステルであるダマーガム、およびエステルガムや酢酸及びイソ酪酸でエステル化されたショ糖であるSAIBは簡単に合成することができ、脂肪酸酸化または他の酸化反応等を受けないという利点を持ち、多くの国で食品での使用が認められている。しかしながら、近年では天然嗜好の機運が世界的に高まっており、化学的に合成された比重調整剤の使用を忌避する傾向がある。比重調整剤等の化学的合成品を用いない乳化組成物および飲料は、それぞれ“クリーンラベルエマルション”および“クリーンラベル飲料”と呼ばれる。クリーンラベル製品に対する需要は特に欧州で高まっており、アジアや米国などでも今後需要が伸びてくると考えられる。   Brominated edible oils are highly suitable as specific gravity regulators in industrial applications due to their high specific gravity, but they are not highly evaluated in food applications for health reasons and are used in food in some countries. Is only allowed. Dumer gum, which is a glycerol ester of dumer resin and root rosin, and SAIB, which is esterified with sucrose esterified with acetic acid and isobutyric acid, can be easily synthesized and are not subject to fatty acid oxidation or other oxidation reactions, etc. It has advantages and is approved for use in food in many countries. However, in recent years, the momentum of natural taste has increased worldwide, and there is a tendency to avoid the use of chemically synthesized specific gravity regulators. Emulsified compositions and beverages that do not use chemically synthesized products such as specific gravity adjusters are called “clean label emulsions” and “clean label beverages”, respectively. Demand for clean label products is rising especially in Europe, and demand is expected to increase in Asia and the United States.

化学的に合成された比重調整剤を用いずに、飲料中で安定な乳化組成物を調製する方法としては、低比重のテルペン(比重約0.85g/ml)を比較的高比重である脂肪酸トリグリセリド(比重約0.94g/ml)と混合し、比重をできるだけ水に近づける(比重0.9g/ml以上)方法が挙げられる。しかし、この方法では、化学的に合成された比重調整剤を使った場合に比べて、油相と水相の比重差が大きく、飲料中でより安定な乳化組成物を製造するためには、化学的合成品以外で最適な乳化剤を選択することが必須となる。この場合は、少量でより多くの油相を包括できる乳化剤が求められる。すなわち、油相に吸着している乳化剤の割合が、水相に分散している乳化剤に比べて大きいものが望ましい。この理由としては、水相に分散している乳化剤は水相の比重を上昇させ、油相(油滴)表面に吸着している乳化剤は、油相の比重を上昇させるからである。また、テルペンを水相の比重にできるだけ近づけるためには、比較的大量の脂肪酸トリグリセリドが必要になることが多く、より多量の油相を微細化(微粒子化)する必要があり、この為にも乳化剤の油への吸着性が大きく影響する。   As a method of preparing a stable emulsion composition in a beverage without using a chemically synthesized specific gravity adjuster, a low specific gravity terpene (specific gravity of about 0.85 g / ml) is a fatty acid having a relatively high specific gravity. A method of mixing with triglyceride (specific gravity of about 0.94 g / ml) and bringing the specific gravity as close to water as possible (specific gravity of 0.9 g / ml or more) can be mentioned. However, in this method, the specific gravity difference between the oil phase and the water phase is larger than when a chemically synthesized specific gravity adjuster is used, and in order to produce a more stable emulsion composition in a beverage, It is essential to select an optimal emulsifier other than chemically synthesized products. In this case, an emulsifier that can include more oil phase in a small amount is required. That is, it is desirable that the proportion of the emulsifier adsorbed on the oil phase is larger than that of the emulsifier dispersed in the aqueous phase. This is because the emulsifier dispersed in the aqueous phase increases the specific gravity of the aqueous phase, and the emulsifier adsorbed on the surface of the oil phase (oil droplets) increases the specific gravity of the oil phase. Also, in order to make terpene as close as possible to the specific gravity of the aqueous phase, a relatively large amount of fatty acid triglyceride is often required, and a larger amount of oil phase needs to be refined (fine particles). The adsorptivity of emulsifiers to oil greatly affects.

テルペンを安定的に乳化することができる天然の乳化剤として、アラビアガムやガティガムなどの樹液から抽出される多糖類が最も一般的に用いられている。また、近年においては、安定供給の観点から、作物の茎、皮、根等から抽出される天然の多糖をも飲料用の乳化組成物の製造に用いる試みがなされており、特にサトウダイコン(Beta vulgaris LINNE var. rapa DUMORTIER)の根皮から抽出されるシュガービートペクチンは、乳化性に優れた多糖類として注目されている。 As natural emulsifiers capable of stably emulsifying terpenes, polysaccharides extracted from sap such as gum arabic and gati gum are most commonly used. Further, in recent years, stable in terms of supply, stem crops, skin, attempts have been made for use in the preparation of the emulsion composition for beverages natural polysaccharide extracted from the roots or the like, in particular sugar beet (Beta Sugar beet pectin extracted from the root bark of vulgaris LINNE var. rapa DUMORTIER is attracting attention as a polysaccharide with excellent emulsifiability.

シュガービートペクチンは、α−1,4グリコシド結合したD−ガラクツロン酸の主鎖と、主にアラビノース、ガラクトースやグルコース等の中性糖からなる側鎖、及び側鎖に結合したタンパクから構成されている。その平均分子量はシトラス由来の一般的なペクチンの約1.5〜3倍に相当する約40〜55万程度であり、またシトラス由来のペクチンよりも側鎖の割合が多いため、より球状に近い構造をしているものと推定される。さらに、シュガービートペクチンは、メチルエステル化度が50%以上、総エステル化度が85%以上であり、ハイメトキシル(HM)ペクチンに該当する。また、シュガービートペクチンは、タンパク様の成分やフェルラ酸といった疎水的な性質が強い成分を多く持ち、両親媒性的な性質が強く、非常に高い乳化性をもっている。   Sugar beet pectin is composed of α-1,4 glycoside-linked D-galacturonic acid main chain, side chains mainly composed of neutral sugars such as arabinose, galactose and glucose, and proteins bound to side chains. Yes. Its average molecular weight is about 40 to 550,000, which is equivalent to about 1.5 to 3 times that of general pectin derived from citrus, and has a higher proportion of side chains than citrus-derived pectin, so it is more spherical. Presumed to have a structure. Furthermore, sugar beet pectin has a methyl esterification degree of 50% or more and a total esterification degree of 85% or more, and corresponds to high methoxyl (HM) pectin. Sugar beet pectin has many hydrophobic components such as protein-like components and ferulic acid, strong amphipathic properties, and very high emulsifying properties.

実際、シュガービートペクチンは、アラビアガム、ガティガム、大豆多糖類など乳化性をもつことがよく知られている多糖類に比べても高い乳化力を持ち、より少ない添加量で小さな粒子径をもつエマルションを調製することができる。シュガービートペクチンが高い乳化性を持つ一因として、油相界面への吸着性の高さが挙げられる。例えば、15重量%の脂肪酸トリグリセリドを乳化し、乳化粒子径を1μm以下にするためにアラビアガムでは10%以上の添加が必要となるが、油相の界面に吸着している割合はそのうちの10%程度でしかない。一方、同量の油を乳化し、乳化粒子径を1μm以下にするために必要なシュガービートペクチンは2%以下であり、油相の界面に吸着している割合は25%以上と非常に高い。また、アラビアガムを用いて乳化した場合、油相の含有率が20重量%を超えると小さな粒子を作ることが難しくなるが、シュガービートペクチンは30重量%以上の油相含有率であっても微粒子化することができる。シュガービートペクチンのこれらの性質は、化学的に合成された比重調整剤を用いない乳化組成物の調製に非常に有効であることが予想される。   In fact, sugar beet pectin has higher emulsifying power than polysaccharides that are well known to have emulsifying properties such as gum arabic, gati gum, and soy polysaccharides, and has a small particle size with a smaller addition amount. Can be prepared. One reason why sugar beet pectin is highly emulsifiable is its high adsorptivity to the oil phase interface. For example, in order to emulsify 15% by weight of fatty acid triglyceride and make the emulsion particle size 1 μm or less, gum arabic requires addition of 10% or more, but the ratio adsorbed at the interface of the oil phase is 10% of that. It is only about%. On the other hand, the sugar beet pectin required to emulsify the same amount of oil and make the emulsion particle size 1 μm or less is 2% or less, and the ratio of adsorbed to the interface of the oil phase is 25% or more and very high. . In addition, when emulsified with gum arabic, it becomes difficult to make small particles when the oil phase content exceeds 20% by weight, but sugar beet pectin has an oil phase content of 30% by weight or more. Fine particles can be obtained. These properties of sugar beet pectin are expected to be very effective in preparing emulsified compositions that do not use chemically synthesized specific gravity modifiers.

特開昭62−289160号公報JP 62-289160 A 特開平7−98697号公報JP-A-7-98697 特開平11−178551号公報JP 11-178551 A 特開2002−112748号公報JP 2002-112748 A

上記問題に鑑み、本発明は、構成成分に化学的に合成された比重調整剤を含まない場合においても長期にわたって品質が安定な乳化組成物を製造することを目的とする。具体的には、本発明は、テルペンとそれに溶け込んだ脂溶性ビタミンやDHAなどの栄養成分、色素および/もしくは香料からなる油相を脂肪酸トリグリセリドのみで比重調整し、飲料や飲料濃縮物中でも長期間にわたって品質が安定な乳化組成物を調製することを目的とする。更に本発明は、こうして得られた乳化組成物の用途を提供することを目的とする。尚、本発明にかかる、化学的に合成された比重調整剤を積極的に使用せずに長期間にわたって品質が安定な乳化組成物を製造することは、先行文献等には開示されておらず、新規な技術である。   In view of the above problems, an object of the present invention is to produce an emulsified composition having a stable quality over a long period of time even when a specific gravity adjuster chemically synthesized is not included in the constituent components. Specifically, the present invention adjusts the specific gravity of an oil phase consisting of terpene and nutritional components such as fat-soluble vitamins and DHA, pigments and / or fragrances dissolved therein, only with fatty acid triglycerides, and can be used for a long time even in beverages and beverage concentrates. An object of the present invention is to prepare an emulsion composition having a stable quality. Furthermore, this invention aims at providing the use of the emulsion composition obtained in this way. It should be noted that the production of an emulsified composition having a stable quality over a long period of time without actively using a chemically synthesized specific gravity regulator according to the present invention is not disclosed in the prior literature. Is a new technology.

本発明者らは、サトウダイコン由来のシュガービートペクチンを特定条件下で加熱することによりその乳化作用が増強し、これを乳化剤として用いて、脂肪酸トリグリセリドのみで比重調製したテルペン油を乳化することにより、安定性に優れた乳化組成物が製造できることを発明した。   By heating sugar beet-derived sugar beet pectin under specific conditions, the present inventors have enhanced the emulsifying action, and using this as an emulsifier, emulsifying terpene oil prepared with a specific gravity using only fatty acid triglycerides. Invented that an emulsion composition excellent in stability can be produced.

本発明は、かかる知見に基づいて開発されたものであり、下記の態様を含むものである:
項1;
(A)加熱処理によって乳化活性が向上した改質シュガービートペクチン、(B)テルペン、(C)脂肪酸トリグリセリドおよび(D)水を含有することを特徴とする乳化組成物。
項2;
乳化組成物中の油相部の比重が0.89〜0.95g/mlの範囲に調整されている項1に記載の乳化組成物。
項3;
(C)脂肪酸トリグリセリドの比重が0.9〜0.97g/mlである項1及び2に記載の乳化組成物。
項4;
(B)テルペンがリモネンである、項1乃至3に記載の乳化組成物。
項5;
項1乃至4に記載の乳化組成物が含まれる飲料濃縮物。
項6;
項1乃至4に記載の乳化組成物および/又は項5に記載の飲料濃縮物を用いて製造される飲料。
項7;
(A)加熱処理によって乳化活性が向上した改質シュガービートペクチン、(B)テルペン、(C)脂肪酸トリグリセリドおよび(D)水を用いることを特徴とする乳化組成物の製造方法。
項8;
乳化組成物中の油相部の比重が0.89〜0.95g/mlの範囲に調整されている項7に記載の乳化組成物の製造方法。
項9;
(C)脂肪酸トリグリセリドの比重が0.9〜0.97g/mlである項7及び8に記載の乳化組成物の製造方法。
The present invention has been developed based on such findings, and includes the following aspects:
Item 1;
(A) A modified sugar beet pectin whose emulsifying activity has been improved by heat treatment, (B) a terpene, (C) a fatty acid triglyceride and (D) water.
Item 2;
Item 2. The emulsified composition according to item 1, wherein the specific gravity of the oil phase part in the emulsified composition is adjusted to a range of 0.89 to 0.95 g / ml.
Item 3;
(C) The emulsion composition of claim | item 1 and 2 whose specific gravity of a fatty-acid triglyceride is 0.9-0.97 g / ml.
Item 4;
Item (B) The emulsion composition according to Items 1 to 3, wherein the terpene is limonene.
Item 5;
Item 5. A beverage concentrate comprising the emulsified composition according to item 1 to 4.
Item 6;
Item 6. A beverage produced using the emulsion composition according to Item 1 to 4 and / or the beverage concentrate according to Item 5.
Item 7;
(A) Modified sugar beet pectin whose emulsifying activity has been improved by heat treatment, (B) terpene, (C) fatty acid triglyceride and (D) water, and a method for producing an emulsified composition.
Item 8;
Item 8. The method for producing an emulsion composition according to Item 7, wherein the specific gravity of the oil phase part in the emulsion composition is adjusted to a range of 0.89 to 0.95 g / ml.
Item 9;
(C) The manufacturing method of the emulsion composition of claim | item 7 and 8 whose specific gravity of fatty acid triglyceride is 0.9-0.97 g / ml.

以下に、本発明を詳細に説明する。   The present invention is described in detail below.

本発明の乳化組成物の調製方法は、加熱することによって乳化性が向上した改質シュガービートペクチンを乳化剤として用いることを特徴とする。   The method for preparing an emulsified composition of the present invention is characterized in that modified sugar beet pectin whose emulsifiability is improved by heating is used as an emulsifier.

(1)改質シュガービートペクチン
本発明で使用する改質シュガービートペクチンは、シュガービートペクチン(原料)を相対湿度20〜90%および50〜150℃の条件下、1分〜48時間加熱して得られる。また、シュガービートペクチンの含量が5〜40質量%である状態で水に分散させ、60〜100℃の条件下、1〜24時間加熱処理しても同様に高い乳化性を有する改質シュガービートペクチンが得られる。この改質シュガービートペクチンは、通常のシュガービートペクチンに比べて高い乳化活性および乳化安定性を有する。尚、本発明において「改質シュガービートペクチン」とは、上記の乳化活性および乳化安定性が改善されたシュガービートペクチン全てを含むものとする。
(1) Modified sugar beet pectin The modified sugar beet pectin used in the present invention is obtained by heating sugar beet pectin (raw material) for 1 minute to 48 hours under conditions of 20 to 90% relative humidity and 50 to 150 ° C. can get. Further, even if the sugar beet pectin content is 5 to 40% by mass, the modified sugar beet has the same high emulsifiability even when heat-treated at 60 to 100 ° C. for 1 to 24 hours. Pectin is obtained. This modified sugar beet pectin has higher emulsification activity and emulsification stability than ordinary sugar beet pectin. In the present invention, “modified sugar beet pectin” includes all sugar beet pectin with improved emulsifying activity and emulsion stability.

上記改質シュガービートペクチンの原料となるシュガービートペクチン(以下、本発明の改質シュガービートペクチンと区別する意味で、「シュガービートペクチン(原料)」ともいう)は、サトウダイコン(Beta vulgaris LINNE var. rapa DUMORTIER)から酸性条件下で抽出される天然の高分子多糖類であり、前述するように、α−1,4グリコシド結合したD−ガラクツロン酸の主鎖と、主にアラビノースやガラクトース等の中性糖からなる側鎖、及び側鎖に結合したタンパクから構成されている。また、柑橘系のペクチンよりも側鎖に結合したタンパク含有量が多いため、非常に高い乳化性を有することを特徴とする。さらに、シュガービートペクチン(原料)は、メチルエステル化度が50%以上、総エステル化度が85%以上であり、HMペクチンに該当する。 Sugar beet pectin (hereinafter referred to as “sugar beet pectin (raw material)” for the purpose of distinguishing from the modified sugar beet pectin of the present invention) as a raw material of the modified sugar beet pectin is sugar beet ( Beta vulgaris LINENE var). rapa DUMORTIER) is a natural high molecular weight polysaccharide extracted under acidic conditions, and as described above, α-1,4 glycoside-linked D-galacturonic acid main chain, mainly arabinose, galactose, etc. It is composed of side chains consisting of neutral sugars and proteins bound to the side chains. Moreover, since there is much protein content couple | bonded with the side chain rather than citrus type pectin, it has the very high emulsification property. Furthermore, sugar beet pectin (raw material) has a methyl esterification degree of 50% or more and a total esterification degree of 85% or more, and corresponds to HM pectin.

当該シュガービートペクチン(原料)は、一般には粉末状態で市販されており、誰でも商業的に入手することができる。商業的に入手可能な製品としては、例えばビストップD−2250(三栄源エフ・エフ・アイ株式会社製)を挙げることができる。その形態は、塊状物、玉状物、粗粉砕物、顆粒状、粒状、または粉末状(スプレードライ粉末品を含む)の形態の別を問わず、いずれの形態のものも本発明にかかる改質対象のシュガービートペクチン(原料)として使用することができる。   The sugar beet pectin (raw material) is generally marketed in a powder state, and anyone can obtain it commercially. An example of a commercially available product is Bistop D-2250 (manufactured by San-Eigen FFI Co., Ltd.). Regardless of whether it is in the form of a lump, ball, coarsely pulverized product, granule, granule, or powder (including spray-dried powder), any form can be modified according to the present invention. It can be used as a sugar beet pectin (raw material) for quality.

詳細な改質シュガービートペクチンの製造方法については、特開2005−261430号公報、国際公開第2006/132288号パンフレット、国際公開第2007/037347号パンフレット、特開2006−274226号公報及び特開2006−274227号公報に記載の方法を好適に例示できる。   For details of the method for producing modified sugar beet pectin, Japanese Patent Application Laid-Open No. 2005-261430, International Publication No. 2006/132288, International Publication No. 2007/037347, Japanese Patent Application Laid-Open No. 2006-274226, and Japanese Patent Application Laid-Open No. 2006-2006. A method described in JP-A-274227 can be suitably exemplified.

上記の方法によって調製される改質シュガービートペクチンは、シュガービートペクチン(原料)に比べて乳化性、特に乳化安定性に優れている。一般に乳化剤の乳化安定性は、調製される乳化粒子の平均粒子径が小さく、またその粒子径が経時的に安定して保持されるほど、優れていると評価される(「アラビアゴムで乳化したO/Wエマルジョンの濁度比法による研究」、薬学雑誌、112(12).906−913.(1992)参照)。なお、本発明において、乳化力の評価基準となる乳化組成物の調製方法、その平均粒子径の測定方法及び経時的安定性の評価方法については、後述する実験例に記載する方法に従うことができる。   The modified sugar beet pectin prepared by the above method is superior in emulsifying properties, particularly emulsifying stability, as compared to sugar beet pectin (raw material). In general, the emulsification stability of an emulsifier is evaluated as being excellent as the average particle size of the prepared emulsified particles is small and the particle size is stably maintained over time (“emulsified with gum arabic” Study of O / W Emulsion by Turbidity Ratio Method ”, Pharmaceutical Journal, 112 (12) .906-913. (1992)). In the present invention, the method for preparing an emulsified composition, which serves as an evaluation standard for emulsifying power, the method for measuring the average particle diameter, and the method for evaluating stability over time can follow the methods described in the experimental examples described later. .

このように調製される改質シュガービートペクチンを乳化剤として使用すると、シュガービートペクチン(原料)を乳化剤として使用する場合に比べて、乳化組成物における乳化粒子の平均粒子径が小さく、その経時的な変化も少ない。つまり、改質シュガービートペクチンはシュガービートペクチン(原料)に比べて高い乳化活性および乳化安定性を有する。この作用機序としては、加熱処理によってタンパク質成分を介した分子間或いは分子内結合が起こり、シュガービートペクチンの疎水性が増すことによって界面活性能が上昇することによると考えられる。   When the modified sugar beet pectin prepared in this way is used as an emulsifier, the average particle size of the emulsified particles in the emulsified composition is smaller than that when sugar beet pectin (raw material) is used as an emulsifier. There is little change. That is, the modified sugar beet pectin has higher emulsification activity and emulsion stability than sugar beet pectin (raw material). The mechanism of action is considered to be due to an increase in the surface active ability due to an increase in the hydrophobicity of sugar beet pectin by causing intermolecular or intramolecular binding through protein components by heat treatment.

(2)乳化組成物
本発明の乳化組成物は、(A)加熱処理によって乳化活性が向上した改質シュガービートペクチン、(B)テルペン、(C)脂肪酸トリグリセリドおよび(D)水を含有するものである。ここで乳化組成物としては、水中油滴(O/W)型やW/O/W型の乳化組成物を挙げることができる。
(2) Emulsified composition The emulsified composition of the present invention contains (A) modified sugar beet pectin whose emulsifying activity has been improved by heat treatment, (B) terpene, (C) fatty acid triglyceride and (D) water. It is. Examples of the emulsified composition include oil-in-water (O / W) type and W / O / W type emulsified compositions.

前述の改質ペクチンの乳化組成物に対する配合割合として、最終乳化組成物100質量%中の濃度が0.01〜5.0質量%程度、好ましくは0.05〜3.0質量%を挙げることができる。   As a blending ratio of the above-mentioned modified pectin to the emulsified composition, the concentration in 100% by mass of the final emulsified composition is about 0.01 to 5.0% by mass, preferably 0.05 to 3.0% by mass. Can do.

本発明でいうテルペンとは、モノテルペン、ジテルペン、セスキテルペン等、テルペノイドからなる脂溶性物質全般をいう。具体的には、D−リモネン、ジペンテン(1−メチル−4−(1−メチルエテニル)シクロヘキセン)、ミルセン、α−ピネン、リナロール及びこれらの混合物;オレンジ、ライム、レモン及びグレープフルーツなどの柑橘系植物等の基原植物から得られる各種精油;ペパー、シンナモン及びジンジャーなどの基原植物からオレオレジン方式で得られるレジノイドやオレオレジン等が挙げられる。また、テルペンに添加できる成分として、特に限定されるものではないがビタミンA、D、E及びK、コエンザイムQ10などの油溶性ビタミン類;ドコサヘキサエン酸、エイコサペンタエン酸、及びγ−リノレン酸などの多価不飽和脂肪酸;β−カロチン、パプリカ色素、リコピン、アスタキサンチン、ドナリエラカロチン及びニンジンカロチンなどの油性色素;各種天然成分から抽出された脂溶性香料等が例示できる。   The term “terpene” as used in the present invention refers to all fat-soluble substances composed of terpenoids such as monoterpenes, diterpenes, and sesquiterpenes. Specifically, D-limonene, dipentene (1-methyl-4- (1-methylethenyl) cyclohexene), myrcene, α-pinene, linalool and mixtures thereof; citrus plants such as orange, lime, lemon and grapefruit Essential oils obtained from the basic plants of No. 2; resinoids and oleoresins obtained from the basic plants such as pepper, cinnamon and ginger by the oleoresin method. In addition, the components that can be added to the terpene are not particularly limited, but oil-soluble vitamins such as vitamins A, D, E, and K, coenzyme Q10, and many other ingredients such as docosahexaenoic acid, eicosapentaenoic acid, and γ-linolenic acid. Examples include polyunsaturated fatty acids; oil-based pigments such as β-carotene, paprika pigment, lycopene, astaxanthin, donariella carotene and carrot carotene; fat-soluble fragrances extracted from various natural components, and the like.

また、脂肪酸トリグリセリドも食品製造に利用されているものを制限なく利用できる。具体的には、パーム油、大豆油、菜種油、コーン油、植物性ステロール及び牛脂、豚脂、魚油などの動植物油脂;C6〜C12の中鎖トリグリセライドなどの食品用油脂などが挙げられる。好ましくは、比重が0.9〜0.97g/mlである脂肪酸トリグリセリドである。   Moreover, what is utilized for foodstuff manufacture can also utilize fatty acid triglyceride without a restriction | limiting. Specifically, animal and vegetable oils and fats such as palm oil, soybean oil, rapeseed oil, corn oil, vegetable sterol and beef tallow, pork fat and fish oil; and oils for food such as medium chain triglycerides such as C6 to C12. Preferably, it is a fatty acid triglyceride having a specific gravity of 0.9 to 0.97 g / ml.

(B)テルペンと(C)脂肪酸トリグリセライドの配合割合は、使用するテルペンと脂肪酸トリグリセリドの種類によって適宜任意の割合とすることができ、最終的に(B)テルペンと(C)脂肪酸トリグリセライドを混合した後の比重が0.89〜0.95g/ml、好ましくは0.89〜0.93g/mlの範囲となるように混合すればよい。 The blending ratio of (B) terpene and (C) fatty acid triglyceride can be arbitrarily selected depending on the type of terpene and fatty acid triglyceride used, and finally (B) terpene and (C) fatty acid triglyceride were mixed. What is necessary is just to mix so that the specific gravity after that may become the range of 0.89-0.95g / ml, Preferably 0.89-0.93g / ml.

本発明にかかる乳化組成物の製造方法は、本発明の特徴である成分を利用して乳化組成物を調製するものである。その一例を挙げると、本発明にかかる改質シュガービートペクチンを水等の親水性溶媒に溶解し、これにテルペンと脂肪酸トリグリセリドの混合物を撹拌機等で混合し、予備乳化する。次いで得られた予備乳化混合液を、乳化機を利用して高圧条件化で乳化する。   The manufacturing method of the emulsion composition concerning this invention prepares an emulsion composition using the component which is the characteristics of this invention. For example, the modified sugar beet pectin according to the present invention is dissolved in a hydrophilic solvent such as water, and a mixture of a terpene and a fatty acid triglyceride is mixed therein with a stirrer or the like and pre-emulsified. Next, the obtained pre-emulsified mixture is emulsified under high pressure conditions using an emulsifier.

乳化に使用する乳化機は、特に制限されず、目的とする乳化粒子の大きさや、試料の粘度などに応じて適宜選択することができる。例えば、高圧ホモジナイザーの他、ナノマイザーやディスパーミル、コロイドミルなどの乳化機を使用することができる。   The emulsifier used for emulsification is not particularly limited, and can be appropriately selected according to the size of the target emulsified particles, the viscosity of the sample, and the like. For example, in addition to a high-pressure homogenizer, an emulsifier such as a nanomizer, a disper mill, or a colloid mill can be used.

乳化工程では、前述のように、親水性分散媒中に、攪拌下、疎水性物質を添加し、攪拌羽を回転して予備乳化し、粒子径約2〜5μmの乳化粒子を調製した後、ホモジナイザーやナノマイザーなどの乳化機を用いて微細で均一な粒子(例えば、平均粒子径1μm以下、好ましくは0.8μm以下)を調製する。   In the emulsification step, as described above, a hydrophobic substance is added to the hydrophilic dispersion medium under stirring, the stirring blade is rotated and preliminarily emulsified to prepare emulsified particles having a particle diameter of about 2 to 5 μm. Fine and uniform particles (for example, an average particle size of 1 μm or less, preferably 0.8 μm or less) are prepared using an emulsifier such as a homogenizer or a nanomizer.

なお、本発明の乳化組成物中における疎水性物質と親水性分散媒の配合割合は任意に調整することができるが、例えば、疎水性分散媒:親水性物質=50:50〜1:99、好ましくは、30:70〜5:95の割合で配合することができる。   The mixing ratio of the hydrophobic substance and the hydrophilic dispersion medium in the emulsion composition of the present invention can be arbitrarily adjusted. For example, the hydrophobic dispersion medium: hydrophilic substance = 50: 50 to 1:99, Preferably, it can mix | blend in the ratio of 30: 70-5: 95.

既述(1)の改質シュガービートペクチンを用いて調製される乳化組成物は、シュガービートペクチン(原料)を用いて調製した乳化組成物と比較して、粒子の平均粒子径が小さく、粒度分布が均一であり、かつ、加熱や長期保存によっても、乳化粒子同士が凝集したり、合一して乳化状態が劣化することが有意に抑制されており、乳化活性および乳化安定性が高い。   The emulsion composition prepared using the modified sugar beet pectin described in (1) has an average particle size smaller than that of the emulsion composition prepared using sugar beet pectin (raw material). The distribution is uniform, and it is significantly suppressed that the emulsified particles are aggregated or coalesced by heating or long-term storage, and the emulsified state is deteriorated, and the emulsification activity and the emulsion stability are high.

(3)飲料濃縮物及び飲料
既述(2)の乳化剤組成物を使用して調製した飲料としては、特に制限はされないが、例えば炭酸飲料、果実飲料、粉末飲料、スポーツ飲料、紅茶飲料、緑茶飲料、乳飲料、乳酸菌飲料などを例示することができる。
(3) Beverage Concentrate and Beverage Beverages prepared using the emulsifier composition described in (2) are not particularly limited. For example, carbonated drinks, fruit drinks, powdered drinks, sports drinks, tea drinks, green tea Examples include beverages, milk beverages, and lactic acid bacteria beverages.

通常、乳化組成物は、飲料に色、香り、栄養成分等を付与する目的で、大部分が水もしくは親水性の溶媒からなる飲料原液もしくは飲料濃縮物に混和される。   Usually, the emulsified composition is mixed with a beverage stock solution or beverage concentrate mainly composed of water or a hydrophilic solvent for the purpose of imparting color, aroma, nutritional components and the like to the beverage.

飲料原液に混和された場合は、そのまま容器に詰められるなどして製品化され出荷される。出荷された後は、飲用されるまで、常温において静置もしくは運搬されることが多く、その間目立った油相の浮遊や付着を生じないことが求められる。一方、飲料濃縮液に混和された場合、希釈された後に製品化されるだけでなく、飲料濃縮液のまま流通し、飲用直前に希釈されることもある。飲料濃縮物の状態で常温において静置もしくは運搬されることがあり、その間、飲料濃縮物中で目立った油相の浮遊や付着が生じないことが求められる。通常、飲料濃縮物の粘度は希釈されたものに比べて高く、その点においては油相の浮遊はおこりにくいが、一方、濃縮物の比重も高いため、油相と水相の比重差が大きい場合は、むしろ油浮きが促進される場合もある。   When mixed with a beverage stock solution, it is made into a product, such as being packed in a container, and shipped. After being shipped, it is often left at room temperature or transported until it is drunk, and it is required that no noticeable oil phase floats or adheres during that time. On the other hand, when mixed with a beverage concentrate, it is not only commercialized after being diluted, but also distributed as a beverage concentrate and may be diluted just before drinking. In the state of a beverage concentrate, it may be allowed to stand or be transported at room temperature, and during that time, it is required that no noticeable oil phase floats or adheres in the beverage concentrate. Usually, the viscosity of the beverage concentrate is higher than that of the diluted one, in which the oil phase is less likely to float, but on the other hand, the specific gravity of the concentrate is also high, so the specific gravity difference between the oil phase and the water phase is large. In some cases, oil floating may be promoted.

一般に、化学的に合成された比重調整剤を用いずに調製された乳化組成物を用いた場合には、比較的短時間で飲料中の油相の浮遊等が確認される。しかしながら、既述(2)に記載の製造方法で調製された、乳化組成物を用いた場合、飲料中での油相の安定性は顕著に向上し、長期間の保存中においても油相粒子の粗大化やそれに伴う飲料上部への油相成分の浮遊もしくは、飲料下部の油相成分の減少(いわゆる「下すき」)などといった、飲料製品の劣化が起こりにくい。   Generally, when an emulsified composition prepared without using a chemically synthesized specific gravity adjuster is used, the floating of the oil phase in the beverage is confirmed in a relatively short time. However, when the emulsion composition prepared by the production method described in (2) is used, the stability of the oil phase in the beverage is remarkably improved, and the oil phase particles are stored even during long-term storage. Degradation of beverage products is less likely to occur, such as the coarsening of oil and the accompanying suspension of the oil phase component in the upper part of the beverage or the decrease in the oil phase component in the lower part of the beverage (so-called “lowering”).

以下、本発明の内容を以下の実施例及び比較例、並びに実験例を用いて具体的に説明する。但し、本発明はこれらに何ら限定されるものではない。なお、下記において特に言及しないかぎり、「%」は「重量%」を意味するものとする。
シュガービートペクチン(原料)として、分子量約50万、乾燥減量約10%の粉末状(粒子径:100〜150μm)の試料(ビストップD−2250、三栄源エフ・エフ・アイ株式会社製)を用いた。また、アラビアガムとして分子量約80万、乾燥減量約12%の粉末(粒子径:100〜150μm)の試料(ガムアラビックHA、三栄源エフ・エフ・アイ株式会社製)を用いた。
Hereinafter, the contents of the present invention will be specifically described using the following examples, comparative examples, and experimental examples. However, the present invention is not limited to these. Note that “%” means “% by weight” unless otherwise specified.
As sugar beet pectin (raw material), a sample of powder (particle size: 100-150 μm) with molecular weight of about 500,000 and loss on drying of about 10% (Bistop D-2250, manufactured by San-Ei Gen FFI Co., Ltd.) Using. Further, a powder (gum arabic HA, manufactured by San-Ei Gen FFI Co., Ltd.) having a molecular weight of about 800,000 and a loss on drying of about 12% (gum diameter: 100 to 150 μm) was used as gum arabic.

1.改質シュガービートペクチンの調製
シュガービートペクチン(原料)を、相対湿度80%に調整した恒温装置SH−641(エスペック株式会社製)を用いて80℃で24時間加熱して、改質シュガービートペクチンを得た。
1. Preparation of modified sugar beet pectin Sugar beet pectin (raw material) was heated at 80 ° C. for 24 hours using a thermostatic device SH-641 (manufactured by Espec Co., Ltd.) adjusted to a relative humidity of 80%, and modified sugar beet pectin. Got.

2.乳化組成物の調製
上記の方法で調製した改質シュガービートペクチンを用いて、表1に示す処方に従って乳化組成物を調製した(実施例1−1乃至1−3)。また、比較のため、改質シュガービートペクチンに代えてシュガービートペクチン(原料)(比較例1−1乃至1−3)を用いて各々乳化組成物を調製した。また、飲料用の乳化組成物製造にもっとも汎用されている天然の多糖類であるアラビアガム(比較例1−4乃至1−6)を用いた乳化組成物を調製し、実施例の乳化組成物と比較した。
2. Preparation of Emulsified Composition Emulsified compositions were prepared according to the formulations shown in Table 1 using the modified sugar beet pectin prepared by the above method (Examples 1-1 to 1-3). For comparison, emulsified compositions were prepared using sugar beet pectin (raw material) (Comparative Examples 1-1 to 1-3) instead of modified sugar beet pectin. Moreover, the emulsion composition using the gum arabic (Comparative Examples 1-4 thru | or 1-6) which is the natural polysaccharide most widely used for the manufacture of the emulsion composition for drinks was prepared, and the emulsion composition of an Example Compared with.

Figure 2010213575
Figure 2010213575

実施例1−1乃至1−3および比較例1−1乃至1−3
実施例1で調製した改質シュガービートペクチン又はシュガービートペクチン(原料)2.0g(粉末換算)を25℃の表1に示した重量のイオン交換水に分散し、1.0gの10%安息香酸ナトリウム水溶液を添加後、10%のクエン酸水溶液(約1.0g)でpHを3.25に調整した。高速ミキサー(Heidlph社製)を用いて24000rpmで攪拌下、この分散液に、表1に示した重量の中鎖トリグリセライド(日清オイリオ株式会社製)(以下、O.D.Oという)と、テルペンとしてD−Limonene(和光純薬株式会社製)7.5gの混合物(比重約0.91g/ml)を添加し、1分間混合した。この混合液を衝突型ジェネレーター(Nano−Mizer NM2、吉田機械興業株式会社製)を用いて圧力50MPaで2回ホモジナイズ処理し、乳化組成物を調製した。
Examples 1-1 to 1-3 and Comparative Examples 1-1 to 1-3
The modified sugar beet pectin or sugar beet pectin (raw material) 2.0 g (powder equivalent) prepared in Example 1 was dispersed in 25 g of ion-exchanged water with the weight shown in Table 1, and 1.0 g of 10% benzoic acid was added. After adding an aqueous sodium acid solution, the pH was adjusted to 3.25 with a 10% aqueous citric acid solution (about 1.0 g). Under stirring at 24000 rpm using a high-speed mixer (Heidlph), medium dispersion triglyceride (made by Nisshin Oilio Co., Ltd.) (hereinafter referred to as O.D.O) with the weight shown in Table 1 was added to this dispersion. As a terpene, 7.5 g of a mixture (specific gravity: about 0.91 g / ml) of D-Limonene (manufactured by Wako Pure Chemical Industries, Ltd.) was added and mixed for 1 minute. This mixed solution was homogenized twice using a collision generator (Nano-Mizer NM2, manufactured by Yoshida Kikai Kogyo Co., Ltd.) at a pressure of 50 MPa to prepare an emulsion composition.

比較例1−4乃至1−6
アラビアガム(ガムアラビックHA、三栄源エフ・エフ・アイ株式会社製)15.0g(粉末換算)を25℃の表1に示した重量のイオン交換水に分散し、1.0gの10%安息香酸ナトリウム水溶液を添加後、10%のクエン酸水溶液(約2.0g)でpHを3.25に調整した。高速ミキサー(Heidlph社製)を用いて24000rpmで攪拌下、この分散液に、表1に示した重量の中鎖トリグリセライド(日清オイリオ株式会社製)(以下、O.D.Oという)と、テルペンとしてD−Limonene(和光純薬株式会社製)7.5gの混合物(比重約0.91g/ml)を添加し、1分間混合した。この混合液を衝突型ジェネレーター(Nano−Mizer NM2、吉田機械興業株式会社製)を用いて圧力50MPaで2回ホモジナイズ処理し、乳化組成物を調製した。
Comparative Examples 1-4 to 1-6
15.0 g (powder equivalent) of gum arabic (Gum Arabic HA, manufactured by Saneigen FFI Co., Ltd.) is dispersed in ion-exchanged water having the weight shown in Table 1 at 25 ° C., and 1.0 g of 10% benzoic acid After adding an aqueous sodium acid solution, the pH was adjusted to 3.25 with a 10% aqueous citric acid solution (about 2.0 g). Under stirring at 24000 rpm using a high-speed mixer (Heidlph), medium dispersion triglyceride (made by Nisshin Oilio Co., Ltd.) (hereinafter referred to as O.D.O) with the weight shown in Table 1 was added to this dispersion. As a terpene, 7.5 g of a mixture (specific gravity: about 0.91 g / ml) of D-Limonene (manufactured by Wako Pure Chemical Industries, Ltd.) was added and mixed for 1 minute. This mixed solution was homogenized twice using a collision generator (Nano-Mizer NM2, manufactured by Yoshida Kikai Kogyo Co., Ltd.) at a pressure of 50 MPa to prepare an emulsion composition.

比較例1−7乃至1−9
実施例1調製した改質シュガービートペクチン、シュガービートペクチン(原料)2.0g(粉末換算)又はアラビアガム(ガムアラビックHA、三栄源エフ・エフ・アイ株式会社製)15.0g(粉末換算)を、25℃の表1に示した重量のイオン交換水に分散し、1.0gの10%安息香酸ナトリウム水溶液を添加後、10%のクエン酸水溶液(約2.0g)でpHを3.25に調整した。高速ミキサー(Heidlph社製)を用いて24000rpmで攪拌下、この分散液に、テルペンとしてD−Limonene(和光純薬株式会社製)7.5gの混合物(比重約0.85g/ml)を添加し、1分間混合した。この混合液を衝突型ジェネレーター(Nano−Mizer NM2、吉田機械興業株式会社製)を用いて圧力50MPaで2回ホモジナイズ処理し、乳化組成物を調製した。
Comparative Examples 1-7 to 1-9
Example 1 Prepared modified sugar beet pectin, sugar beet pectin (raw material) 2.0 g (powder conversion) or gum arabic (Gum Arabic AB, Saneigen FFI Co., Ltd.) 15.0 g (powder conversion) In an ion-exchanged water having the weight shown in Table 1 at 25 ° C., 1.0 g of 10% aqueous sodium benzoate solution was added, and then the pH was adjusted to 3. with 10% aqueous citric acid solution (about 2.0 g). Adjusted to 25. While stirring at 24000 rpm using a high-speed mixer (Heidlph), 7.5 g of a mixture of D-Limonene (manufactured by Wako Pure Chemical Industries, Ltd.) 7.5 g (specific gravity about 0.85 g / ml) was added as a terpene. Mix for 1 minute. This mixed solution was homogenized twice using a collision generator (Nano-Mizer NM2, manufactured by Yoshida Kikai Kogyo Co., Ltd.) at a pressure of 50 MPa to prepare an emulsion composition.

参考例1−1乃至1−3
実施例1で調製した改質シュガービートペクチン、シュガービートペクチン(原料)2.0g(粉末換算)又はアラビアガム(ガムアラビックHA、三栄源エフ・エフ・アイ株式会社製)15.0g(粉末換算)を25℃の表1に示した重量のイオン交換水に分散し、1.0gの10%安息香酸ナトリウム水溶液を添加後、10%のクエン酸水溶液(約1.0g)でpHを3.25に調整した。高速ミキサー(Heidlph社製)を用いて24000rpmで攪拌下、この分散液に中鎖トリグリセライド(日清オイリオ株式会社製)15.0gの混合物(比重約0.95g/ml)を添加し、1分間混合した。この混合液を衝突型ジェネレーター(Nano−Mizer NM2、吉田機械興業株式会社製)を用いて圧力50MPaで2回ホモジナイズ処理し、乳化組成物を調製した。
Reference Examples 1-1 to 1-3
Modified sugar beet pectin prepared in Example 1, sugar beet pectin (raw material) 2.0 g (powder conversion) or gum arabic (gum arabic HA, Saneigen FFI Co., Ltd.) 15.0 g (powder conversion) ) Is dispersed in ion-exchanged water having the weight shown in Table 1 at 25 ° C., 1.0 g of 10% aqueous sodium benzoate solution is added, and then the pH is adjusted to 3. with 10% aqueous citric acid solution (about 1.0 g). Adjusted to 25. While stirring at 24,000 rpm using a high-speed mixer (Heidlph), 15.0 g of a medium chain triglyceride (Nisshin Oilio Co., Ltd.) mixture (specific gravity about 0.95 g / ml) was added to this dispersion for 1 minute. Mixed. This mixed solution was homogenized twice using a collision generator (Nano-Mizer NM2, manufactured by Yoshida Kikai Kogyo Co., Ltd.) at a pressure of 50 MPa to prepare an emulsion composition.

<乳化組成物の評価>
上記で得られた各乳化組成物について、乳化直後及び20℃で30日間保存した後の体積基準のメジアン粒子径(以後、「平均粒子径」は、特に断りのない限り「体積基準のメジアン粒子径」を示す)と1μm以上の乳化粒子が全体に占める個数の割合をレーザー回折式粒度分布測定装置SALD−2100(島津製作所(株)社製)を用いて測定した。なお、平均粒子径が小さい程、また、1μm以上の乳化粒子が少ない程乳化状態が良好であり、また保存による変化が小さいほど乳化状態が安定であることを示す。結果を表2及び表3に示す。また、参考のため、実施例1乃至3および比較例1乃至6の乳化組成物に対する油相の含有率、油相および水相の比重も表2及び表3に付記する。
<Evaluation of emulsion composition>
For each emulsified composition obtained above, the volume-based median particle diameter immediately after emulsification and after storage at 20 ° C. for 30 days (hereinafter “average particle diameter” is “volume-based median particle unless otherwise specified”). The ratio of the total number of emulsified particles of 1 μm or more was measured using a laser diffraction particle size distribution analyzer SALD-2100 (manufactured by Shimadzu Corporation). In addition, it shows that an emulsification state is so favorable that an average particle diameter is small and there are few emulsified particles of 1 micrometer or more, and the emulsification state is so stable that the change by storage is small. The results are shown in Tables 2 and 3. For reference, the oil phase content and the specific gravity of the oil phase and water phase relative to the emulsion compositions of Examples 1 to 3 and Comparative Examples 1 to 6 are also shown in Tables 2 and 3.

Figure 2010213575
Figure 2010213575

Figure 2010213575
Figure 2010213575

*n.m.は、油相と水相が完全に分離しており、粒度測定が不可能であったことを示す。   * N. m. Indicates that the oil phase and the aqueous phase were completely separated, and the particle size measurement was impossible.

油相に脂肪酸トリグリセリドのみを用いた場合(参考例1−1乃至1−3)、乳化直後の乳化組成物の平均粒子径は、どの乳化剤を用いた場合でも約0.5〜0.6μm程度であった。20℃30日間保存後では、乳化剤にシュガービート原料粉末(未改質)を用いた乳化組成物(参考例1−2)の粒子は大きくなり、乳化安定性が低いことが示されたが、改質シュガービートペクチンとアラビアガムを用いて調製した乳化組成物(参考例1−1および1−3)の粒子径は1.0μm以下を保っており、高い乳化安定性を持っていることが確認できた。   When only fatty acid triglycerides are used in the oil phase (Reference Examples 1-1 to 1-3), the average particle size of the emulsified composition immediately after emulsification is about 0.5 to 0.6 μm regardless of which emulsifier is used. Met. After storage at 20 ° C. for 30 days, the particles of the emulsified composition (Reference Example 1-2) using sugar beet raw powder (unmodified) as the emulsifier became larger, indicating that the emulsion stability was low. The particle size of the emulsified composition (Reference Examples 1-1 and 1-3) prepared using modified sugar beet pectin and gum arabic is 1.0 μm or less and has high emulsification stability. It could be confirmed.

乳化剤として改質シュガービートペクチンを、油相にリモネンと脂肪酸トリグリセリドを用いた実施例1−1乃至1−3のいずれの乳化組成物においても、乳化直後の平均粒子径は乳化剤としてシュガービートペクチン(原料)を用いて調製した乳化組成物である比較例1−1乃至1−3やアラビアガムを用いて調製した乳化組成物である比較例1−4乃至1−6よりも小さく、1μm以上の粒子の割合も低かった。特に、油相含有量が多いものについては、乳化粒子径の差が顕著であり、改質シュガービートペクチンが油相の含有量の高い乳化組成物の調製に有効であることがわかった。20℃で30日間保存した乳化組成物の乳化粒子径は、実施例1−3の乳化組成物において、多少粗大化が見られるものの、実施例1−1および1−2においては粒子の粗大化はごく僅かであり、いずれも1.0μm以下を保っていた。一方、比較例1−1乃至1−3においては、顕著な粒子の粗大化が見られ、未改質のシュガービートは、乳化安定性が低いことが示された。アラビアガムを用いて調製した乳化組成物においても、比較例1−4は他のものより粒子の粗大化の度合いが小さいものの、油相含有率の高い比較例1−5および1−6においては、シュガービートペクチン(原料)を用いて調製した乳化組成物よりも粒子が粗大化していた。なお、油相に脂肪酸トリグリセリドを添加しないもの(比較例1−7乃至1−9)は、乳化剤にかかわらず、均一で小さい乳化粒子が得られなかった。   In any emulsified composition of Examples 1-1 to 1-3 in which modified sugar beet pectin is used as an emulsifier and limonene and fatty acid triglyceride are used in the oil phase, the average particle size immediately after emulsification is sugar beet pectin ( Smaller than Comparative Examples 1-1 to 1-3, which are emulsified compositions prepared using raw materials), and Comparative Examples 1-4 to 1-6, which are emulsified compositions prepared using gum arabic. The percentage of particles was also low. In particular, for those having a large oil phase content, the difference in the emulsified particle diameter is remarkable, and it was found that the modified sugar beet pectin is effective for the preparation of an emulsified composition having a high oil phase content. The emulsified particle size of the emulsified composition stored at 20 ° C. for 30 days is somewhat coarsened in the emulsified composition of Example 1-3, but in Examples 1-1 and 1-2, the particle size is increased. Was very small, and all kept 1.0 μm or less. On the other hand, in Comparative Examples 1-1 to 1-3, remarkable particle coarsening was observed, indicating that the unmodified sugar beet has low emulsion stability. Even in the emulsified composition prepared using gum arabic, Comparative Example 1-4 has a smaller degree of particle coarsening than the others, but in Comparative Examples 1-5 and 1-6 having a high oil phase content, The particles were coarser than the emulsion composition prepared using sugar beet pectin (raw material). In addition, the thing which does not add fatty acid triglyceride to an oil phase (Comparative Examples 1-7 to 1-9) did not obtain uniform and small emulsified particles regardless of the emulsifier.

以上の結果から、改質シュガービートペクチンを用いて調製された乳化組成物は、油相の含有率が比較的高い場合においても、油相の粒子径が小さく安定していることが確認された。   From the above results, it was confirmed that the emulsion composition prepared using the modified sugar beet pectin has a small and stable oil phase particle size even when the oil phase content is relatively high. .

2.飲料濃縮物の調製
上記の乳化組成物(実施例1−1乃至1−3および比較例1−1乃至1−6)を用いて表4の処方に従い、飲料濃縮物を調製した。
2. Preparation of Beverage Concentrate Beverage concentrate was prepared according to the formulation of Table 4 using the above emulsion compositions (Examples 1-1 to 1-3 and Comparative Examples 1-1 to 1-6).

Figure 2010213575
Figure 2010213575

Brix75のシロップ126gに2.0gの10%安息香酸ナトリウム水溶液と実施例1−1乃至1−3もしくは比較例1−1乃至1−6の乳化組成物1.5gを添加し、プロペラ攪拌機を用いて回転速度2000rpmで10分間攪拌した。この溶液のpHを50%クエン酸水溶液2.5gを用いてpHを3.3に調整し、イオン交換水を用いて溶液の重量を132gに調整した後に、プロペラ攪拌機を用いて2000rpmで60分間攪拌することにより、飲料濃縮物を調製した。飲料濃縮物調製後、20℃で3、7、30日間静置し、外観を評価した。評価を表5に示す。   Add 2.0 g of 10% aqueous sodium benzoate solution and 1.5 g of the emulsion composition of Examples 1-1 to 1-3 or Comparative Examples 1-1 to 1-6 to 126 g of Brix75 syrup, and use a propeller stirrer. And stirred for 10 minutes at a rotational speed of 2000 rpm. The pH of this solution was adjusted to 3.3 using 2.5 g of 50% aqueous citric acid solution, and the weight of the solution was adjusted to 132 g using ion-exchanged water, and then for 60 minutes at 2000 rpm using a propeller stirrer. A beverage concentrate was prepared by stirring. After preparing the beverage concentrate, it was allowed to stand at 20 ° C. for 3, 7 and 30 days, and the appearance was evaluated. The evaluation is shown in Table 5.

Figure 2010213575
Figure 2010213575

表中の「ネックリング」「沈殿」の語についての説明を以下に説明する。
○ネックリング:乳化粒子が容器上部に浮上し、リング状の層状構造を作る現象をいう。乳化粒子同士が合一または凝集し、大きくなり、系内の連続相(本実験例の場合は水相)との比重差の影響が大きくなるために起こる。粒子径1μm以上の粒子は浮上しやすい。
ネックリングの評価は、以下の記号を用いて表記した。SLR程度であれば飲料としての商品価値に影響はない。
n:油相の浮遊やネックリングは確認されない。
SLR:極僅かに油相の浮遊が確認される。
LR:極薄いリングが確認される。
MR:中程度のネックリングが確認される。
SR:明確なネックリングが確認される。
○沈殿:水相や油相に溶け込んだ成分や吸着した成分が保存中に結晶化するなどして、容器の底部に積層する現象をいう。また、油相の比重が水相に比して大きくなった場合にも起こりうる現象である。
沈殿の評価は、以下の記号を用いて表記した。下のもの程低い評価である。
n:沈殿が確認されない。
SP:極僅かな沈殿が確認される。
BP:はっきりと分かる程度の沈殿が確認される。
The explanation of the terms “neck ring” and “precipitation” in the table will be described below.
○ Neck ring: A phenomenon in which emulsified particles float on the top of the container and create a ring-shaped layered structure. This occurs because the emulsified particles coalesce or agglomerate and become larger, and the influence of the specific gravity difference from the continuous phase in the system (in the case of this experimental example) becomes larger. Particles having a particle diameter of 1 μm or more tend to float.
The neck ring was evaluated using the following symbols. If it is about SLR, there is no influence on the commercial value as a drink.
n: No floating or neck ring of the oil phase is confirmed.
SLR: Oil phase floating is confirmed very slightly.
LR: A very thin ring is confirmed.
MR: A moderate neck ring is confirmed.
SR: A clear neck ring is confirmed.
○ Precipitation: A phenomenon in which components dissolved or adsorbed in an aqueous phase or an oil phase are crystallized during storage and stacked on the bottom of the container. It is also a phenomenon that can occur when the specific gravity of the oil phase is greater than that of the aqueous phase.
The evaluation of precipitation was expressed using the following symbols. The lower one is the lower evaluation.
n: No precipitation is confirmed.
SP: Slight precipitation is confirmed.
BP: Precipitates are clearly recognized.

実施例2−1乃至2−3において、20℃での静置保存7日間までは、いずれの飲料濃縮物においても、ネックリングや沈殿が確認されなかった。また、30日保存後においても、油相の含有率の高い実施例2−3に極僅かな油の浮遊が見られるものの、沈殿は全く見られず、実施例の飲料濃縮物には、30日間の保存において外観上の変化はほとんど確認できなかった。一方、シュガービートペクチンを用いて調製した、比較例2−1乃至2−3は、30日の保存で全ての飲料濃縮物に油の浮遊が見られ、油含有量の高い比較例2−3においては、ネックリングの形成が確認できた。また、アラビアガムを用いて調製した、比較例2−4乃至2−6の外観上の変化はより顕著であり、20℃で7日間の保存においても全ての飲料濃縮物に油相の浮遊がみられ、30日保存後には、比較例2−5および2−6においてネックリングが観察された。
以上の結果から、実施例の乳化組成物を用いて飲料濃縮物を調製すると、未改質のシュガービートペクチンや飲料用に最も汎用される多糖類乳化剤であるアラビアガムを用いて調製した乳化組成物を用いて調製するよりも保存安定性に優れたものができることが確認された。
In Examples 2-1 to 2-3, no neck ring or precipitation was observed in any of the beverage concentrates until 7 days of stationary storage at 20 ° C. Further, even after storage for 30 days, although slight oil floating was observed in Example 2-3 having a high oil phase content, precipitation was not observed at all. Almost no change in appearance was observed in the storage over a period of days. On the other hand, Comparative Examples 2-1 to 2-3 prepared by using sugar beet pectin showed oil floating in all beverage concentrates after storage for 30 days, and Comparative Example 2-3 having a high oil content. The formation of a neck ring was confirmed in FIG. Further, changes in appearance of Comparative Examples 2-4 to 2-6 prepared using gum arabic were more remarkable, and the oil phase floated in all beverage concentrates even after storage at 20 ° C. for 7 days. After 30 days of storage, neck rings were observed in Comparative Examples 2-5 and 2-6.
From the above results, when the beverage concentrate was prepared using the emulsified composition of the examples, the emulsion composition prepared using unmodified sugar beet pectin and gum arabic which is the most widely used polysaccharide emulsifier for beverages It was confirmed that a product having better storage stability than that prepared using a product can be produced.

2.飲料の調製
上記の飲料濃縮物(実施例2−1乃至2−3および比較例2−1乃至2−6)を用いて表6の処方に従い、飲料を調製した。
2. Beverage preparation Beverages were prepared according to the formulation in Table 6 using the beverage concentrates described above (Examples 2-1 to 2-3 and Comparative Examples 2-1 to 2-6).

Figure 2010213575
Figure 2010213575

200ml容量のペットボトルに実施例2−1乃至2−3もしくは比較例2−1乃至2−6の方法で調整した飲料濃縮物35.0gを添加し、その上から165gのミネラル炭酸水(サントリー社製)を注いだ後に、キャップをしっかりと閉めた。このペットボトルをゆっくりと10回転倒し、内容物を穏やかに攪拌することによって飲料を調製した。
飲料調製後、20℃で3、7、30日間静置し、外観を評価した。評価を表7に示す。
Add 35.0 g of beverage concentrate prepared by the methods of Examples 2-1 to 2-3 or Comparative Examples 2-1 to 2-6 to a 200 ml capacity PET bottle, and add 165 g of mineral carbonated water (Suntory) from above. The cap was closed tightly. The beverage was prepared by gently inverting the PET bottle 10 times and gently stirring the contents.
After preparing the beverage, it was allowed to stand at 20 ° C. for 3, 7, and 30 days, and the appearance was evaluated. The evaluation is shown in Table 7.

Figure 2010213575
Figure 2010213575

表中の「ネックリング」「沈殿」の語についての説明および表中の評価記号については、表5と同じである。   The explanation of the words “neck ring” and “precipitation” in the table and the evaluation symbol in the table are the same as those in Table 5.

実施例3−1乃至3−3において、20℃での静置保存3日間までは、いずれの飲料においても、ネックリングや沈殿が確認されなかった。また、実施例3−1および3−3において、7日間保存後に極僅かな油相の浮遊が見られ、実施例3−3においては30日後に薄い油相の形成が見られたが、飲料としての商品価値を損なう程度のものではなかった。油相の比重が0.912g/mlである実施例3−2は、30日の保存においても、外観上の変化が見られなかった。   In Examples 3-1 to 3-3, no neck ring or precipitation was observed in any beverage up to 3 days of stationary storage at 20 ° C. Further, in Examples 3-1 and 3-3, a slight oil phase floating was observed after storage for 7 days. In Example 3-3, a thin oil phase was formed after 30 days. As a result, the product value was not damaged. In Example 3-2 in which the specific gravity of the oil phase was 0.912 g / ml, no change in appearance was observed even after storage for 30 days.

一方、シュガービートペクチン(原料)を用いて調製した比較例3−1乃至3−3は、いずれも3日の保存で全ての飲料の液面に油の浮遊が見られ、7日後にはネックリングの形成が確認できた。また、アラビアガムを用いて調製した比較例3−5および3−6は、3日間の保存において飲料容器の縁にネックリングがみられ、7日保存後には、比較例3−4乃至3−6のうち全ての飲料にネックリングが観察された。   On the other hand, in Comparative Examples 3-1 to 3-3 prepared using sugar beet pectin (raw material), all the beverages showed floating oil on the liquid surface after storage for 3 days, and the bottleneck was observed after 7 days. Ring formation was confirmed. Further, in Comparative Examples 3-5 and 3-6 prepared using gum arabic, a neck ring was observed at the edge of the beverage container in storage for 3 days, and after storage for 7 days, Comparative Examples 3-4 to 3- Neck rings were observed in all of the 6 beverages.

以上の結果から、実施例の乳化組成物を用いた場合、飲料濃縮物だけでなく飲料製品の安定性も向上することが確認できた。水相の比重が油相に近い飲料製品のほうが飲料濃縮物に比べて実施例と比較例に差がでやすいが、これは、飲料製品の粘度が飲料濃縮物に比して低いため、粒子の移動速度が高くなることが原因であると考えられる。   From the above results, it was confirmed that when the emulsified composition of the example was used, not only the beverage concentrate but also the stability of the beverage product was improved. Compared to beverage concentrates, the difference between the beverage product in which the specific gravity of the aqueous phase is close to that of the oil phase is more likely to be the difference between the examples and the comparative examples. This is because the viscosity of the beverage product is lower than that of the beverage concentrate. This is thought to be due to the increase in the movement speed.

本発明により、加熱によって乳化活性及び乳化安定性が向上した、改質シュガービートペクチンを用いることにより、油相の含有率が高い場合においても、粒子径が小さく、粒度分布が均一であり、かつ、加熱や長期保存においても乳化粒子同士が凝集したり、合一して乳化状態が劣化することがない、安定な乳化組成物を製造することができる。また、この乳化組成物を用いることにより、化学的に合成された比重調整剤を用いない場合においても保存安定性の高い“クリーンラベル飲料”を提供することができる。   According to the present invention, by using modified sugar beet pectin whose emulsification activity and emulsion stability are improved by heating, even when the oil phase content is high, the particle size is small, the particle size distribution is uniform, and In addition, a stable emulsified composition can be produced in which the emulsified particles do not aggregate even during heating or long-term storage, and the emulsified state does not deteriorate due to coalescence. Further, by using this emulsified composition, a “clean label beverage” having high storage stability can be provided even when a chemically synthesized specific gravity adjusting agent is not used.

Claims (9)

(A)加熱処理によって乳化活性が向上した改質シュガービートペクチン、(B)テルペン、(C)脂肪酸トリグリセリドおよび(D)水を含有することを特徴とする乳化組成物。 (A) A modified sugar beet pectin whose emulsifying activity has been improved by heat treatment, (B) a terpene, (C) a fatty acid triglyceride and (D) water. 乳化組成物中の油相部の比重が0.89〜0.95g/mlの範囲に調整されている請求項1に記載の乳化組成物。 The emulsified composition according to claim 1, wherein the specific gravity of the oil phase part in the emulsified composition is adjusted to a range of 0.89 to 0.95 g / ml. (C)脂肪酸トリグリセリドの比重が0.9〜0.97g/mlである請求項1及び2に記載の乳化組成物。 (C) The emulsified composition according to claims 1 and 2, wherein the fatty acid triglyceride has a specific gravity of 0.9 to 0.97 g / ml. (B)テルペンがリモネンである、請求項1乃至3に記載の乳化組成物。 (B) The emulsified composition according to claims 1 to 3, wherein the terpene is limonene. 請求項1乃至4に記載の乳化組成物が含まれる飲料濃縮物。 A beverage concentrate comprising the emulsified composition according to claim 1. 請求項1乃至4に記載の乳化組成物および/又は請求項5に記載の飲料濃縮物を用いて製造される飲料。 The drink manufactured using the emulsion composition of Claims 1 thru | or 4, and / or the drink concentrate of Claim 5. (A)加熱処理によって乳化活性が向上した改質シュガービートペクチン、(B)テルペン、(C)脂肪酸トリグリセリドおよび(D)水を用いることを特徴とする乳化組成物の製造方法。 (A) Modified sugar beet pectin whose emulsifying activity has been improved by heat treatment, (B) terpene, (C) fatty acid triglyceride and (D) water, and a method for producing an emulsified composition. 乳化組成物中の油相部の比重が0.89〜0.95g/mlの範囲に調整されている請求項7に記載の乳化組成物の製造方法。 The method for producing an emulsified composition according to claim 7, wherein the specific gravity of the oil phase part in the emulsified composition is adjusted to a range of 0.89 to 0.95 g / ml. (C)脂肪酸トリグリセリドの比重が0.9〜0.97g/mlである請求項7及び8に記載の乳化組成物の製造方法。 (C) Specific method of fatty acid triglyceride is 0.9-0.97 g / ml, The manufacturing method of the emulsion composition of Claim 7 and 8.
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015144600A (en) * 2014-01-06 2015-08-13 味の素ゼネラルフーヅ株式会社 Method for improving flavor of vegetable oil/fat-containing food and drink product, method for preparing vegetable oil/fat-containing food and drink product, favorite drink, and composition for instant favorite drink
WO2018143103A1 (en) * 2017-02-03 2018-08-09 長谷川香料株式会社 Terpene-based hydrocarbon fragrance compound–rich oil-in-water type emulsified fragrance composition

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007066233A2 (en) * 2005-12-09 2007-06-14 Danisco Sugar A/S Stabilised emulsion
JP2008194613A (en) * 2007-02-13 2008-08-28 Sanei Gen Ffi Inc Emulsifier composition, emulsion composition and method of improving stability of emulsion composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007066233A2 (en) * 2005-12-09 2007-06-14 Danisco Sugar A/S Stabilised emulsion
JP2008194613A (en) * 2007-02-13 2008-08-28 Sanei Gen Ffi Inc Emulsifier composition, emulsion composition and method of improving stability of emulsion composition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
JPN6013005180; FFIジャーナル,Vol.213,No.5(2008)p.474-482 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015144600A (en) * 2014-01-06 2015-08-13 味の素ゼネラルフーヅ株式会社 Method for improving flavor of vegetable oil/fat-containing food and drink product, method for preparing vegetable oil/fat-containing food and drink product, favorite drink, and composition for instant favorite drink
WO2018143103A1 (en) * 2017-02-03 2018-08-09 長谷川香料株式会社 Terpene-based hydrocarbon fragrance compound–rich oil-in-water type emulsified fragrance composition

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