JP2015097514A - Peel feeling improver of tangerine perfume or tangerine flavor food and drink, and perfume, food and drink or perfumery containing the same - Google Patents

Peel feeling improver of tangerine perfume or tangerine flavor food and drink, and perfume, food and drink or perfumery containing the same Download PDF

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JP2015097514A
JP2015097514A JP2013239715A JP2013239715A JP2015097514A JP 2015097514 A JP2015097514 A JP 2015097514A JP 2013239715 A JP2013239715 A JP 2013239715A JP 2013239715 A JP2013239715 A JP 2013239715A JP 2015097514 A JP2015097514 A JP 2015097514A
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mandarin orange
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達哉 児玉
Tatsuya Kodama
達哉 児玉
亮介 市野澤
Ryosuke Ichinosawa
亮介 市野澤
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Soda Aromatic Co Ltd
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Abstract

PROBLEM TO BE SOLVED: To provide a method for imparting or improving a peel feeling of a tangerine, and a composition for improving the peel feeling of a tangerine.SOLUTION: A peel feeling like a tangerine of a perfume or a food and drink can be improved, and palatability thereof can be heightened by a peel feeling improver of a tangerine perfume or a tangerine flavor food and drink comprising one or more kinds selected from methyl salicylate (0.005-0.8 ppm), 1-p-menthene-9-ol (0.008-1.2 ppm) and sabinene (0.1-18.0 ppm).

Description

本発明は、温州みかんの香味特徴である温州みかんを特徴づけるピール感を向上させるピール感向上剤に関するものである。さらにはそれを添加してなるピール感の向上した、温州みかん香料又は温州みかんの香味を有する飲食品、温州みかん様香気を有する香粧品に関するものである。   The present invention relates to a peel feeling improving agent that improves the peel feeling characterizing Wenzhou mandarin, which is a flavor characteristic of Wenzhou mandarin. Furthermore, the present invention relates to a food and drink product having a flavor of Satsuma mandarin orange or a scent of Satsuma mandarin, and a cosmetic product having a scent of Satsuma mandarin orange.

温州みかんは日本原産であり、日本国内においては多種多様な柑橘のなかでも最も一般に親しまれているものである。国内での温州みかんの生産は主として生食用であり、加工原料としての生産は僅かでしかない。近年ではみかん加工品は輸入品に頼っている状態であるが、温州みかんの精油については市場における流通量が少ないのが実情である。そのためみかん香料を製造するにあたっては温州みかん精油を多用することができず、みかん香料は必ずしも温州みかんらしい香気又は香味を有しているとはいえない。 Satsuma mandarin is native to Japan and is the most popular among a wide variety of citrus fruits in Japan. The production of Wenzhou mandarin oranges in Japan is mainly for raw consumption, and production as a processing raw material is very small. In recent years, processed mandarin orange products are dependent on imported products, but the actual amount of mandarin orange mandarin essential oil is small in the market. Therefore, when manufacturing a mandarin orange fragrance | flavor, it cannot be said that a lot of mandarin orange essential oils are used, and a mandarin orange fragrance | flavor does not necessarily have the fragrance | flavor or flavor which is a mandarin orange.

一方、香料の製造に関しては天然物の香気成分分析の結果を参考とすることも多く、特に食品そのものの香気の再現を多く要求される食品用香料においては、食品の香気成分分析が盛んに行われている。柑橘系香料は食品用香料の重要な1分野であって、種々の柑橘について香料が製造されている。(特許文献1)温州みかんについても従来から香気成分分析が多く試みられているものの、その香気を特徴づける成分には分からないことが多く、個々の成分の香気強度を成分量に乗じてFDファクターを算出し各成分の香気寄与度を評価したり、光学異性体が存在する主要成分の光学純度を比較するなど様々な分析手法を用いて研究がなされている。(非特許文献1〜3)しかしながら、未だ温州みかんの香気を特徴付ける成分について充分には解明されていない。   On the other hand, for the production of fragrances, the results of analysis of fragrance components of natural products are often used as references. It has been broken. Citrus fragrance is an important field of food fragrance, and fragrances are produced for various citrus fruits. (Patent Document 1) Although many fragrance component analyzes have been tried for mandarin oranges in the past, the components that characterize the fragrance are often unknown, and the FD factor is obtained by multiplying the component amount by the fragrance intensity of each component. Researches have been made using various analytical methods such as calculating the fragrance contribution of each component and comparing the optical purity of the main component in which optical isomers exist. (Non-Patent Documents 1 to 3) However, the components that characterize the aroma of Wenzhou mandarin oranges have not been fully elucidated.

特開2004−168936号公報JP 2004-168936 A

「柑橘果実の香り(2)―みかんの香気成分―」、香料、2012年、第254号、p.63-68"Scent of citrus fruit (2)-aroma component of mandarin orange", fragrance, 2012, No. 254, p.63-68 「Aroma Character Impact Compounds in Kinokuni Mandarin Orange(Citrus kinokuni) Compared with Satuma Mandarin Orange(Citrus unshiu)」、Bioscience Biotechnology Biochemistry、2010年、第74巻、第4号、p.90937-1-8“Aroma Character Impact Compounds in Kinokuni Mandarin Orange (Citrus kinokuni) Compared with Satuma Mandarin Orange (Citrus unshiu)”, Bioscience Biotechnology Biochemistry, 2010, 74, 4, p.90937-1-8 「ウンシュウミカン(Citrus unshiu Marc.)枝変わり品種の可否の精油成分」、2012年、第56回 香料・テルペンおよび精油化学に関する討論会 講演要旨集、p.243-245"Critus unshiu Marc. Essential oil component of whether or not branching varieties" 2012, 56th Symposium on Fragrance, Terpene and Essential Oil Chemistry, p.243-245

本発明の課題は、温州みかんのピール感を付与又は向上させるための方法、具体的には温州みかんのピール感を向上させるための組成物を提供することである。   An object of the present invention is to provide a method for imparting or improving the peel feeling of mandarin oranges, specifically, a composition for improving the peel feeling of mandarin oranges.

本発明者らは前記課題を解決するために温州みかんらしいピール感を向上させる成分を特定するために、本出願人の所有する特許第4618530号の評価方法及び装置を用いて温州みかんの精油成分の分析と評価を行った。その結果、FDファクターが高くない成分中に、温州みかんのピール感に寄与する成分が存在することを見いだし、飲食品への添加試験を繰り返すことによって本発明を完成するに至った。   In order to solve the above-mentioned problems, the present inventors use the evaluation method and apparatus of Japanese Patent No. 4618530 owned by the present applicant in order to identify the component that improves the peel feeling that is unique to Wenzhou orange. Was analyzed and evaluated. As a result, the present inventors have found that a component that contributes to the peel feeling of Satsuma mandarin is present in components that do not have a high FD factor, and the present invention has been completed by repeating the addition test to food and drink.

すなわち、本発明はサリチル酸メチル、1−p−メンテン−9−オール、サビネンから選択される1種以上からなる温州みかん香料又は温州みかん風味飲食品のピール感向上剤であり、前記化合物群から選ばれる1種以上を特定量添加してなる温州みかん風味を有する香料、飲食品又は香粧品である。   That is, the present invention is a peel-enhancing agent for Wenzhou mandarin orange fragrance or Wenzhou mandarin orange flavored food and drink comprising at least one selected from methyl salicylate, 1-p-menten-9-ol, and sabinene, and is selected from the above compound group It is a fragrance, food or drink, or cosmetic product having a mandarin orange flavor obtained by adding a specific amount of one or more of the above.

本発明の温州みかん香料又は温州みかん風味飲食品のピール感向上剤を用いることにより、従来表現が困難であった温州みかんらしいピール感を有するみかん香料、または温州みかんを想起させるより嗜好性の高いみかん風味を有する飲食品を製造することができる。さらには、本発明の温州みかん香料又は温州みかん風味飲食品のピール感向上剤を用いたみかん香料を香粧品用香料に応用することも可能であり、それら香粧品用香料を添加してより嗜好性の高いみかん様の香気を有する香粧品を製造することもできる。   By using the peel enhancer of Wenzhou mandarin orange fragrance or Wenzhou mandarin orange flavored foods and beverages of the present invention, it has a higher palatability than recalling mandarin orange fragrance, or Wenzhou mandarin orange having a peeled feeling that is difficult to express in the past. A food or drink having a mandarin orange flavor can be produced. Furthermore, it is also possible to apply the mandarin orange fragrance of the present invention to the fragrance for cosmetics, using the mandarin orange fragrance of the present invention or the peel enhancer of the Unshu mandarin flavored food and drink. It is also possible to produce a cosmetic product having a high mandarin orange-like aroma.

本発明は、サリチル酸メチル、1−p−メンテン−9−オール、サビネンから選択される1種以上からなる温州みかん香料又は温州みかん風味飲食品のピール感向上剤であり、さらにはそれらを含有してなる温州みかん香料、温州みかん風味を有する飲食品又は温州みかん様香気を有する香粧品である。本発明の有効成分であるサリチル酸メチル、1−p−メンテン−9−オール、サビネンは、最終的に消費される製品に以下の濃度で添加することにより温州みかんらしいピール感を向上させる。なお、以下の数値範囲は温州みかん果汁100%の香気成分量に対する添加量を上限とするものであり、温州みかん果汁又は温州みかん香料の香気成分量が少ないときは、それに応じて添加量を減じることで全体の香気を調整することができ、一般的に最終的に消費される製品への添加量が以下の数値範囲になるよう調整することで、通常の温州みかん香料又は温州みかん風味の飲食品の温州みかんらしいピール感向上を達成することができる。 The present invention is a peel-enhancing agent for Wenzhou mandarin orange fragrance or Wenzhou mandarin orange flavored food and drink comprising at least one selected from methyl salicylate, 1-p-menten-9-ol, and sabinene, and further contains them. It is a food and beverage product having a flavor of Wenzhou mandarin orange, a flavored product having a flavor of mandarin orange, or a cosmetic product having a scent of mandarin orange. Methyl salicylate, 1-p-menten-9-ol, and sabinene, which are the active ingredients of the present invention, are added to the final consumed product at the following concentrations to improve the unnatural peel feeling. The following numerical range is the upper limit of the amount of fragrance component of 100% Wenzhou mandarin orange juice. When the amount of fragrance component of Wenzhou mandarin orange juice or mandarin orange fragrance is small, the amount of addition is reduced accordingly. The overall aroma can be adjusted by adjusting the amount of addition to the products that are generally finally consumed within the following numerical range. It is possible to achieve an improved peel feeling that is unique to Wenzhou.

(a)サリチル酸メチル:0.005〜0.8ppm
(b)1−p−メンテン−9−オール:0.008〜1.2ppm
(c)サビネン:0.1〜18.0ppm
(a) Methyl salicylate: 0.005 to 0.8 ppm
(b) 1-p-Menten-9-ol: 0.008 to 1.2 ppm
(c) Sabinene: 0.1-18.0 ppm

本発明の前記有効成分はそれ自体の香気が柑橘の香気とは異なるため、本発明のピール感向上剤のみでは温州みかん様の香気は形成しない。したがって、本発明のピール感向上剤は最終的に消費される製品の段階において、みかん果汁、みかん果皮油、みかん香料の少なくとも1種との共存が必須である。また、上記の数値範囲を超えて添加するとそれぞれの化合物自体の香気が感じられるようになり、飲食品全体としての風味を損なうおそれがある。また、上記数値範囲の下限値を下まわると温州みかん様のピール感が充分に向上されず、嗜好性の点で未添加のものと差違がなくなる。 Since the active ingredient of the present invention is different in fragrance of citrus from itself, a sensation-like fragrance is not formed only by the peel feeling improving agent of the present invention. Therefore, the peel feeling improving agent of the present invention must coexist with at least one of mandarin orange juice, mandarin orange peel oil, and mandarin orange fragrance at the stage of the final consumed product. Moreover, when it adds exceeding said numerical range, the fragrance of each compound itself will be felt, and there exists a possibility of impairing the flavor as the whole food-drinks. If the lower limit of the above numerical range is not reached, the peel feeling of Satsuma mandarin is not sufficiently improved, and there is no difference from unadded in terms of palatability.

本発明のピール感向上剤は、サリチル酸メチル、1−p−メンテン−9−オール、サビネンの1種以上であれば効果を発揮するが、2種以上を組み合わせた方がより天然のみかん果汁に近い香気特性が得られるため好ましい。本発明の化合物群を2種以上組み合わせる場合は、前記の最終的に消費される製品中に添加される量を考慮して比率を決定する。 The peel feeling improving agent of the present invention is effective if it is one or more of methyl salicylate, 1-p-menten-9-ol, and sabinene, but the combination of two or more forms more natural orange juice. It is preferable because close aroma characteristics can be obtained. When combining two or more compounds of the present invention, the ratio is determined in consideration of the amount added to the final consumed product.

本発明の有効成分であるサリチル酸メチル、1−p−メンテン−9−オール、サビネンは、いずれも公知の化合物であるため公知の方法によって製造することができる。   Since methyl salicylate, 1-p-menten-9-ol, and sabinene, which are active ingredients of the present invention, are all known compounds, they can be produced by known methods.

本発明のピール感向上剤又はそれを含有してなる香料は、温州みかん風味を有する飲食品であればいずれであっても使用することができる。例えば、果実飲料、果汁入り飲料、野菜ジュース、発泡性飲料、濃縮ジュース、凍結ジュース、スポーツドリンク、栄養ドリンク、その他の機能性ドリンク、フレーバードティー、乳飲料、乳酸菌飲料、豆乳類等の飲料一般、ヨーグルト、ゼリー、ムース、デザート類、アイスクリーム、ラクトアイス、アイスミルク、シャーベット等の冷菓並びに氷菓、ケーキ、クッキー、ビスケット、パイ、煎餅、その他の米菓等といった洋菓子及び和菓子を含む焼菓子や蒸菓子等の菓子類、パン、スナック類、チューインガム、ハードキャンディ、ソフトキャンディー、ゼリービーンズ、グミ、錠菓等を含む糖菓一般、クリーム、果実フレーバーソース、みかんジャムやマーマレード、甘味料、シロップ、缶詰、冷凍食品などが挙げられ、口腔衛生製品としては、口内清涼剤、うがい剤、歯磨き等の医薬品部外品、シロップ剤等の医薬品を挙げることができる。 The peel feeling improving agent of the present invention or the fragrance containing the same can be used as long as it is a food or drink product having a mandarin orange flavor. For example, beverages such as fruit drinks, fruit juice drinks, vegetable juices, effervescent drinks, concentrated juices, frozen juices, sports drinks, nutrition drinks, other functional drinks, flavored teas, milk drinks, lactic acid bacteria drinks, soy milk, etc. Baked confectionery and steamed confectionery including yogurt, jelly, mousse, desserts, ice cream, lacto ice, ice milk, sorbet, etc. Confectionery such as confectionery, bread, snacks, chewing gum, hard candy, soft candy, jelly beans, gummi, tablet confectionery etc. in general, cream, fruit flavor sauce, mandarin jam and marmalade, sweetener, syrup, canned food, Oral hygiene products such as frozen foods Is to, mouth fresheners, mouthwashes, toothpastes, such as pharmaceuticals, quasi-drugs, and can be given drugs such as syrup.

また、本発明のピール感向上剤又はそれを含有してなる香料は、香粧品用香料への応用も可能であり、温州みかん様香気を有する香粧品であればいずれであっても使用することができる。具体的な用途としては、例えば、香水、コロン、オードトワレ、化粧水、基礎化粧料、シャンプー、リンス、ヘアトリートメント剤、整髪料、洗顔剤、身体洗浄剤、食器用洗剤、洗濯用洗剤、柔軟剤、清掃用品、芳香剤、消臭剤、線香、インセンス、皮膚外用剤、インク、匂い付き文具、玩具などを挙げることができる。 Moreover, the peel feeling improving agent of the present invention or a fragrance containing the same can be applied to a fragrance for cosmetics, and any cosmetic product having a mandarin orange-like fragrance should be used. Can do. Specific uses include, for example, perfume, colon, eau de toilette, lotion, basic cosmetics, shampoo, rinse, hair treatment agent, hair conditioner, facial cleanser, body cleaner, dishwashing detergent, laundry detergent, softener. , Cleaning supplies, fragrances, deodorants, incense sticks, incense, external preparations for skin, ink, scented stationery, toys and the like.

本願発明のピール感向上剤又はそれを含有してなる香料は、使用時の利便性のため適宜溶剤などで希釈されてもよい。希釈に用いる溶剤などは香料組成物に常用されるものであれば特に制限はない。また、香気又は香味に悪影響のない範囲であれば香料以外の成分として常用される他の添加物を加えた組成物としてもよい。さらに、本発明の香料においては香料一般に適用される製剤化技術の適用も可能であり、粉末化、カプセル化など情報により所望の形態に調整することもできる。   The peel feeling improving agent of the present invention or the fragrance containing the same may be appropriately diluted with a solvent or the like for convenience during use. The solvent used for dilution is not particularly limited as long as it is commonly used in perfume compositions. Moreover, it is good also as a composition which added the other additive normally used as components other than a fragrance | flavor, if it is a range which does not have a bad influence on aroma or flavor. Furthermore, in the fragrance | flavor of this invention, the formulation technique applied to a fragrance | flavor generally can also be applied, and it can also adjust to a desired form with information, such as pulverization and encapsulation.

サリチル酸メチル、1−p−メンテン−9−オール、サビネンを温州みかんとオレンジのストレートジュースに添加して専門パネルによる官能評価により香味の変化を確認した。また、温州みかんの精油成分中でFDファクターの高い化合物の内、リナロールとデカナールについても同様に添加試験を行い温州みかんらしいピール感の増強に関する効果を比較した。結果を表1に示す。   Methyl salicylate, 1-p-menten-9-ol, and sabinene were added to Wenzhou mandarin orange and orange straight juice, and the change in flavor was confirmed by sensory evaluation by a specialized panel. In addition, among the compounds with high FD factor among the essential oil components of mandarin orange, linalool and decanal were also subjected to the same addition test to compare the effect of enhancing the peel feeling that seems to be mandarin orange. The results are shown in Table 1.

Figure 2015097514
Figure 2015097514

試験の結果、本願発明のサリチル酸メチル、1−p−メンテン−9−オール、サビネンは温州みかんジュースに添加した場合、特定の濃度範囲内であれば温州みかんらしいピール感を増加させた。これに対して、同様にオレンジジュースに添加した場合は、温州みかんらしい香味は発現しなかった。以上より、本発明のサリチル酸メチル、1−p−メンテン−9−オール、サビネンから選択される1種以上からなる、温州みかん香料又は温州みかん風味飲食品のピール感向上剤は、温州みかんの香味を有するものに添加したときに、特定の濃度範囲で温州みかんのピール感を特異的に向上させる効果を有していることが確認された。 As a result of the test, when methyl salicylate, 1-p-menten-9-ol, and sabinene of the present invention were added to Satsuma mandarin juice, the peel feeling of Satsuma mandarin was increased within a specific concentration range. On the other hand, when it was added to orange juice in the same manner, it did not develop a savory flavor of Wenzhou. From the above, the peel improving agent for Wenzhou mandarin orange fragrance or Wenzhou mandarin orange flavored food and drink comprising one or more selected from methyl salicylate, 1-p-menten-9-ol, and sabinene of the present invention is the flavor of Wenzhou mandarin orange. It was confirmed that when it was added to the product having an odor, it has an effect of specifically improving the peel feeling of Satsuma mandarin in a specific concentration range.

Claims (5)

サリチル酸メチル、1−p−メンテン−9−オール、サビネンから選択される1種以上からなる、温州みかん香料又は温州みかん風味飲食品のピール感向上剤。 An agent for improving the peel feeling of Wenzhou tangerine fragrance or Wenzhou tangerine flavored food and drink, comprising at least one selected from methyl salicylate, 1-p-menten-9-ol, and sabinene. 化合物(a)〜(f)の1種以上を含有し、飲食品への(a)〜(f)の添加濃度がそれぞれ以下の濃度となるよう調整されてなる、温州みかん香料。
(a)サリチル酸メチル:0.005〜0.8ppm
(b)1−p−メンテン−9−オール:0.008〜1.2ppm
(c)サビネン:0.1〜18.0ppm
An Unshu mandarin orange fragrance containing at least one of the compounds (a) to (f) and adjusted so that the concentrations of (a) to (f) added to the food and drink are as follows.
(a) Methyl salicylate: 0.005 to 0.8 ppm
(b) 1-p-Menten-9-ol: 0.008 to 1.2 ppm
(c) Sabinene: 0.1-18.0 ppm
請求項2に記載された温州みかん香料を添加してなる温州みかん風味を有する飲食品又は温州みかん様香気を有する香粧品。 A food / beverage product having a flavor of mandarin orange or a cosmetic product having a mandarin orange-like fragrance, which is obtained by adding the mandarin orange flavor according to claim 2. 請求項1に記載されたピール感向上剤又は請求項2に記載された温州みかん香料と、みかん果汁とを含有してなる飲食品。 A food / beverage product comprising the peel feeling improving agent according to claim 1 or Wenzhou mandarin orange flavor according to claim 2 and mandarin orange juice. 請求項1に記載されたピール感向上剤又は請求項2に記載された温州みかん香料と、みかん果皮油とを含有してなる飲食品又は香粧品。   A food / beverage product or a cosmetic product comprising the peel feeling improving agent according to claim 1 or the Wenzhou mandarin orange flavor according to claim 2 and mandarin orange peel oil.
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