JP2017147957A - Chlorogenic acid-containing beverage - Google Patents
Chlorogenic acid-containing beverage Download PDFInfo
- Publication number
- JP2017147957A JP2017147957A JP2016031973A JP2016031973A JP2017147957A JP 2017147957 A JP2017147957 A JP 2017147957A JP 2016031973 A JP2016031973 A JP 2016031973A JP 2016031973 A JP2016031973 A JP 2016031973A JP 2017147957 A JP2017147957 A JP 2017147957A
- Authority
- JP
- Japan
- Prior art keywords
- mass
- acid
- protein
- beverage
- chlorogenic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
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- 235000013361 beverage Nutrition 0.000 title claims description 37
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- 235000002906 tartaric acid Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000004704 ultra performance liquid chromatography Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Abstract
Description
本発明は、クロロゲン酸類を含有する飲料に関する。 The present invention relates to a beverage containing chlorogenic acids.
クロロゲン酸類は、植物においてはコーヒー豆やヒマワリ種子等に見出され、抗酸化作用、血圧降下作用、脂質燃焼促進作用等の生理機能を有することが報告されている(例えば、特許文献1)。
クロロゲン酸類を含む飲料はより多くのクロロゲン酸類を継続して摂取し、その生理機能を効果的に得るのに適した形態であり、近年、クロロゲン酸類を高濃度で配合したコーヒー飲料が提案されている。一般的に、コーヒー豆の香りやコク等の観点から、コーヒー飲料のpHは5.5〜6程度である。
Chlorogenic acids are found in plants such as coffee beans and sunflower seeds, and have been reported to have physiological functions such as an antioxidant action, a blood pressure lowering action, and a lipid burning promoting action (for example, Patent Document 1).
Beverages containing chlorogenic acids are in a form suitable for continually ingesting more chlorogenic acids and effectively obtaining their physiological functions. Recently, coffee beverages containing high concentrations of chlorogenic acids have been proposed. Yes. Generally, the pH of a coffee beverage is about 5.5 to 6 from the viewpoint of the aroma and richness of coffee beans.
クロロゲン酸類はコーヒー豆の焙煎において分解され易いため、クロロゲン酸類含有飲料を調製するにあたっては生コーヒー豆や焙煎程度が低い浅焙煎コーヒー豆中のクロロゲン酸類を最大限に利用することが有利である。
しかしながら、これらの豆抽出物は青臭み等があり、クロロゲン酸類を高濃度で飲料中に配合すると、生コーヒー豆に由来する雑味や不快臭が感じられ、多様な風味の飲料を創製する上で問題があることが判った。
したがって、本発明は、高濃度のクロロゲン酸類を含み、雑味や不快臭が少なく風味の良好な飲料を提供しようとするものである。
Because chlorogenic acids are easily decomposed during roasting of coffee beans, it is advantageous to make the best use of chlorogenic acids in fresh coffee beans or shallow roasted coffee beans with low roasting degree when preparing beverages containing chlorogenic acids It is.
However, these bean extracts have a blue odor, etc. When blended with a high concentration of chlorogenic acids in beverages, the miscellaneous taste and unpleasant odor derived from raw coffee beans are felt, and beverages with various flavors are created. It turns out that there is a problem.
Accordingly, the present invention is intended to provide a beverage having a high flavor of chlorogenic acids, having less miscellaneous taste and unpleasant odor, and having a good flavor.
本発明者は、上記課題を解決するため鋭意検討を重ねた結果、クロロゲン酸類とコーヒー豆に含まれるタンパク質との質量比、及び当該タンパク質に占める所定のタンパク質の割合を特定範囲内とすることで、生コーヒー豆に由来する雑味や不快臭を低減できることを見出した。また、この際、飲料のpHが高いとクロロゲン酸類が不安定になり易いところ、pHを制御することで保存安定性にも優れた飲料とすることができることを見出した。 As a result of intensive studies to solve the above problems, the present inventor has determined that the mass ratio of chlorogenic acids to the protein contained in the coffee beans and the ratio of the predetermined protein in the protein are within a specific range. The present inventors have found that miscellaneous taste and unpleasant odor derived from green coffee beans can be reduced. Moreover, at this time, when the pH of the beverage was high, the chlorogenic acids were likely to become unstable, and it was found that a beverage having excellent storage stability can be obtained by controlling the pH.
すなわち、本発明は、次の成分(A)及び(B):
(A)クロロゲン酸類 0.05〜2質量%、
(B)コーヒー豆由来タンパク質
を含有し、成分(A)と成分(B)の質量比[(A)/(B)]が1〜40であり、成分(B)に占める(b)分子量5000以下のタンパク質の割合が1〜60質量%であり、且つpHが2〜5である飲料を提供するものである。
That is, the present invention includes the following components (A) and (B):
(A) Chlorogenic acids 0.05-2% by mass,
(B) Contains coffee bean-derived protein, the mass ratio [(A) / (B)] of component (A) to component (B) is 1 to 40, and (b) molecular weight 5000 in component (B) The following protein has a ratio of 1 to 60% by mass and provides a beverage having a pH of 2 to 5.
本発明によれば、高濃度のクロロゲン酸類を含みながら、雑味や不快臭が少なく、コク感が感じられて風味良好であり、また、保存性に優れた飲料を提供することができる。 ADVANTAGE OF THE INVENTION According to this invention, there are few miscellaneous tastes and unpleasant odors while having a high concentration of chlorogenic acids, a rich feeling is felt and the flavor is good, and a beverage excellent in storage stability can be provided.
本発明の飲料は(A)クロロゲン酸類を含有する。本明細書において「クロロゲン酸類」とは、3−カフェオイルキナ酸、4−カフェオイルキナ酸及び5−カフェオイルキナ酸のモノカフェオイルキナ酸と、3−フェルラキナ酸、4−フェルラキナ酸及び5−フェルラキナ酸のモノフェルラキナ酸と、3,4−ジカフェオイルキナ酸、3,5−ジカフェオイルキナ酸及び4,5−ジカフェオイルキナ酸のジカフェオイルキナ酸を併せての総称である。本発明においては上記9種のうち少なくとも1種を含有すればよいが、すべて含有することが好ましい。 The beverage of the present invention contains (A) chlorogenic acids. In the present specification, “chlorogenic acids” means 3-caffeoylquinic acid, 4-caffeoylquinic acid and monocaffeoylquinic acid of 5-caffeoylquinic acid, 3-ferlaquinic acid, 4-ferlaquinic acid and 5 -Generic name for ferulacic acid monoferlaquinic acid and 3,4-dicaffeoylquinic acid, 3,5-dicaffeoylquinic acid and 4,5-dicaffeoylquinic acid dicaffeoylquinic acid It is. In the present invention, at least one of the above nine types may be contained, but it is preferable to contain all of them.
本発明においては、(A)クロロゲン酸類を豊富に含む生コーヒー豆や浅焙煎コーヒー豆の抽出物に由来するもの、すなわち、生コーヒー豆抽出物や浅焙煎コーヒー豆抽出物から分画により採取したものを使用することが好ましい。なかでも、生コーヒー豆抽出物から分画により採取したものを使用することが好ましい。
本明細書において「生コーヒー豆」は、焙煎する前のコーヒー豆をいい、「浅焙煎コーヒー豆」は、焙煎程度が低いコーヒー豆をいう。浅焙煎コーヒー豆のL値は、30〜50が好ましい。ここで、L値とは、黒をL値0とし、また白をL値100として、焙煎コーヒー豆の明度を粉砕後に色差計で測定したものである。色差計として、例えば、スペクトロフォトメーター SE2000((株)日本電色社製)を用いることができる。なお、本明細書において生コーヒー豆と浅焙煎コーヒー豆とを合わせてコーヒー豆と称する場合がある。
In the present invention, (A) a product derived from an extract of raw coffee beans and shallow roasted coffee beans that are rich in chlorogenic acids, that is, fractionated from raw coffee bean extract or shallow roasted coffee bean extract It is preferable to use the collected one. Especially, it is preferable to use what was extract | collected from the raw coffee bean extract by the fractionation.
In the present specification, “raw coffee beans” refers to coffee beans before roasting, and “shallow roasted coffee beans” refers to coffee beans with a low roasting degree. The L value of the shallow roasted coffee beans is preferably 30-50. Here, the L value is a value obtained by measuring the brightness of roasted coffee beans with a color difference meter after crushing, with black as L value 0 and white as L value 100. As the color difference meter, for example, a spectrophotometer SE2000 (manufactured by Nippon Denshoku Co., Ltd.) can be used. In the present specification, raw coffee beans and shallow roasted coffee beans may be collectively referred to as coffee beans.
本発明で用いられるコーヒー豆の豆種としては、例えば、アラビカ種、ロブスタ種、リベリカ種、アラブスタ種等を挙げることができる。また、コーヒー豆の産地は特に限定されないが、例えば、ブラジル、コロンビア、タンザニア、モカ、キリマンジャロ、マンデリン、ブルーマウンテン、グアテマラ、ベトナム等が挙げられる。コーヒー豆は、1種単独で又は2種以上を混合して使用することができる。
コーヒー豆は、未粉砕のものでも、粉砕したものでもよい。粉砕方法は特に限定されず、公知の方法及び装置を用いることができる。例えば、カッターミル、ハンマーミル、ジェットミル、インパクトミル、ウィレー粉砕機等の粉砕装置を挙げることができる。粉砕コーヒー豆の平均粒径は適宜選択することができる。
Examples of the bean species of coffee beans used in the present invention include arabica species, robusta species, revelica species, and Arabsta species. Moreover, although the production region of coffee beans is not particularly limited, examples thereof include Brazil, Colombia, Tanzania, Mocha, Kilimanjaro, Mandelin, Blue Mountain, Guatemala, Vietnam and the like. A coffee bean can be used individually by 1 type or in mixture of 2 or more types.
The coffee beans may be unground or ground. The pulverization method is not particularly limited, and a known method and apparatus can be used. Examples thereof include pulverizers such as a cutter mill, a hammer mill, a jet mill, an impact mill, and a Willet pulverizer. The average particle size of the ground coffee beans can be selected as appropriate.
また、本明細書において「抽出物」としては、例えば、生コーヒー豆や浅焙煎コーヒー豆の抽出液又はその濃縮物が挙げられる。その形態としては、固体、液体、溶液、スラリー等の種々のものがある。「抽出液」の抽出方法は、コーヒー豆から熱水を用いて、バッチ抽出、ドリップ抽出、カラム抽出等の公知の抽出方法により抽出したものであって、濃縮や精製操作が行われていないものをいう。例えば、特開昭58−138347号公報、特開昭59−51763号公報、特開昭62−111671号公報、特開平5−236918号公報等に記載の方法を採用することができる。
また、「抽出液の濃縮物」とは、コーヒー豆の抽出液から溶媒の少なくとも一部を除去してクロロゲン酸類濃度を高めたものをいう。
コーヒー豆抽出物等は、市販品でもよい。
In the present specification, examples of the “extract” include an extract of fresh coffee beans and shallow roasted coffee beans, or a concentrate thereof. There are various forms such as a solid, a liquid, a solution, and a slurry. The “extract” is extracted from coffee beans using hot water using a known extraction method such as batch extraction, drip extraction, column extraction, etc., and has not been concentrated or purified. Say. For example, methods described in JP-A-58-138347, JP-A-59-51763, JP-A-62-111671, JP-A-5-236918 and the like can be employed.
The “extract concentrate” refers to a product obtained by removing at least part of the solvent from the coffee bean extract to increase the concentration of chlorogenic acids.
The coffee bean extract may be a commercial product.
本発明の飲料中、(A)クロロゲン酸類の含有量は、0.05〜2質量%である。飲料中の(A)クロロゲン酸類の含有量は、クロロゲン酸類の生理効果の点、及びクロロゲン酸類のコクを感じることができる点から、0.1質量%以上が好ましい。また、不快臭を抑え、すっきりとした風味を感じることができる点から、1質量%以下が好ましく、0.7質量%以下がより好ましい。飲料中の(A)クロロゲン酸類の含有量は、0.1〜1質量%、更に0.1〜0.7質量%が好ましい。
本明細書において(A)クロロゲン酸類の含有量は上記9種の合計量に基づいて定義される。また、(A)クロロゲン酸類の分析は、後掲の実施例に記載の方法に従うものとする。
In the beverage of the present invention, the content of (A) chlorogenic acids is 0.05 to 2% by mass. The content of (A) chlorogenic acids in the beverage is preferably 0.1% by mass or more from the viewpoint of the physiological effects of chlorogenic acids and the ability to feel the richness of chlorogenic acids. Moreover, 1 mass% or less is preferable and 0.7 mass% or less is more preferable from the point which can suppress an unpleasant odor and can feel the refreshing flavor. The content of (A) chlorogenic acids in the beverage is preferably 0.1 to 1% by mass, more preferably 0.1 to 0.7% by mass.
In the present specification, the content of (A) chlorogenic acids is defined based on the total amount of the nine types. The analysis of (A) chlorogenic acids follows the method described in the examples below.
本発明の飲料は(B)コーヒー豆由来タンパク質を含有する。当該タンパク質の量は、後掲の実施例に記載のとおり全窒素量からカフェイン、トリゴネリン及び遊離アミノ酸に由来する窒素量を差し引くことで求められる。尚、コーヒー豆については前記で説明したとおり生コーヒー豆と浅焙煎コーヒー豆を含むものである。
本発明において、飲料中の成分(B)の含有量に対する、飲料中の成分(A)の含有量の比(含有質量比)[(A)/(B)]は1〜40である。
斯かる成分(A)と成分(B)の質量比[(A)/(B)]は、雑味を低減する点から、1.5以上、更に2以上が好ましい。また、クロロゲン酸類のコクを感じることができる点から、25以下、更に20以下が好ましい。飲料中、成分(A)と成分(B)の質量比[(A)/(B)]は、1.5〜25が好ましく、2〜20がより好ましい。
The beverage of the present invention contains (B) coffee bean-derived protein. The amount of the protein can be determined by subtracting the amount of nitrogen derived from caffeine, trigonelline and free amino acids from the total amount of nitrogen as described in the examples below. As described above, the coffee beans include raw coffee beans and shallow roasted coffee beans.
In this invention, ratio (content mass ratio) [(A) / (B)] of content of the component (A) in a drink with respect to content of the component (B) in a drink is 1-40.
The mass ratio [(A) / (B)] of the component (A) and the component (B) is preferably 1.5 or more, and more preferably 2 or more from the viewpoint of reducing miscellaneous taste. Moreover, from the point which can feel the richness of chlorogenic acids, 25 or less and 20 or less are preferable. 1.5-25 are preferable and, as for mass ratio [(A) / (B)] of a component (A) and a component (B) in a drink, 2-20 are more preferable.
飲料中の(B)コーヒー豆由来タンパク質の含有量は、0.005〜0.2質量%、更に0.005〜0.15質量%であるのが、コクの点、雑味の点から好ましい。 The content of the (B) coffee bean-derived protein in the beverage is preferably 0.005 to 0.2% by mass, more preferably 0.005 to 0.15% by mass from the point of richness and miscellaneous taste. .
(B)コーヒー豆由来タンパク質は、当該タンパク質に占める(b)分子量5000以下のタンパク質の割合が1〜60質量%である。(b)分子量5000以下のタンパク質は、コーヒー豆に由来するタンパク質のうち分画分子量5000の濾過膜を通過するポリペプチドである。
コーヒー豆抽出物のタンパク質の制御に使用する濾過膜は、逆浸透膜、限外濾過膜が好ましく、限外濾過膜がより好ましい。膜の材質は、特に限定されず、例えば、ポリスルフォン、ポリアクリロニトリル、再生セルロース、セルロースアセテート等が挙げられるが、ポリスルフォンが好ましい。また、膜の構造としては、スパイラル、中空糸型のような連続処理型の膜、平膜が挙げられる。
(B) The coffee bean-derived protein has 1 to 60% by mass of (b) a protein having a molecular weight of 5000 or less in the protein. (B) A protein having a molecular weight of 5000 or less is a polypeptide that passes through a filtration membrane having a molecular weight cut-off of 5000 among proteins derived from coffee beans.
The filtration membrane used for controlling the protein of the coffee bean extract is preferably a reverse osmosis membrane or an ultrafiltration membrane, and more preferably an ultrafiltration membrane. The material of the membrane is not particularly limited, and examples thereof include polysulfone, polyacrylonitrile, regenerated cellulose, cellulose acetate and the like, and polysulfone is preferable. Further, examples of the membrane structure include a continuous processing type membrane such as a spiral type and a hollow fiber type, and a flat membrane.
(B)コーヒー豆由来タンパク質に占める(b)分子量5000以下のタンパク質の割合は、濁り発生を防止する点から、さらに雑味を低減する点から、5質量%以上、更に10質量%以上が好ましい。また、不快臭を低減する点から、55質量%以下、更に50質量%以下が好ましい。 (B) The proportion of the protein having a molecular weight of 5000 or less in the coffee bean-derived protein is preferably 5% by mass or more, and more preferably 10% by mass or more from the viewpoint of preventing turbidity and further reducing miscellaneous taste. . Moreover, from the point of reducing unpleasant odor, it is preferably 55% by mass or less, and more preferably 50% by mass or less.
飲料中の(b)分子量5000以下のタンパク質の含有量は、0.001〜0.2質量%、更に0.003〜0.1質量%であるのが、不快臭を低減する点から好ましい。 The content of the protein (b) having a molecular weight of 5000 or less in the beverage is preferably 0.001 to 0.2% by mass, more preferably 0.003 to 0.1% by mass from the viewpoint of reducing unpleasant odor.
本発明の飲料のpH(25℃)は2〜5である。pHは、クロロゲン酸類の安定性の点から、2.5〜4.5、更に2.5〜3.5であるのが好ましい。
飲料のpH調整には、酸味料を使用することができ、酸味料としては、例えば、酢酸、アスコルビン酸、クエン酸、グルコン酸、コハク酸、酒石酸、乳酸、フマル酸、リンゴ酸及びこれらのアルカリ金属塩(例えば、ナトリウム塩、カリウム塩)が挙げられる。これらは1種又は2種以上を併用することができる。なかでも、クエン酸、クエン酸ナトリウムが好ましい。
The pH (25 degreeC) of the drink of this invention is 2-5. The pH is preferably 2.5 to 4.5, more preferably 2.5 to 3.5, from the viewpoint of the stability of chlorogenic acids.
An acidulant can be used to adjust the pH of the beverage. Examples of the acidulant include acetic acid, ascorbic acid, citric acid, gluconic acid, succinic acid, tartaric acid, lactic acid, fumaric acid, malic acid, and alkalis thereof. Metal salts (for example, sodium salt, potassium salt) are mentioned. These can be used alone or in combination of two or more. Of these, citric acid and sodium citrate are preferable.
飲料は、水を含有するが、水はイオン交換水、水道水、天然水等が挙げられ、特に味の点からイオン交換水が好ましい。 The beverage contains water, and examples of the water include ion-exchanged water, tap water, and natural water, and ion-exchanged water is particularly preferable from the viewpoint of taste.
本発明の飲料には、上記成分の他に本発明の効果を損なわない範囲において、甘味料、苦味抑制剤、酸化防止剤、香料、無機塩類、色素類、乳化剤、保存料、調味料、品質安定剤等が適宜配合されていてもよい。 In the beverage of the present invention, in addition to the above components, the sweetener, bitterness inhibitor, antioxidant, fragrance, inorganic salts, pigments, emulsifier, preservative, seasoning, quality, as long as the effects of the present invention are not impaired. A stabilizer or the like may be appropriately blended.
本発明の飲料は、例えば、生コーヒー豆抽出物及び/又は浅焙煎コーヒー豆抽出物を利用して、(A)クロロゲン酸類の濃度、(A)クロロゲン酸類と(B)コーヒー豆由来タンパク質の質量比、成分(B)に占める(b)分子量5000以下のタンパク質の割合を上記範囲内となるように調整する工程、必要に応じてpHを調整する工程等を経て製造することができる。
具体的には、コーヒー豆抽出物等をアルコール沈殿や、イオン交換カラム、合成吸着剤による成分調整、あるいは活性炭や白土による吸着や、限外ろ過膜により成分を調整する工程と、pHを調整するためのイオン交換処理、クエン酸の添加による調整をする。
The beverage of the present invention uses, for example, a raw coffee bean extract and / or a shallow roast coffee bean extract, and contains (A) a concentration of chlorogenic acids, (A) a chlorogenic acid and (B) a coffee bean-derived protein. It can be produced through a step of adjusting the mass ratio, the proportion of the protein having a molecular weight of 5000 or less in the component (B) to be within the above range, a step of adjusting the pH if necessary, and the like.
Specifically, the pH of the coffee bean extract is adjusted by alcohol precipitation, ion exchange column, component adjustment by a synthetic adsorbent, adsorption by activated carbon or white clay, or component adjustment by an ultrafiltration membrane. Adjustment by adding ion exchange treatment and citric acid.
また、容器詰飲料とする際は、更に殺菌・充填工程を経て製造することができる。
飲料の殺菌条件は、食品衛生法に定める条件を満たしていれば良く、殺菌の手段も特に制限は無く、レトルト、超高温(UHT)、高温短時間(HTST)の各種殺菌機を用いることができる。更には、殺菌後の容器への充填方式も特に制限は無く、ホットパック充填(熱間充填)や無菌充填等を用いることができる。
飲料に使用できる容器は、ポリエチレンテレフタレートを主成分とする成形容器(いわゆるPETボトル)、金属缶、ガラス製容器、チアパック、紙容器等一般に飲料に使用されるものであれば特に限定するものではない。
Moreover, when setting it as a container-packed drink, it can manufacture through a further sterilization and filling process.
The sterilization condition of the beverage is only required to satisfy the conditions stipulated in the Food Sanitation Law, and the sterilization means is not particularly limited, and various sterilizers of retort, ultra-high temperature (UHT), high temperature and short time (HTST) may be used. it can. Furthermore, the method of filling the sterilized container is not particularly limited, and hot pack filling (hot filling), aseptic filling, or the like can be used.
Containers that can be used for beverages are not particularly limited as long as they are generally used for beverages, such as molded containers mainly composed of polyethylene terephthalate (so-called PET bottles), metal cans, glass containers, cheer packs, and paper containers. .
本発明の飲料は、高濃度の(A)クロロゲン酸類を含むことから、クロロゲン酸類摂取用の飲料として好適である。
飲料の1本当りの容量は200mL、更に150mL、更に100mLとするのが服用感及び有効性の点で好ましい。
Since the drink of this invention contains high concentration (A) chlorogenic acid, it is suitable as a drink for chlorogenic acid intake.
The volume per beverage is preferably 200 mL, more preferably 150 mL, and further 100 mL from the viewpoint of taking feeling and effectiveness.
[分析方法]
(1)クロロゲン酸類(CGA9)の測定
(分析機器)
HPLCを使用した。
装置:Waters ACQUITY UPLC― H Class PDA
分離カラム:ACQITY UPLC HSS C18 2.1×100mm,1.8μm
検出器(紫外可視吸光光度計):L−2420
(分析条件)
サンプル注入量:10μL、
流量:1.0mL/min、
紫外線吸光光度計検出波長:325nm
溶離液A:0.05mol/L酢酸、0.01mol/L酢酸ナトリウム及び0.1mmol/L HEDPO(1−ヒドロキシエタン−1,1−ジホスホン酸)を含有する5%(v/v)アセトニトリル、
溶離液B:アセトニトリル
(濃度勾配条件)
時間(分) A液(%(v/v)) B液(%(v/v))
0 100 0
2.5 100 0
3.5 95 5
5.0 95 5
6.0 92 8
16.0 92 8
16.5 10 90
19 100 0
22 100 0
(クロロゲン酸類のリテンションタイム)
3−カフェオイルキナ酸(3−CQA):5.2min
5−カフェオイルキナ酸(5−CQA):8.7min
4−カフェオイルキナ酸(4−CQA):11.2min
3−フェルラキナ酸(3−FQA):12.6min
5−フェルラキナ酸(5−FQA):19.1min
4−フェルラキナ酸(4−QA):20.9min
3,5−ジカフェオイルキナ酸(3,5−di−CQA):37.0min
4,5−ジカフェオイルキナ酸(4,5−di−CQA)37.5min
3,4−ジカフェオイルキナ酸(3,4−di−CQA):44.8min
求めた面積百分率から5−CQAを標準物質とし、9種の合計としてクロロゲン酸類を定量した。
[Analysis method]
(1) Measurement of chlorogenic acids (CGA9) (analytical instrument)
HPLC was used.
Equipment: Waters ACQUITY UPLC-H Class PDA
Separation column: ACQITY UPLC HSS C18 2.1 × 100 mm, 1.8 μm
Detector (UV-visible spectrophotometer): L-2420
(Analysis conditions)
Sample injection volume: 10 μL,
Flow rate: 1.0 mL / min,
UV absorption photometer detection wavelength: 325nm
Eluent A: 5% (v / v) acetonitrile containing 0.05 mol / L acetic acid, 0.01 mol / L sodium acetate and 0.1 mmol / L HEDPO (1-hydroxyethane-1,1-diphosphonic acid),
Eluent B: acetonitrile (concentration gradient condition)
Time (min) A liquid (% (v / v)) B liquid (% (v / v))
0 100 0
2.5 100 0
3.5 95 5
5.0 95 5
6.0 92 8
16.0 92 8
16.5 10 90
19 100 0
22 100 0
(Retention time of chlorogenic acids)
3-Caffeoylquinic acid (3-CQA): 5.2 min
5-Caffeoylquinic acid (5-CQA): 8.7 min
4-Caffeoylquinic acid (4-CQA): 11.2 min
3-Ferlaquinic acid (3-FQA): 12.6 min
5-ferlaquinic acid (5-FQA): 19.1 min
4-ferlaquinic acid (4-QA): 20.9 min
3,5-dicaffeoylquinic acid (3,5-di-CQA): 37.0 min
4,5-dicaffeoylquinic acid (4,5-di-CQA) 37.5 min
3,4-dicaffeoylquinic acid (3,4-di-CQA): 44.8 min
From the obtained area percentage, 5-CQA was used as a standard substance, and chlorogenic acids were quantified as a total of nine kinds.
(2)カフェイン、トリゴネリンの測定
上記(1)と同様に、カフェインは試薬カフェインを標準物質とし、5.2分のピーク面積から求めた面積比からカフェインを定量した。
トリゴネリンは標準品trigonelin 2H2O(東京化成工業)を標準物質とし、0.45分のピーク面積から求めた面積百分率からトリゴネリンを定量した。
それぞれ波長270nmの吸光度により定量した。
(2) Measurement of caffeine and trigonelin As in (1) above, caffeine was quantified from the area ratio obtained from the peak area of 5.2 minutes using caffeine as a standard substance.
Trigonelin was quantified from the area percentage obtained from the peak area of 0.45 minutes using the standard product trigonelin 2H 2 O (Tokyo Kasei Kogyo) as the standard substance.
Each was quantified by absorbance at a wavelength of 270 nm.
(3)遊離アミノ酸の測定
遊離アミン酸は9種クロロゲン酸濃度を0.32質量%にし、プレカラム法により測定した。6−アミノキノリル−N−ヒドロキシスクシンイミジルカルバメート(AQC)を誘導体化試薬とし、アミノ酸と反応させた。遊離アミノ酸の標準はTHERMO SCIENTIFIC #20088を使用した。(FFI JOURNAL Vol.217,No.1,2012の方法に準拠)
アミノ酸量は、誘導体化試薬AQCの加水分解物の6−アミノキノリン(AMQ)、bis−アミノキノリンウレア、アンモニアを除く下記18種の合計質量とした。
His、Ser、Arg、Gly、Asp、Glu、Thr、Ala、Pro、Cys、Lys、Tyr、Met、Val、Ile、Leu、Phe、Trp
(3) Measurement of free amino acids Free amino acids were measured by a precolumn method with a concentration of 9 kinds of chlorogenic acids of 0.32% by mass. 6-Aminoquinolyl-N-hydroxysuccinimidyl carbamate (AQC) was used as a derivatizing reagent and reacted with amino acids. The standard for free amino acid was THERMO SCIENTIFIC # 20088. (Based on the method of FFI JOURNAL Vol. 217, No. 1, 2012)
The amount of amino acid was defined as the total mass of the following 18 types excluding 6-aminoquinoline (AMQ), bis-aminoquinoline urea, and ammonia of the derivatization reagent AQC.
His, Ser, Arg, Gly, Asp, Glu, Thr, Ala, Pro, Cys, Lys, Tyr, Met, Val, Ile, Leu, Phe, Trp
(4)タンパク質(P)の測定
全窒素を分析し、次式よりカフェイン、トリゴネリン、遊離アミノ酸に由来する窒素量(N分)を差し引いた。
タンパク質=(全窒素量質量%−0.288×カフェイン−0.1021×トリゴネリン−遊離アミノ酸N分)×6.25
全窒素は、微量全窒素計TN−100(三菱化学社製)を用いて0−100ppmの範囲にて試料を水で希釈し測定した。
(条件)
検出方式:酸化分解、化学発光法キャリアガス:酸素200mL/min
反応ガス:オゾン200mL/min
加熱炉温度:上部800℃、下部500℃
(4) Measurement of protein (P) Total nitrogen was analyzed, and the amount of nitrogen (N minutes) derived from caffeine, trigonelline and free amino acids was subtracted from the following formula.
Protein = (total nitrogen mass% −0.288 × caffeine−0.1021 × trigonelline-free amino acid N content) × 6.25
Total nitrogen was measured by diluting the sample with water in the range of 0-100 ppm using a trace total nitrogen meter TN-100 (manufactured by Mitsubishi Chemical Corporation).
(conditions)
Detection method: oxidative decomposition, chemiluminescence carrier gas: oxygen 200 mL / min
Reaction gas: Ozone 200 mL / min
Heating furnace temperature: upper 800 ° C, lower 500 ° C
(5)分子量5000以下のタンパク質(P5K)の測定 試料溶液を固形分濃度5質量%に調整し、撹拌式加圧濾過セル(メンブレン直径44.5mm、有効濾過面積13.4cm2、最大処理容量50mL)に分画分子量5000の限界濾過膜PLCC(日本ミリポア社製、材質:再生セルロース)を装着し、窒素ガスをゲージ圧300kPa、温度25℃にて加圧濾過した。濾過液を25mL回収した時(50%回収率で規定)のタンパク濃度を求め、濾過前のタンパク濃度で除した。
尚、「固形分」とは、試料を105℃の電気恒温乾燥機で3時間乾燥して揮発物質を除いた残分をいう。
(5) Measurement of a protein having a molecular weight of 5000 or less (P5K) The sample solution was adjusted to a solid content concentration of 5% by mass, and stirred pressure filtration cell (membrane diameter 44.5 mm, effective filtration area 13.4 cm 2 , maximum treatment capacity) 50 mL) was fitted with a ultrafiltration membrane PLCC having a fractional molecular weight of 5000 (manufactured by Millipore Japan, material: regenerated cellulose), and nitrogen gas was filtered under pressure at a gauge pressure of 300 kPa and a temperature of 25 ° C. The protein concentration when 25 mL of the filtrate was recovered (specified by 50% recovery rate) was determined and divided by the protein concentration before filtration.
The “solid content” means a residue obtained by drying a sample for 3 hours with an electric constant temperature dryer at 105 ° C. to remove volatile substances.
[クロロゲン酸製剤の調製]
(1)クロロゲン酸製剤Aの調製
ベトナム産ロブスタ種の生コーヒー豆をハンマーミル KA MF10.2にてスクリーンサイズ4mmにて8000r/minで粉砕した。粉砕した生豆1200gを熱水7200g(95℃30−45分)にてバッチ抽出し、2号濾紙で濾過後、噴霧乾燥した。以下、これをクロロゲン酸製剤Aとした。固形分中のクロロゲン酸類量は32.0質量%であった。タンパク質量は10.4質量%、分子量5000以下のタンパク質量は3.1質量%であった。
[Preparation of chlorogenic acid preparation]
(1) Preparation of Chlorogenic Acid Formulation A Vietnamese Robusta-type raw coffee bean was pulverized with a hammer mill KA MF10.2 at a screen size of 4 mm at 8000 r / min. 1200 g of crushed green beans were batch extracted with 7200 g of hot water (95 ° C. for 30 to 45 minutes), filtered with No. 2 filter paper, and spray-dried. Hereinafter, this was designated as chlorogenic acid preparation A. The amount of chlorogenic acids in the solid content was 32.0% by mass. The amount of protein was 10.4% by mass, and the amount of protein having a molecular weight of 5000 or less was 3.1% by mass.
(2)クロロゲン酸製剤Bの調製
クロロゲン酸製剤A200gを62%(w/w)のエタノール溶液800gにて溶解し、濾過助剤として結晶セルロース(ソルカフロック)10g、50gの酸性白土(水澤化学社製、ミズカエース#600)にて2時間撹拌後、2号濾紙で濾過し、濾液を100gの活性炭(クラレコールGW)にSV=1(hr−1)で通液した。これを強酸性陽イオン交換樹脂(ダイヤイオン SK−1BH)50gに通液し、エバポレーターで濃縮し、クロロゲン酸製剤Bを83g得た。クロロゲン酸類製剤Bの固形分濃度は37.9質量%であった。また、固形分中のクロロゲン酸類量は48.7質量%、タンパク質量は5.94質量%、分子量5000以下のタンパク質量は5.22質量%であった。
(2) Preparation of chlorogenic acid formulation B 200 g of chlorogenic acid formulation A was dissolved in 800 g of a 62% (w / w) ethanol solution, and 10 g of crystalline cellulose (Solcafloc) as a filter aid, 50 g of acid clay (Mizusawa Chemical Co., Ltd.) Made by Mizuka Ace # 600) and filtered through No. 2 filter paper, and the filtrate was passed through 100 g of activated carbon (Kuraray Coal GW) at SV = 1 (hr −1 ). This was passed through 50 g of a strongly acidic cation exchange resin (Diaion SK-1BH) and concentrated with an evaporator to obtain 83 g of chlorogenic acid preparation B. The solid content concentration of the chlorogenic acid preparation B was 37.9% by mass. The amount of chlorogenic acids in the solid content was 48.7% by mass, the amount of protein was 5.94% by mass, and the amount of protein having a molecular weight of 5000 or less was 5.22% by mass.
(3)クロロゲン酸製剤Cの調製
クロロゲン酸製剤Bをイオン交換水で5%溶解後(製剤Bの5%水溶液)、限外濾過膜(旭化成マイクローザ SEP−0013、分画分子量3000)にて流速750mL/分にて濾過液を90%回収した。このあと、ロータリーエバポレーターで200mLまで濃縮しクロロゲン酸製剤Cを得た。クロロゲン酸類製剤Cの固形分濃度は0.46質量%であった。また、固形分中のクロロゲン酸類量は73.9質量%、タンパク質量は3.7質量%、分子量5000以下のタンパク質量は3.48質量%であった。
(3) Preparation of chlorogenic acid preparation C After dissolving 5% of chlorogenic acid preparation B in ion-exchanged water (5% aqueous solution of preparation B), ultrafiltration membrane (Asahi Kasei Microza SEP-0013, molecular weight cut off 3000) 90% of the filtrate was recovered at a flow rate of 750 mL / min. Then, it concentrated to 200 mL with the rotary evaporator and obtained the chlorogenic acid formulation C. The solid content concentration of the chlorogenic acid preparation C was 0.46% by mass. The amount of chlorogenic acids in the solid content was 73.9% by mass, the amount of protein was 3.7% by mass, and the amount of protein having a molecular weight of 5000 or less was 3.48% by mass.
(4)クロロゲン酸製剤Dの調製
クロロゲン酸製剤Bをイオン交換水で5%溶解後、3000mLを100gの強酸性陽イオン交換樹脂(SK−1BH)にSV10(hr−1)で通液した。この液をさらに活性化した弱塩基性陰イオン交換樹脂(メルク社 アンバーライト IRA−67)100gにSV10(hr−1)にて通液し、ロータリーエバポレーターで200mLまで濃縮した。クロロゲン酸類製剤Dの固形分濃度は16.3質量%であった。また、固形分中のクロロゲン酸類量は0.0質量%、タンパク質量は0.3質量%、分子量5000以下のタンパク質量は0.35質量%であった。
(4) Preparation of chlorogenic acid formulation D After 5% of chlorogenic acid formulation B was dissolved in ion-exchanged water, 3000 mL was passed through 100 g of strongly acidic cation exchange resin (SK-1BH) with SV10 (hr −1 ). This solution was passed through 100 g of a further activated weakly basic anion exchange resin (Merck Amberlite IRA-67) at SV10 (hr −1 ), and concentrated to 200 mL with a rotary evaporator. The solid content concentration of the chlorogenic acid preparation D was 16.3% by mass. The amount of chlorogenic acids in the solid content was 0.0% by mass, the amount of protein was 0.3% by mass, and the amount of protein having a molecular weight of 5000 or less was 0.35% by mass.
(5)クロロゲン酸製剤Eの調製
クロロゲン酸製剤Aの5%水溶液2000gを250gの強酸性陽イオン交換樹脂(SK−1BH)にSV10(hr−1)で通液後、合成吸着剤(ダイヤイオン セパビーズ SP−70)500gに通液した。次いで、限外濾過膜(旭化成マイクローザ AHP−0013、分画分子量50000)にて流速750mL/分にて濾過液を90%回収した。これをさらに限外濾過膜(旭化成マイクローザ ACP−0013、分画分子量13000)にて流速750mL/分にて残留液を100mL回収した。クロロゲン酸類製剤Eの固形分濃度は40.4質量%であった。また、固形分中のクロロゲン酸類量は0.0質量%、タンパク質量は0.22質量%、分子量5000以下のタンパク質量は0.012質量%であった。
(5) Preparation of chlorogenic acid preparation E After passing 2000 g of 5% aqueous solution of chlorogenic acid preparation A through 250 g of strongly acidic cation exchange resin (SK-1BH) with SV10 (hr −1 ), a synthetic adsorbent (Diaion) Sepabead SP-70) was passed through 500 g. Subsequently, 90% of the filtrate was recovered at a flow rate of 750 mL / min using an ultrafiltration membrane (Asahi Kasei Microza AHP-0013, molecular weight cut off 50000). Further, 100 mL of the residual liquid was recovered at a flow rate of 750 mL / min using an ultrafiltration membrane (Asahi Kasei Microza ACP-0013, molecular weight cut off: 13000). The solid content concentration of the chlorogenic acids preparation E was 40.4% by mass. The amount of chlorogenic acids in the solid content was 0.0% by mass, the amount of protein was 0.22% by mass, and the amount of protein having a molecular weight of 5000 or less was 0.012% by mass.
(6)5−CGA・n水和物(東京化成工業社製)をクロロゲン酸製剤Fとした。
クロロゲン酸製剤A〜F中のクロロゲン酸類量、タンパク質量、分子量5000以下のタンパク質量を表1に示す。
(6) Chlorogenic acid formulation F was 5-CGA · n hydrate (manufactured by Tokyo Chemical Industry Co., Ltd.).
Table 1 shows the amounts of chlorogenic acids, proteins, and proteins having a molecular weight of 5000 or less in the chlorogenic acid preparations A to F.
実施例1〜8及び比較例1〜10
[飲料の調製]
表2の処方表に従い、各成分を配合して飲料を得た。pHは、クエン酸又はクエン酸ナトリウムを使用して調整した。
Examples 1-8 and Comparative Examples 1-10
[Preparation of beverage]
According to the recipe of Table 2, each component was blended to obtain a beverage. The pH was adjusted using citric acid or sodium citrate.
[風味評価]
実施例1〜8及び比較例1〜10で得た飲料について風味評価を行った。
各実施例、比較例で得られた飲料50mLを5名の専門パネラーが試飲して雑味、不快臭及びコク感について下記の基準にて官能評価を行った。平均値を評点とした。
結果を表2に示す。
(雑味の評価基準)
雑味とは、生コーヒー豆の苦味、渋味等の雑味をいう。
5:雑味がない
4:雑味がかなり少ない
3:雑味が少ない
2:雑味がある
1:雑味が多い
(不快臭の評価基準)
不快臭とは、生コーヒー豆のジメチルスルフィド(DMS)様の臭いである。
5:不快臭を感じない
4:不快臭を殆ど感じない
3:不快臭を感じる
2:不快臭を強く感じる
1:不快臭を非常に強く感じる
(コク感の評価基準)
コク感は、飲用時の深みのある濃厚な味わいを意味する。
5:コク感を非常に強く感じる
4:コク感を強く感じる
3:コク感を感じる
2:コク感をやや感じる
1:コク感を感じない
[Taste evaluation]
Flavor evaluation was performed about the drink obtained in Examples 1-8 and Comparative Examples 1-10.
Five expert panelists sampled 50 mL of the beverages obtained in each Example and Comparative Example, and sensory evaluation was performed according to the following criteria for taste, unpleasant odor, and richness. The average value was used as the score.
The results are shown in Table 2.
(Evaluation criteria for miscellaneous taste)
The miscellaneous taste means miscellaneous tastes such as bitterness and astringency of fresh coffee beans.
5: No miscellaneous taste 4: Very little miscellaneous taste 3: Little miscellaneous taste 2: There is mischievous 1: Many miscellaneous tastes (evaluation criteria for unpleasant odor)
An unpleasant odor is a dimethyl sulfide (DMS) -like odor of green coffee beans.
5: Do not feel unpleasant odor 4: Do not feel unpleasant odor 3: Feel unpleasant odor 2: Feel strongly unpleasant odor 1: Feel unpleasant odor very strongly (Evaluation criteria for richness)
The richness means a rich and rich taste when drinking.
5: Feels a strong feeling very strong 4: Feels a strong feeling 3: Feels a strong feeling 2: Feels a little rich 1: Does not feel a rich feeling
比較例11
[飲料の調製]
実施例1と同様にして、表3の処方表に従い、各成分を配合して飲料を得た。
Comparative Example 11
[Preparation of beverage]
In the same manner as in Example 1, each component was blended according to the recipe of Table 3 to obtain a beverage.
[保存安定性の評価]
実施例8と、比較例4及び11で得た飲料について保存性安定性評価を行った。
試料20mLをバイアル管(50mL)に密閉し、55℃で3日間放置した。
放置後、クロロゲン酸類濃度を測定し、次式に従って保存開始前のクロロゲン酸類濃度で除してクロロゲン酸類の残存率を求め安定性の尺度にした。数値(残存率)が高い方が安定性に優れる。
クロロゲン酸類の残存率=(55℃で3日間保存後のクロロゲン酸類量/保存開始前のクロロゲン酸類量)
[Evaluation of storage stability]
The beverage obtained in Example 8 and Comparative Examples 4 and 11 was evaluated for storage stability.
20 mL of the sample was sealed in a vial tube (50 mL) and left at 55 ° C. for 3 days.
After standing, the chlorogenic acid concentration was measured and divided by the chlorogenic acid concentration before the start of storage according to the following formula to determine the residual rate of chlorogenic acids and used as a measure of stability. The higher the numerical value (residual rate), the better the stability.
Residual rate of chlorogenic acids = (Amount of chlorogenic acids after storage at 55 ° C. for 3 days / Amount of chlorogenic acids before storage)
結果を表3に示す。 The results are shown in Table 3.
表2から明らかなように、実施例1〜8の本発明品は、雑味と不快臭が少なくすっきりとした風味で、また、コク感が感じられる飲料であった。また、表3に示すように、pHを5以下に調整することで飲料中のクロロゲン酸類量の低下を抑えられ、保存安定性も良好であった。 As is clear from Table 2, the products of the present invention of Examples 1 to 8 were beverages that had a clean taste with little miscellaneous taste and unpleasant odor, and a rich feeling. Moreover, as shown in Table 3, by adjusting pH to 5 or less, the fall of the amount of chlorogenic acids in a drink was suppressed, and the storage stability was also favorable.
Claims (4)
(A)クロロゲン酸類 0.05〜2質量%、
(B)コーヒー豆由来タンパク質
を含有し、成分(A)と成分(B)の質量比[(A)/(B)]が1〜40であり、成分(B)に占める(b)分子量5000以下のタンパク質の割合が1〜60質量%であり、且つpHが2〜5である飲料。 The following components (A) and (B):
(A) Chlorogenic acids 0.05-2% by mass,
(B) Contains coffee bean-derived protein, the mass ratio [(A) / (B)] of component (A) to component (B) is 1 to 40, and (b) molecular weight 5000 in component (B) Beverages having the following protein ratio of 1 to 60% by mass and a pH of 2 to 5.
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