JP2010268703A - Method for producing purified tea extract - Google Patents
Method for producing purified tea extract Download PDFInfo
- Publication number
- JP2010268703A JP2010268703A JP2009121606A JP2009121606A JP2010268703A JP 2010268703 A JP2010268703 A JP 2010268703A JP 2009121606 A JP2009121606 A JP 2009121606A JP 2009121606 A JP2009121606 A JP 2009121606A JP 2010268703 A JP2010268703 A JP 2010268703A
- Authority
- JP
- Japan
- Prior art keywords
- tea extract
- polymer catechins
- synthetic adsorbent
- mass
- catechins
- 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
- 239000000284 extract Substances 0.000 title claims abstract description 73
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 11
- 241001122767 Theaceae Species 0.000 title abstract 6
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 claims abstract description 104
- 235000005487 catechin Nutrition 0.000 claims abstract description 104
- 150000001765 catechin Chemical class 0.000 claims abstract description 88
- 239000003463 adsorbent Substances 0.000 claims abstract description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 20
- 238000005406 washing Methods 0.000 claims abstract description 8
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 4
- 229920000642 polymer Polymers 0.000 claims description 92
- 244000269722 Thea sinensis Species 0.000 claims description 80
- 235000013616 tea Nutrition 0.000 claims description 77
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims description 36
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 28
- 229940094952 green tea extract Drugs 0.000 claims description 23
- 235000020688 green tea extract Nutrition 0.000 claims description 23
- JMGZEFIQIZZSBH-UHFFFAOYSA-N Bioquercetin Natural products CC1OC(OCC(O)C2OC(OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)C(O)C2O)C(O)C(O)C1O JMGZEFIQIZZSBH-UHFFFAOYSA-N 0.000 claims description 20
- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 claims description 20
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 claims description 20
- IKGXIBQEEMLURG-BKUODXTLSA-N rutin Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OC[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-BKUODXTLSA-N 0.000 claims description 20
- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 claims description 20
- 235000005493 rutin Nutrition 0.000 claims description 20
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- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims description 18
- 229960001948 caffeine Drugs 0.000 claims description 18
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- 230000000052 comparative effect Effects 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- LVJJFMLUMNSUFN-UHFFFAOYSA-N gallocatechin gallate Natural products C1=C(O)C=C2OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C1OC(=O)C1=CC(O)=C(O)C(O)=C1 LVJJFMLUMNSUFN-UHFFFAOYSA-N 0.000 description 5
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- WMBWREPUVVBILR-WIYYLYMNSA-N (-)-Epigallocatechin-3-o-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-WIYYLYMNSA-N 0.000 description 3
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- 229920001429 chelating resin Polymers 0.000 description 3
- XMOCLSLCDHWDHP-IUODEOHRSA-N epi-Gallocatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-IUODEOHRSA-N 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- WMBWREPUVVBILR-GHTZIAJQSA-N (+)-gallocatechin gallate Chemical compound O([C@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-GHTZIAJQSA-N 0.000 description 2
- LSHVYAFMTMFKBA-TZIWHRDSSA-N (-)-epicatechin-3-O-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=CC=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 LSHVYAFMTMFKBA-TZIWHRDSSA-N 0.000 description 2
- XUDNWQSXPROHLK-OACYRQNASA-N 2-phenyl-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C(C=2C=CC=CC=2)OC2=CC=CC=C2C1=O XUDNWQSXPROHLK-OACYRQNASA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
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- XMOCLSLCDHWDHP-UHFFFAOYSA-N L-Epigallocatechin Natural products OC1CC2=C(O)C=C(O)C=C2OC1C1=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical group C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
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- DZYNKLUGCOSVKS-UHFFFAOYSA-N epigallocatechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3cc(O)c(O)c(O)c3 DZYNKLUGCOSVKS-UHFFFAOYSA-N 0.000 description 2
- 229940030275 epigallocatechin gallate Drugs 0.000 description 2
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- 238000007710 freezing Methods 0.000 description 2
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- 235000009569 green tea Nutrition 0.000 description 2
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- PFTAWBLQPZVEMU-ZFWWWQNUSA-N (+)-epicatechin Natural products C1([C@@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-ZFWWWQNUSA-N 0.000 description 1
- PFTAWBLQPZVEMU-UKRRQHHQSA-N (-)-epicatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-UKRRQHHQSA-N 0.000 description 1
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Abstract
Description
本発明は、精製茶抽出物の製造方法に関する。 The present invention relates to a method for producing a purified tea extract.
緑茶抽出物の濃縮物等の茶抽出物を利用して、カテキン類を飲料に溶解状態で添加する方法が知られている。しかしながら、カテキン類を高濃度に配合すると、主にカテキン類のガレート体に起因して、苦味が強くなる傾向にある。 A method of adding catechins to a beverage in a dissolved state using a tea extract such as a green tea extract concentrate is known. However, when catechins are blended at a high concentration, the bitterness tends to increase mainly due to the catechin gallate.
この苦味を改善する手段として、例えば、非重合体カテキン類のガレート体を、タンナーゼ活性を有する酵素により加水分解して非重合体カテキン類中のガレート体の割合を低減する方法が提案されている(特許文献1〜2)。この方法は、苦味の原因となる非重合体カテキン類のガレート体の低減に有効であるが、副生する没食子酸により酸味を呈するため、得られる精製茶抽出物の風味は必ずしも十分ではなかった。 As a means for improving this bitterness, for example, a method has been proposed in which a gallate body of a non-polymer catechin is hydrolyzed by an enzyme having tannase activity to reduce the proportion of the gallate body in the non-polymer catechin. (Patent Documents 1 and 2). Although this method is effective in reducing the gallate form of non-polymer catechins that cause bitterness, the flavor of the resulting purified tea extract is not always sufficient because it exhibits acidity due to by-product gallic acid. .
そこで、没食子酸などの夾雑物を除去すべく、合成吸着剤を充填したカラムに茶抽出物を通液し、次いで合成吸着剤に吸着された非重合体カテキン類をエタノール水溶液により溶出させる方法が提案されている(特許文献3)。 Therefore, in order to remove impurities such as gallic acid, there is a method in which a tea extract is passed through a column packed with a synthetic adsorbent, and then non-polymer catechins adsorbed on the synthetic adsorbent are eluted with an aqueous ethanol solution. It has been proposed (Patent Document 3).
しかしながら、合成吸着剤を用いた精製方法は、没食子酸などの夾雑物の低減に有効であるが、非重合体カテキン類の回収率が必ずしも十分でなく、改善の余地がある。 However, the purification method using a synthetic adsorbent is effective in reducing impurities such as gallic acid, but the recovery rate of non-polymer catechins is not always sufficient, and there is room for improvement.
そこで、本発明者らは、非重合体カテキン類の回収率を向上させるべく検討した結果、合成吸着剤に茶抽出物を吸着させた後、合成吸着剤の洗浄工程及び非重合体カテキン類の溶出工程における温度を所定温度以下に制御することで、非重合体カテキン類を高収率で回収できることを見出した。さらに、本発明者らは、意外なことに、精製茶抽出物中のフラボノール配糖体であるルチンやカフェインを低減できることを見出した。 Therefore, the present inventors have studied to improve the recovery rate of non-polymer catechins. As a result, after adsorbing the tea extract to the synthetic adsorbent, the step of washing the synthetic adsorbent and the non-polymer catechins It has been found that non-polymer catechins can be recovered in a high yield by controlling the temperature in the elution step to a predetermined temperature or lower. Furthermore, the present inventors have unexpectedly found that rutin and caffeine, which are flavonol glycosides, in a purified tea extract can be reduced.
すなわち、本発明は、次の工程(1)〜(4):
(1)茶抽出物を加水分解する工程、
(2)加水分解後の茶抽出物を合成吸着剤に接触させ、該茶抽出物中の非重合体カテキン類を合成吸着剤に吸着させる工程、
(3)合成吸着剤を20℃以下の水で洗浄する工程、及び
(4)合成吸着剤に20℃以下の有機溶媒水溶液を接触させて非重合体カテキン類を溶出させる工程
を含む、精製茶抽出物の製造方法を提供するものである。
That is, the present invention includes the following steps (1) to (4):
(1) a step of hydrolyzing the tea extract;
(2) contacting the hydrolyzed tea extract with a synthetic adsorbent, and adsorbing non-polymer catechins in the tea extract onto the synthetic adsorbent;
(3) Purified tea comprising a step of washing the synthetic adsorbent with water at 20 ° C. or lower, and (4) a step of bringing the organic adsorbent aqueous solution at 20 ° C. or lower into contact with the synthetic adsorbent to elute non-polymer catechins. A method for producing an extract is provided.
本発明はまた、次の成分(A)、(B)及び(C):
(A)非重合体カテキン類
(B)非重合体カテキン類のガレート体、及び
(C)ルチン、
を含有し、
固形分中の(A)非重合体カテキン類の含有量が20〜90質量%であり、
(A)非重合体カテキン類中の(B)非重合体カテキン類のガレート体の割合が0.01〜49質量%であり、
(C)ルチンと(A)非重合体カテキン類との含有質量比が0.001〜0.025
である、精製茶抽出物を提供するものである。
The present invention also includes the following components (A), (B) and (C):
(A) Non-polymer catechins (B) Galate bodies of non-polymer catechins, and (C) Rutin,
Containing
The content of (A) non-polymer catechins in the solid content is 20 to 90% by mass,
(A) The ratio of the gallate body of (B) non-polymer catechins in non-polymer catechins is 0.01-49 mass%,
The mass ratio of (C) rutin and (A) non-polymer catechins is 0.001 to 0.025.
A purified tea extract is provided.
本発明の製造方法によれば、非重合体カテキン類を高収率で回収することが可能であり、しかも非重合体カテキン類のガレート体だけでなく、ルチンやカフェインを低減した精製茶抽出物を効率よく製造することができる。したがって、この精製茶抽出物は、非重合体カテキン類を高濃度に含み、苦味や渋味が低減された飲食品の原料として有用である。 According to the production method of the present invention, it is possible to recover non-polymer catechins in a high yield, and purified tea extraction with reduced rutin and caffeine as well as gallate bodies of non-polymer catechins A thing can be manufactured efficiently. Therefore, this purified tea extract is useful as a raw material for foods and drinks containing a high concentration of non-polymer catechins and having reduced bitterness and astringency.
先ず、本明細書で使用する用語について説明する。
「(A)非重合体カテキン類」とは、カテキン、ガロカテキン、カテキンガレート及びガロカテキンガレート等の非エピ体カテキン類、並びにエピカテキン、エピガロカテキン、エピカテキンガレート及びエピガロカテキンガレート等のエピ体カテキン類を併せての総称である。非重合体カテキン類濃度は、上記8種の合計量に基づいて定義される。
「(B)非重合体カテキン類のガレート体(以下、(B)ガレート体ともいう)」とは、カテキンガレート、ガロカテキンガレート、エピカテキンガレート、エピガロカテキンガレート等を併せての総称であり、「(A)非重合体カテキン類中の(B)ガレート体の割合」は、非重合体カテキン類の総量に対する上記ガレート体の質量比率である。
「(C)ルチン」とは、フラボノール配糖体の一種であり、ケルセチンの3位の酸素原子にβ−ルチノース(6−O−α−L−ラムノシル−D−β−グルコース)が結合したものであり、(C)ルチン含有量は、後掲の実施例に記載のHPLC測定により定量することができる。
First, terms used in this specification will be described.
“(A) Non-polymer catechins” refers to non-epimeric catechins such as catechin, gallocatechin, catechin gallate, and gallocatechin gallate, and epicatechin, epigallocatechin, epicatechin gallate, and epigallocatechin gallate. It is a collective term for body catechins. The concentration of non-polymer catechins is defined based on the total amount of the above eight types.
“(B) Galate form of non-polymer catechins (hereinafter also referred to as (B) gallate form”) is a general term for catechin gallate, gallocatechin gallate, epicatechin gallate, epigallocatechin gallate and the like. "(A) Ratio of (B) gallate body in non-polymer catechins" is a mass ratio of the gallate body to the total amount of non-polymer catechins.
“(C) Rutin” is a kind of flavonol glycoside in which β-lutinose (6-O-α-L-rhamnosyl-D-β-glucose) is bound to the oxygen atom at the 3-position of quercetin. The (C) rutin content can be quantified by HPLC measurement described in the Examples below.
先ず、本発明の精製茶抽出物について説明する。
本発明の精製茶抽出物は、上記成分(A)〜(C)を含有するものであるが、(A)非重合体カテキン類を高濃度で含み、(B)ガレート体及び(C)ルチンが低減されていることを特徴とするものである。
First, the purified tea extract of the present invention will be described.
The purified tea extract of the present invention contains the above components (A) to (C), but contains (A) non-polymer catechins at a high concentration, and (B) gallate and (C) rutin. Is reduced.
具体的には、固形分中の(A)非重合体カテキン類の含有量は20〜90質量%であるが、風味及び経済性の観点から、30〜80質量%、更に40〜75質量%、特に50〜70質量%であることが好ましい。
また、(A)非重合体カテキン類中の(B)ガレート体の割合は0.01〜49質量%であるが、苦味、渋味の低減の観点から、0.1〜45質量%、更に1〜40質量%、特に2〜35質量%であることが好ましい。
さらに、(C)ルチンと(A)非重合体カテキン類との含有質量比は0.001〜0.025質量%であるが、風味及び経済性の観点から、0.002〜0.025質量%、更に0.005〜0.022質量%、特に0.01〜0.02質量%であることが好ましい。
また、本発明の精製茶抽出物は、(D)カフェイン含有量も顕著に低減されており、具体的には、(D)カフェインと(A)非重合体カテキン類との含有質量比が0.01〜0.17、更に0.02〜0.14、特に0.03〜0.12であることが、苦味抑制の観点から好ましい。
Specifically, the content of (A) non-polymer catechins in the solid content is 20 to 90% by mass, but from the viewpoint of flavor and economy, 30 to 80% by mass, and further 40 to 75% by mass. In particular, the content is preferably 50 to 70% by mass.
The proportion of (B) gallate body in (A) non-polymer catechins is 0.01 to 49% by mass, but from the viewpoint of reducing bitterness and astringency, 0.1 to 45% by mass, It is preferable that it is 1-40 mass%, especially 2-35 mass%.
Furthermore, the content mass ratio of (C) rutin and (A) non-polymer catechins is 0.001 to 0.025 mass%, but from the viewpoint of flavor and economy, 0.002 to 0.025 mass. %, More preferably 0.005 to 0.022% by mass, and particularly preferably 0.01 to 0.02% by mass.
In addition, the purified tea extract of the present invention has a significantly reduced (D) caffeine content, and specifically, a content mass ratio of (D) caffeine to (A) non-polymer catechins. Is preferably 0.01 to 0.17, more preferably 0.02 to 0.14, and particularly preferably 0.03 to 0.12.
このような精製茶抽出物は、茶抽出物から分画により得ることができるが、具体的には、次の方法により製造することが可能である。
すなわち、本発明の精製茶抽出物の製造方法は、上記工程(1)〜(4)を含むことを特徴とするが、工程(1)は茶抽出物中の(B)ガレート体を加水分解により非ガレート体に変換する工程であり、また工程(2)〜(4)は加水分解後の茶抽出物中の没食子酸、(D)カフェインや(C)ルチン等の夾雑物を除去して、非重合体カテキン類を選択的に得る工程である。以下、各工程について詳細に説明する。
Such a purified tea extract can be obtained from the tea extract by fractionation. Specifically, it can be produced by the following method.
That is, although the manufacturing method of the refined tea extract of this invention is characterized by including the said process (1)-(4), process (1) hydrolyzes the (B) gallate body in a tea extract. The steps (2) to (4) remove impurities such as gallic acid, (D) caffeine and (C) rutin in the tea extract after hydrolysis. This is a step of selectively obtaining non-polymer catechins. Hereinafter, each step will be described in detail.
[工程(1)]
本発明に係る工程(1)は、茶抽出物を加水分解する工程である。
本工程に用いる茶抽出物としては、例えば、茶葉から得られた茶抽出物が例示される。その他のカフェイン含有植物由来、例えばコーヒー等のカフェイン含有抽出物と茶抽出液との混合物等も用いることができる。使用する茶葉としては、具体的には、Camellia属、例えばC.sinensis、C.assamica、やぶきた種又はそれらの雑種等から得られる茶葉から製茶された茶葉が例示される。製茶された茶葉には、煎茶、番茶、玉露、てん茶、釜炒り茶等の緑茶類、烏龍茶に代表される半発酵茶、紅茶に代表される発酵茶がある。また、超臨界状態の二酸化炭素接触処理を施した茶葉を用いてもよい。中でも、茶抽出物としては、非重合体カテキン類の含有量の点から、緑茶抽出物が好ましい。
[Step (1)]
Step (1) according to the present invention is a step of hydrolyzing the tea extract.
Examples of the tea extract used in this step include a tea extract obtained from tea leaves. A mixture of a caffeine-containing extract such as coffee and a tea extract derived from other caffeine-containing plants can also be used. Specific examples of tea leaves to be used include tea leaves made from tea leaves obtained from the genus Camellia, such as C. sinensis, C. assamica, Yabuki species, or hybrids thereof. The tea leaves produced include green teas such as sencha, bancha, gyokuro, tencha, roasted tea, semi-fermented tea typified by oolong tea, and fermented tea typified by black tea. Moreover, you may use the tea leaf which gave the carbon dioxide contact process of the supercritical state. Among them, as the tea extract, a green tea extract is preferable from the viewpoint of the content of non-polymer catechins.
茶を抽出する方法としては、攪拌抽出、ドリップ抽出等の従来の方法を採用することができる。また、抽出時の水にあらかじめアスコルビン酸又はそのナトリウム塩等の有機酸又はその塩を添加してもよい。さらに、煮沸脱気や窒素ガス等の不活性ガスを通気して溶存酸素を除去しつつ、いわゆる非酸化的雰囲気下で抽出する方法を併用してもよい。 As a method for extracting tea, conventional methods such as stirring extraction and drip extraction can be employed. Moreover, you may add organic acids or its salts, such as ascorbic acid or its sodium salt, to the water at the time of extraction previously. Further, a method of extracting in a non-oxidative atmosphere while removing dissolved oxygen by bubbling degassing or inert gas such as nitrogen gas may be used in combination.
また、茶抽出物として、茶葉から抽出した茶抽出物を使用する代わりに、茶抽出物の濃縮物を水又は有機溶媒に溶解又は希釈して用いても、茶抽出物と茶抽出物の濃縮物とを併用してもよい。ここで、茶抽出物の濃縮物とは、茶葉から熱水又は有機溶媒水溶液により抽出された抽出物を濃縮したものであり、例えば、特開昭59−219384号公報、特開平4−20589号公報、特開平5−260907号公報、特開平5−306279号公報等に記載の方法により調製することができる。また、茶抽出物の濃縮物として市販品を使用してもよく、例えば、三井農林(株)「ポリフェノン」、伊藤園(株)「テアフラン」、太陽化学(株)「サンフェノン」等が例示される。なお、茶抽出物は、そのままでも、乾燥又は濃縮したものでもよいが、工程(1)に供する前に水溶液の状態に調整される。 Further, instead of using a tea extract extracted from tea leaves as a tea extract, the concentration of the tea extract and the tea extract can be obtained by dissolving or diluting the tea extract concentrate in water or an organic solvent. You may use together. Here, the concentrate of tea extract is obtained by concentrating an extract extracted from tea leaves with hot water or an organic solvent aqueous solution. For example, JP-A-59-219384 and JP-A-4-20589. It can be prepared by the methods described in JP-A-5-260907, JP-A-5-306279, and the like. Moreover, you may use a commercial item as a concentrate of a tea extract, for example, Mitsui Norin Co., Ltd. "Polyphenon", ITO EN Co., Ltd. "Theafranc", Taiyo Kagaku Co., Ltd. "Sunphenon" etc. are illustrated. . In addition, although a tea extract may be as it is, dried or concentrated, it is adjusted to the state of aqueous solution before using for a process (1).
本工程の加水分解には、酵素処理を用いることが好ましい。使用する酵素としては、処理効率の点から、タンナーゼ活性を有する酵素を用いることが好ましい。タンナーゼ活性を有する酵素としては、例えば、アスペルギルス属、ペニシリウム属、リゾプス属のタンナーゼ生産菌を培養して得られるタンナーゼが例示される。中でも、アスペルギルス オリゼー由来のものが好ましい。なお、具体的な加水分解方法としては、例えば、特開2004−321105号公報に記載の方法を採用することができる。
このようにして加水分解後の茶抽出物が得られるが、加水分解後の茶抽出物は次工程にそのまま使用しても、必要により濾過、濃縮等を行ってもよい。
Enzymatic treatment is preferably used for the hydrolysis in this step. As an enzyme to be used, an enzyme having tannase activity is preferably used from the viewpoint of processing efficiency. Examples of the enzyme having tannase activity include tannase obtained by culturing tannase-producing bacteria belonging to the genus Aspergillus, Penicillium, and Rhizopus. Among these, those derived from Aspergillus oryzae are preferable. In addition, as a concrete hydrolysis method, the method of Unexamined-Japanese-Patent No. 2004-321105 is employable, for example.
In this way, a hydrolyzed tea extract is obtained, but the hydrolyzed tea extract may be used as it is in the next step, or may be filtered, concentrated, etc. if necessary.
[工程(2)]
工程(2)は、加水分解後の茶抽出物を合成吸着剤に接触させ、該茶抽出物中の非重合体カテキン類を合成吸着剤に吸着させる工程である。
本工程に使用する合成吸着剤としては、非重合体カテキン類の回収率向上の観点から、微細な粒子径を有するものが好ましい。具体的には、合成吸着剤の平均粒子径(d50)が100〜500μm、更に150〜450μm、特に200〜400μmであることが好ましい。ここで、本明細書において「平均粒子径」とは、ミー(Mie)散乱理論に基づくレーザー回折・散乱法により測定したものであり、具体的には、レーザー回折・散乱法粒度分布測定装置により合成吸着剤の粒度分布を個数基準で作成して得られたメディアン径(d50)を平均粒子径としたものである。
[Step (2)]
Step (2) is a step in which the tea extract after hydrolysis is brought into contact with a synthetic adsorbent, and non-polymer catechins in the tea extract are adsorbed onto the synthetic adsorbent.
The synthetic adsorbent used in this step is preferably one having a fine particle diameter from the viewpoint of improving the recovery rate of non-polymer catechins. Specifically, the average particle diameter (d50) of the synthetic adsorbent is preferably 100 to 500 μm, more preferably 150 to 450 μm, and particularly preferably 200 to 400 μm. Here, the “average particle diameter” in the present specification is measured by a laser diffraction / scattering method based on Mie scattering theory, and specifically, by a particle size distribution measuring apparatus using a laser diffraction / scattering method. The median diameter (d50) obtained by creating the particle size distribution of the synthetic adsorbent on the basis of the number is the average particle diameter.
このような合成吸着剤は公知の方法により製造してもよいが、例えば、市販の合成吸着剤を篩にかけて所望の平均粒子径を有する合成吸着剤を採取してもよい。
市販の合成吸着剤としては、例えば、アンバーライトXAD4、XAD16HP、XAD1180、XAD2000、(供給元:米国ローム&ハース社)、ダイヤイオンHP20、HP21(三菱化学社製)、セパビーズSP850、SP825、SP700、SP70(三菱化学社製)、VPOC1062(Bayer社製)等のスチレン系;セパビーズSP205、SP206、SP207(三菱化学社製)等の芳香環に臭素原子を導入して吸着能を高めた置換スチレン系;ダイヤイオンHP1MG、HP2MG(三菱化学社製)等のメタクリル系;アンバーライトXAD761(ロームアンドハース社製)等のフェノール系;アンバーライトXAD7HP(ロームアンドハース社製)等のアクリル系;TOYOPEARL、HW-40C(東ソー社製)等のポリビニル系;SEPHADEX、LH−20(ファルマシア社製)等のデキストラン系が例示される。
中でも、合成吸着剤としては、その母体が、スチレン系(特にスチレン−ジビニルベンゼン共重合体)、メタクリル系、アクリル系、ポリビニル系が好ましく、特にスチレン系が非重合体カテキン類と夾雑物との分離性の点から好ましい。
Such a synthetic adsorbent may be produced by a known method. For example, a synthetic adsorbent having a desired average particle diameter may be collected by sieving a commercially available synthetic adsorbent.
Commercially available synthetic adsorbents include, for example, Amberlite XAD4, XAD16HP, XAD1180, XAD2000 (supplier: Rohm & Haas, USA), Diaion HP20, HP21 (Mitsubishi Chemical), Sepabeads SP850, SP825, SP700, Styrenes such as SP70 (Mitsubishi Chemical), VPOC1062 (Bayer), etc .; substituted styrenes with improved adsorption capacity by introducing bromine atoms into aromatic rings such as Sepabeads SP205, SP206, SP207 (Mitsubishi Chemical) Methacrylic such as Diaion HP1MG, HP2MG (Mitsubishi Chemical); phenolic such as Amberlite XAD761 (Rohm and Haas); acrylic such as Amberlite XAD7HP (Rohm and Haas); TOYOPEARL, HW -40C Examples thereof include polyvinyls such as Tosoh Corp .; and dextrans such as SEPHADEX and LH-20 (Pharmacia).
Among them, as the synthetic adsorbent, the matrix is preferably styrene (especially styrene-divinylbenzene copolymer), methacrylic, acrylic, or polyvinyl, and styrene is particularly preferable for non-polymer catechins and impurities. It is preferable from the viewpoint of separability.
合成吸着剤の使用量は、加水分解後の茶抽出物中の非重合体カテキン類の全質量と、合成吸着剤の全容量との比が20〜60g/L、更に25〜55g/L、特に30〜50g/Lとなる量を選択することが、夾雑物の除去効率、非重合体カテキン類の回収率の向上の観点から好ましい。 The amount of the synthetic adsorbent used is such that the ratio of the total mass of non-polymer catechins in the tea extract after hydrolysis to the total capacity of the synthetic adsorbent is 20 to 60 g / L, more preferably 25 to 55 g / L, It is particularly preferable to select an amount of 30 to 50 g / L from the viewpoint of improving the removal efficiency of impurities and the recovery rate of non-polymer catechins.
加水分解後の茶抽出物中の非重合体カテキン類を吸着させる方法としては、茶抽出物に合成吸着剤を添加し撹拌して吸着させた後、ろ過操作により合成吸着剤を回収するバッチ方法、又は合成吸着剤を充填したカラムを用いて連続的に吸着処理を行なうカラム方法を採用することができるが、生産性の点からカラムによる連続処理方法が好ましい。 As a method of adsorbing non-polymer catechins in the tea extract after hydrolysis, a synthetic adsorbent is added to the tea extract, stirred and adsorbed, and then the synthetic adsorbent is recovered by filtration. Alternatively, a column method in which adsorption treatment is continuously performed using a column filled with a synthetic adsorbent can be employed, but a continuous treatment method using a column is preferable from the viewpoint of productivity.
かかる吸着処理前においては、合成吸着剤中の不純物の除去、非重合体カテキン類の吸着能の向上の観点から、合成吸着剤を洗浄することが好ましい。洗浄方法としては、例えば、次の方法が挙げられる。先ず、空間速度(SV)=0.5〜10[h-1]、合成吸着剤に対する通液倍数(BV)=2〜10[v/v]の条件でエタノール水溶液を合成吸着剤が充填されたカラムに通液して合成吸着剤中の不純物を除去する。次いで、SV=0.5〜10[h-1]、BV=1〜60[v/v]の条件で水をカラムに通液してカラム内のエタノールを水に置換する。 Before the adsorption treatment, it is preferable to wash the synthetic adsorbent from the viewpoint of removing impurities in the synthetic adsorbent and improving the adsorption ability of non-polymer catechins. Examples of the cleaning method include the following methods. First, the synthetic adsorbent is filled with an ethanol aqueous solution under the conditions of space velocity (SV) = 0.5 to 10 [h −1 ] and liquid passage ratio to the synthetic adsorbent (BV) = 2 to 10 [v / v]. The impurities in the synthetic adsorbent are removed by passing through a separate column. Next, water is passed through the column under conditions of SV = 0.5 to 10 [h −1 ] and BV = 1 to 60 [v / v] to replace ethanol in the column with water.
合成吸着剤に非重合体カテキン類を吸着させる際、茶抽出物中の非重合体カテキン類の濃度は、0.1〜10質量%、更に0.2〜5質量%、特に0.5〜2質量%であることが、合成吸着剤への吸着効率の点から好ましい。 When the non-polymer catechins are adsorbed on the synthetic adsorbent, the concentration of the non-polymer catechins in the tea extract is 0.1 to 10% by mass, more preferably 0.2 to 5% by mass, particularly 0.5 to 2 mass% is preferable from the viewpoint of the adsorption efficiency to the synthetic adsorbent.
茶抽出物を、合成吸着剤を充填したカラムに通液する際には、SV=0.3〜5[h-1]、BV=0.5〜10[v/v]、特にBV=0.5〜5[v/v]の条件で通液することが好ましい。その際、茶抽出物として、20℃以下、更に18℃以下、特に15℃以下の温度に冷却したものを用いてもよい。このような通液条件とすることで、茶抽出物中の非重合体カテキン類を合成吸着剤に十分吸着させることができる。なお、茶抽出物の温度の下限は、凝固点以上であれば特に限定されるものでないが、0℃であることが好ましい。 When the tea extract is passed through a column packed with a synthetic adsorbent, SV = 0.3 to 5 [h −1 ], BV = 0.5 to 10 [v / v], particularly BV = 0. It is preferable to pass the liquid under conditions of 5 to 5 [v / v]. At that time, the tea extract may be cooled to a temperature of 20 ° C. or lower, further 18 ° C. or lower, particularly 15 ° C. or lower. By setting it as such a liquid-flowing condition, the non-polymer catechins in the tea extract can be sufficiently adsorbed on the synthetic adsorbent. The lower limit of the temperature of the tea extract is not particularly limited as long as it is equal to or higher than the freezing point, but is preferably 0 ° C.
[工程(3)]
工程(3)は、合成吸着剤を20℃以下の水で洗浄する工程である。
本工程に使用する水としては、例えば、水道水、精製水、イオン交換水が例示される。
また、本工程に使用する水の温度は20℃以下であるが、18℃、特に15℃以下であることが好ましい。これにより、合成吸着剤に付着した夾雑物を効率よく除去しながら非重合体カテキン類の回収率を向上させることができる。なお、茶抽出物の温度の下限は、凝固点以上であれば特に限定されるものでないが、0℃であることが好ましい。
さらに、水の通液条件としては、SV=0.3〜10[h-1]、特にSV=0.5〜5[h-1]であり、かつBV=0.5〜3[v/v]、特にBV=0.5〜2[v/v]であることが、夾雑物の除去効率、非重合体カテキン類の回収率の点から好ましい。
[Step (3)]
Step (3) is a step of washing the synthetic adsorbent with water of 20 ° C. or lower.
Examples of water used in this step include tap water, purified water, and ion exchange water.
The temperature of water used in this step is 20 ° C. or lower, but is preferably 18 ° C., particularly preferably 15 ° C. or lower. Thereby, the recovery rate of non-polymer catechins can be improved while efficiently removing impurities adhering to the synthetic adsorbent. The lower limit of the temperature of the tea extract is not particularly limited as long as it is equal to or higher than the freezing point, but is preferably 0 ° C.
Further, as the liquid passing condition of water, SV = 0.3~10 [h -1] , in particular SV = 0.5~5 [h- 1], and BV = 0.5~3 [v / v], in particular, BV = 0.5 to 2 [v / v] is preferable from the viewpoint of the removal efficiency of impurities and the recovery rate of non-polymer catechins.
[工程(4)]
工程(4)は、合成吸着剤に20℃以下の有機溶媒水溶液を接触させて非重合体カテキン類を溶出させる工程である。
本工程に使用する有機溶媒水溶液としては、水溶性有機溶媒と水との混合系が用いられ、水溶性有機溶媒としては、例えば、アセトン等のケトン、メタノール、エタノール等のアルコールが例示され、食品への使用の観点から、アルコール、特にエタノールが好ましい。有機溶媒の濃度は、通常10〜70質量%であるが、15〜50質量%、更に20〜40質量%、特に25〜35質量%であることが、非重合体カテキン類の回収率を向上の観点から好ましい。
[Step (4)]
Step (4) is a step of eluting non-polymer catechins by bringing an organic solvent aqueous solution at 20 ° C. or lower into contact with the synthetic adsorbent.
As the organic solvent aqueous solution used in this step, a mixed system of a water-soluble organic solvent and water is used. Examples of the water-soluble organic solvent include ketones such as acetone and alcohols such as methanol and ethanol. From the viewpoint of use, alcohol, particularly ethanol is preferred. The concentration of the organic solvent is usually 10 to 70% by mass, but 15 to 50% by mass, further 20 to 40% by mass, and particularly 25 to 35% by mass improves the recovery rate of non-polymer catechins. From the viewpoint of
有機溶媒水溶液の通液条件は、好ましくは、SV=0.3〜10[h-1]、特にSV=0.5〜5[h-1]であり、かつBV=0.3〜10[v/v]、特にBV=0.5〜5[v/v]であることが好ましい。これにより、(A)非重合体カテキン類を高収率で回収するとともに、(B)ガレート体、(C)ルチン及び(D)カフェインを低減させた精製茶抽出物を得ることができる。 The conditions for passing the organic solvent aqueous solution are preferably SV = 0.3 to 10 [h −1 ], particularly SV = 0.5 to 5 [h −1 ], and BV = 0.3 to 10 [h −1 ]. v / v], in particular, BV = 0.5 to 5 [v / v] is preferable. Thereby, (A) non-polymer catechins can be recovered in a high yield, and a purified tea extract in which (B) gallate, (C) rutin and (D) caffeine are reduced can be obtained.
本工程により得られた溶出液は、濃縮又は加水することにより沈殿物を析出させた後、固液分離して沈殿物を除去してもよい。これにより、精製茶抽出物の呈味及び安定性をより一層向上させることができる。
また、濁り成分を析出させる熟成時間は特に限定されないが、例えば、2分〜50時間、更に2分〜24時間、特に5分〜6時間であることが好ましい。また、濁り成分の析出温度は、沈殿物の溶解度低下、及び濁り成分析出後の濁り成分の分離性の点から、−5〜40℃、更に5〜25℃であることが好ましい。
固液分離の操作としては食品工業で通常使用されている方法を採用することができるが、例えば、ろ過、遠心分離処理等が例示され、これらは組み合わせて行うことができる。
The eluate obtained in this step may be subjected to solid-liquid separation after depositing the precipitate by concentrating or adding water, and the precipitate may be removed. Thereby, the taste and stability of the purified tea extract can be further improved.
The aging time for depositing the turbid component is not particularly limited, but is preferably 2 minutes to 50 hours, more preferably 2 minutes to 24 hours, and particularly preferably 5 minutes to 6 hours. Moreover, it is preferable that the precipitation temperature of a turbid component is -5-40 degreeC from the point of the solubility fall of a precipitate, and the separability of the turbid component after turbid component precipitation, and also 5-25 degreeC.
As the operation of solid-liquid separation, a method usually used in the food industry can be adopted. For example, filtration, centrifugation, and the like are exemplified, and these can be performed in combination.
このようにして、本発明の精製茶抽出物は、(A)非重合体カテキン類を90〜100質量%、特に94〜99質量%という高収率で回収することが可能であり、更には(B)ガレート体、(C)ルチン及び(D)カフェイン等の夾雑物を低減化することができる。 Thus, the purified tea extract of the present invention can recover (A) non-polymer catechins in a high yield of 90 to 100% by mass, particularly 94 to 99% by mass, Contaminants such as (B) gallate, (C) rutin, and (D) caffeine can be reduced.
また、本発明の精製茶抽出物は、色相に優れている。具体的には、非重合体カテキン類濃度を175mg/100mLになるように希釈し、光路長10mmのセルで測定したときの400nmにおける吸光度が0.7未満、特に0.6未満とすることができる。なお、吸光度の下限は0.01であることが好ましい。このような吸光度の場合には、適度な色相となり良好な外観を得ることができる。 Moreover, the purified tea extract of the present invention is excellent in hue. Specifically, the non-polymer catechin concentration is diluted to 175 mg / 100 mL, and the absorbance at 400 nm when measured with a cell having an optical path length of 10 mm is less than 0.7, particularly less than 0.6. it can. In addition, it is preferable that the minimum of a light absorbency is 0.01. In the case of such absorbance, an appropriate hue can be obtained with an appropriate hue.
本発明の精製緑茶抽出物は、苦味と渋味が改善されるだけでなく、着色も抑制されているため幅広い用途展開が可能である。例えば、本発明の精製緑茶抽出物をそのまま飲食品の原料として使用することができるが、とりわけ茶系飲料又は非茶系飲料などの容器詰飲料に使用することが好ましい。また、精製緑茶抽出物の製品形態として粉体が望ましい場合は、噴霧乾燥や凍結乾燥等の公知の方法により粉体化することができる。
なお、本発明の容器詰飲料には、酸化防止剤、各種エステル類、無機塩類、色素類、乳化剤、保存料、調味料、甘味料、酸味料、ガム、乳化剤、油、ビタミン、アミノ酸、野菜エキス類、花蜜エキス類、苦渋味抑制剤、pH調整剤、品質安定剤等の添加剤を単独、あるいは併用して配合できる。
本発明の容器詰飲料のpH(25℃)は、2〜7、好ましくは2〜6.5とするのが呈味及び非重合体カテキン類の安定性の点で好ましい。
The purified green tea extract of the present invention not only improves bitterness and astringency, but also suppresses coloring, so that it can be used in a wide range of applications. For example, the purified green tea extract of the present invention can be used as it is as a raw material for foods and drinks, but it is particularly preferable to use it for packaged beverages such as tea-based beverages or non-tea-based beverages. Moreover, when powder is desirable as a product form of the purified green tea extract, it can be pulverized by a known method such as spray drying or freeze drying.
The packaged beverages of the present invention include antioxidants, various esters, inorganic salts, pigments, emulsifiers, preservatives, seasonings, sweeteners, acidulants, gums, emulsifiers, oils, vitamins, amino acids, vegetables Additives such as extracts, nectar extracts, bitter and astringent taste inhibitors, pH adjusters and quality stabilizers can be used alone or in combination.
The pH (25 ° C.) of the packaged beverage of the present invention is preferably 2 to 7, and preferably 2 to 6.5 from the viewpoints of taste and stability of non-polymer catechins.
また、本発明の容器詰飲料は、例えば、金属缶のように容器に充填後、加熱殺菌できる場合にあっては食品衛生法に定められた殺菌条件で製造される。PETボトル、紙容器のようにレトルト殺菌できないものについては、あらかじめ上記と同等の殺菌条件、例えばプレート式熱交換器などで高温短時間殺菌後、一定の温度迄冷却して容器に充填する等の方法が採用される。また無菌下で、充填された容器に別の成分を配合して充填してもよい。 Moreover, the container-packed drink of this invention is manufactured on the sterilization conditions prescribed | regulated to the food hygiene law, for example, when it can heat-sterilize after filling a container like a metal can. For PET bottles and paper containers that cannot be sterilized by retort, sterilize under the same conditions as above, for example, after sterilizing at high temperature and short time with a plate heat exchanger, etc. The method is adopted. Moreover, you may mix | blend another component with the filled container under aseptic conditions.
(1)非重合体カテキン類及びカフェインの測定
各実施例及び比較例で得られた精製茶抽出物をフィルター(0.45μm)で濾過し、高速液体クロマトグラフ(型式SCL−10AVP、島津製作所製)を用い、オクタデシル基導入液体クロマトグラフ用パックドカラム(L−カラムTM ODS、4.6mmφ×250mm:財団法人 化学物質評価研究機構製)を装着し、カラム温度35℃でグラジエント法により分析した。移動相A液は酢酸を0.1mol/L含有する蒸留水溶液、B液は酢酸を0.1mol/L含有するアセトニトリル溶液とし、試料注入量は10μL、UV検出器波長は280nmの条件で行った。なお、グラディエントの条件は、以下のとおりである。
(1) Measurement of non-polymer catechins and caffeine The purified tea extract obtained in each Example and Comparative Example was filtered through a filter (0.45 μm), and a high performance liquid chromatograph (model SCL-10AVP, Shimadzu Corporation) was obtained. And a packed column (L-column TM ODS, 4.6 mmφ × 250 mm: manufactured by Chemical Substances Evaluation and Research Institute) was installed and analyzed by a gradient method at a column temperature of 35 ° C. . The mobile phase A solution was a distilled aqueous solution containing 0.1 mol / L acetic acid, the B solution was an acetonitrile solution containing 0.1 mol / L acetic acid, the sample injection amount was 10 μL, and the UV detector wavelength was 280 nm. . The gradient conditions are as follows.
時間(分) A液濃度(体積%) B液濃度(体積%)
0.0 97 3
5.0 97 3
37.0 80 20
43.0 80 20
43.5 0 100
48.5 0 100
49.0 97 3
60.0 97 3
Time (minutes) Liquid A concentration (volume%) Liquid B concentration (volume%)
0.0 97 3
5.0 97 3
37.0 80 20
43.0 80 20
43.5 0 100
48.5 0 100
49.0 97 3
60.0 97 3
(2)ルチンの測定
各実施例及び比較例で得られた精製茶抽出物をフィルター(0.45μm)で濾過し、高速液体クロマトグラフ(型式L−2130、HITACHI製)を用い、カラム(Shimpach VP ODS、150×4.6mmI.D.)を装着し、カラム温度40℃でグラディエント法により分析した。移動相C液はリン酸を0.05%含有する蒸留水溶液、D液はメタノール溶液とし、流速は1mL/L、試料注入量は10μL、UV検出器波長は370nmの条件で行った。なお、グラディエントの条件は、以下のとおりである。
(2) Measurement of rutin The purified tea extract obtained in each Example and Comparative Example was filtered with a filter (0.45 μm), and a column (Shimpach) was used using a high performance liquid chromatograph (model L-2130, manufactured by HITACHI). (VP ODS, 150 × 4.6 mm ID) was installed, and analysis was performed by a gradient method at a column temperature of 40 ° C. The mobile phase C solution was a distilled aqueous solution containing 0.05% phosphoric acid, the D solution was a methanol solution, the flow rate was 1 mL / L, the sample injection amount was 10 μL, and the UV detector wavelength was 370 nm. The gradient conditions are as follows.
時間(分) C液濃度(体積%) D液濃度(体積%)
0.0 95 5
20.0 80 20
40.0 30 70
41.0 0 100
46.0 0 100
47.0 95 5
55.0 95 5
Time (min) Concentration of liquid C (volume%) Concentration of liquid D (volume%)
0.0 95 5
20.0 80 20
40.0 30 70
41.0 0 100
46.0 0 100
47.0 95 5
55.0 95 5
(3)粒子径の測定
合成吸着剤の粒子径測定には、レーザー回折・散乱法粒度分布測定装置(LS 13 320、BECKMAN COULTER)を用いた。そして、本装置により粒子分布を個数基準で作成し、メディアン径(d50)を求めた。
(3) Measurement of particle diameter For the particle diameter measurement of the synthetic adsorbent, a laser diffraction / scattering particle size distribution measuring device (LS 13 320, BECKMAN COULTER) was used. Then, the particle distribution was created on the basis of the number by this apparatus, and the median diameter (d50) was obtained.
(4)色相の測定
各実施例及び比較例で得られた精製茶抽出物を非重合体カテキン類濃度が175mg/100mLになるようにイオン交換水で希釈し、分光光度計(UVmini 1240、島津製作所製)により試料を10mm角型のプラスチックセルに入れて400nmにおける吸光度を3回測定し平均値として求めた。
(4) Hue Measurement The purified tea extract obtained in each Example and Comparative Example was diluted with ion-exchanged water so that the non-polymer catechin concentration was 175 mg / 100 mL, and the spectrophotometer (UVmini 1240, Shimadzu). (Manufactured by Seisakusho), the sample was placed in a 10 mm square plastic cell, and the absorbance at 400 nm was measured three times to obtain an average value.
(5)官能評価
各実施例及び比較例で得られた精製茶抽出物を非重合体カテキン類濃度が175mg/100mLになるようにイオン交換水で希釈し、その40mLを50mLの耐圧製ガラス容器に入れた。そこにアスコルビン酸ナトリウムを0.1質量%添加し、5質量%重炭酸ナトリウム水溶液でpHを6.4に調整し、窒素置換を行い、オートクレーブにて121℃で10分間加熱滅菌した。その後、パネラー6名によって雑味について下記の基準により評価し、協議によりスコアを決定した。
(5) Sensory evaluation The purified tea extract obtained in each Example and Comparative Example was diluted with ion-exchanged water so that the non-polymer catechin concentration would be 175 mg / 100 mL, and 40 mL thereof was a 50 mL pressure-resistant glass container. Put in. Thereto was added 0.1% by mass of sodium ascorbate, the pH was adjusted to 6.4 with a 5% by mass aqueous sodium bicarbonate solution, nitrogen substitution was performed, and the mixture was sterilized by heating at 121 ° C. for 10 minutes in an autoclave. Then, 6 panelists evaluated the miscellaneous taste according to the following criteria, and determined the score by consultation.
雑味の評価基準
5:雑味が少ない
4:雑味がやや少ない
3:雑味がやや多い
2:雑味が多い
1:雑味がかなり多い
Evaluation criteria for miscellaneous taste 5: Little miscellaneous taste 4: Slightly miscellaneous taste 3: Slightly miscellaneous taste 2: High miscellaneous taste 1: Pretty miscellaneous taste
工程(3)の液温を20℃以下とすることの意義について検討した。
試験例1
緑茶葉(ケニア産、大葉種)から熱水抽出、タンナーゼ処理、噴霧乾燥によって得られた粉末[(A)非重合体カテキン類濃度が29.9質量%、(B)非重合体カテキン類中のガレート体の割合が35.2質量%、(C)ルチン/(A)非重合体カテキン類が0.043、(D)カフェイン/(A)非重合体カテキン類が0.179]を、イオン交換水に30分間攪拌溶解した。溶解後のカテキン類濃度は、0.97質量%であった「タンナーゼ処理した緑茶抽出液(1)」。
次いで、スチレン系合成吸着剤(三菱化学(株)製、平均粒径302μm)250Lを、ステンレス製カラム(内径700mm×1358mm)に充填した。次いで、通液速度がSV=1.5(h-1)、通液倍数が合成吸着剤の全容量に対して10倍体積量の92質量%エタノール水溶液を通液後、通液速度がSV=1.5(h-1)、通液倍数が合成吸着剤の全容量に対して10倍体積量の水を通液して洗浄した。次いで、タンナーゼ処理した緑茶抽出液(1)1000kg(4倍体積対合成吸着剤、液温27℃)を通液速度SV=1.0(h-1)でカラムに通液し透過液を廃棄した。次いで、通液速度がSV=1.0(h-1)、通液倍数が合成吸着剤の全容量に対して1.5倍体積量のイオン交換水(25.4℃)を通液し洗浄した。
The significance of setting the liquid temperature in step (3) to 20 ° C. or less was examined.
Test example 1
Powder obtained by hot water extraction, tannase treatment and spray drying from green tea leaves (from Kenya, large leaf species) [(A) non-polymer catechin concentration is 29.9% by mass, (B) in non-polymer catechins The gallate body ratio is 35.2% by mass, (C) rutin / (A) non-polymer catechins are 0.043, (D) caffeine / (A) non-polymer catechins are 0.179]. The mixture was dissolved in ion-exchanged water with stirring for 30 minutes. The concentration of catechins after dissolution was 0.97% by mass “green tea extract treated with tannase (1)”.
Next, 250 L of a styrene synthetic adsorbent (Mitsubishi Chemical Corporation, average particle size 302 μm) was packed in a stainless steel column (inner diameter 700 mm × 1358 mm). Next, after passing through a 92 mass% aqueous ethanol solution having a liquid flow rate of SV = 1.5 (h -1 ) and a liquid flow rate of 10 times the total volume of the synthetic adsorbent, the liquid flow rate was SV. = 1.5 (h -1 ), and the washing ratio was 10 times by volume with respect to the total volume of the synthetic adsorbent. Subsequently, tannase-treated green tea extract (1) 1000 kg (4 times volume vs. synthetic adsorbent, liquid temperature 27 ° C.) was passed through the column at a liquid feed rate SV = 1.0 (h −1 ), and the permeate was discarded. did. Next, a flow rate of SV = 1.0 (h −1 ) and a flow rate of 1.5 times volume of ion exchange water (25.4 ° C.) with respect to the total capacity of the synthetic adsorbent were passed. Washed.
試験例2〜4
工程(3)の条件を表1に記載のものに変更したこと以外は、試験例1と同様の操作により行なった。
通液した緑茶抽出液(1)中の非重合体カテキン類の量に対する、洗浄で溶出した非重合体カテキン類の量の割合を非重合体カテキン類の脱離率とした。
Test Examples 2-4
The procedure was the same as in Test Example 1 except that the conditions of step (3) were changed to those shown in Table 1.
The ratio of the amount of non-polymer catechins eluted by washing to the amount of non-polymer catechins in the passed green tea extract (1) was defined as the desorption rate of non-polymer catechins.
表1から工程(3)の液温を20℃以下とすることで、洗浄による非重合体カテキン類の脱離を抑制できることが確認された。 From Table 1, it was confirmed that the elimination of non-polymer catechins by washing can be suppressed by setting the liquid temperature in step (3) to 20 ° C. or lower.
実施例1
試験例1と同様のカラム及び合成吸着剤を用い、工程(3)の条件を表2に記載のものに変更して、試験例1と同様の操作にて工程(1)〜(3)を行った。
次に、エタノール濃度30質量%のエタノール水溶液を、合成吸着剤の全容量に対して2倍量通液した(工程(4))。
得られた精製緑茶抽出物は、(A)非重合体カテキン類濃度が1.85質量%、固形分中の(A)非重合体カテキン類濃度が68.4質量%、(B)非重合体カテキン類中のガレート体の割合が32.6質量%、(C)ルチン/(A)非重合体カテキン類が0.016、(D)カフェイン/(A)非重合体カテキン類が0.079であった。また、タンナーゼ処理された緑茶抽出液(1)からの非重合体カテキン類の回収率は98.1%であった。次いで、溶出液を減圧濃縮してエタノールを除去し、官能評価を行なったところ雑味が非常に少なかった。
Example 1
Using the same column and synthetic adsorbent as in Test Example 1 and changing the conditions of Step (3) to those shown in Table 2, steps (1) to (3) were performed in the same manner as in Test Example 1. went.
Next, an ethanol aqueous solution having an ethanol concentration of 30% by mass was passed through twice the total volume of the synthetic adsorbent (step (4)).
The obtained purified green tea extract has (A) a non-polymer catechin concentration of 1.85% by mass, (A) a non-polymer catechin concentration in the solid content of 68.4% by mass, (B) a non-heavy The proportion of gallate in the combined catechins is 32.6% by mass, (C) rutin / (A) non-polymer catechins are 0.016, (D) caffeine / (A) non-polymer catechins are 0 079. The recovery rate of non-polymer catechins from the tannase-treated green tea extract (1) was 98.1%. Next, the eluate was concentrated under reduced pressure to remove ethanol and subjected to sensory evaluation. As a result, the taste was very small.
実施例2
スチレン系合成吸着剤(三菱化学(株)製、平均粒径332.7μm)1070mLを、ステンレス製カラム(内径72mm×335mm)に充填した。次いで、試験例1と同様の操作にて合成吸着剤の洗浄を行なった。次いで、タンナーゼ処理した緑茶抽出液(1)4280g(4倍体積対合成吸着剤、液温10℃)を通液速度SV=1.0(h-1)でカラムに通液し透過液を廃棄した。
次いで、工程(3)〜(4)の条件を表2に記載のものに変更したこと以外は、実施例1と同様の操作により精製緑茶抽出物を得た。
得られた精製緑茶抽出物は、(A)非重合体カテキン類濃度が1.46質量%、固形分中の(A)非重合体カテキン類濃度が68質量%、(B)非重合体カテキン類中のガレート体の割合が33.6質量%、(C)ルチン/(A)非重合体カテキン類0.015、(D)カフェイン/(A)非重合体カテキン類が0.101であった。また、緑茶抽出液(1)からの非重合体カテキン類の回収率は94.4%であった。次いで、溶出液を減圧濃縮してエタノールを除去し、官能評価を行なったところ雑味が非常に少なかった。
Example 2
A stainless steel column (inner diameter 72 mm × 335 mm) was packed with 1070 mL of a styrene-based synthetic adsorbent (manufactured by Mitsubishi Chemical Corporation, average particle size 332.7 μm). Next, the synthetic adsorbent was washed by the same operation as in Test Example 1. Next, 4280 g of tannase-treated green tea extract (1) (4 times volume vs. synthetic adsorbent, liquid temperature 10 ° C.) was passed through the column at a liquid feed rate SV = 1.0 (h −1 ), and the permeate was discarded. did.
Next, a purified green tea extract was obtained by the same operation as in Example 1 except that the conditions of steps (3) to (4) were changed to those shown in Table 2.
The resulting purified green tea extract has (A) a non-polymer catechin concentration of 1.46% by mass, (A) a non-polymer catechin concentration in the solid content of 68% by mass, and (B) a non-polymer catechin. The ratio of the gallate body in the product is 33.6% by mass, (C) rutin / (A) non-polymer catechins 0.015, (D) caffeine / (A) non-polymer catechins is 0.101. there were. Moreover, the recovery rate of non-polymer catechins from the green tea extract (1) was 94.4%. Next, the eluate was concentrated under reduced pressure to remove ethanol and subjected to sensory evaluation. As a result, the taste was very small.
比較例1
スチレン系合成吸着剤(三菱化学(株)製、平均粒径532.8μm)250Lを試験例1と同様のカラムに充填した。タンナーゼ処理した緑茶抽出液(1)を原料として用い、工程(2)〜(4)の条件を表2に記載のものに変更したこと以外は、実施例1と同様の操作により精製緑茶抽出物を得た。
得られた精製緑茶抽出物は、(A)非重合体カテキン類濃度が2.0質量%、固形分中の(A)非重合体カテキン類濃度が60.3質量%、(B)非重合体カテキン類中のガレート体の割合が36.3質量%、(C)ルチン/(A)非重合体カテキン類が0.046、(D)カフェイン/(A)非重合体カテキン類が0.174であった。また、タンナーゼ処理された緑茶抽出液(1)からの非重合体カテキン類の回収率は93.3%であった。次いで、溶出液を減圧濃縮してエタノールを除去し、官能評価を行なったところ雑味が多かった。
Comparative Example 1
A column similar to Test Example 1 was packed with 250 L of a styrene-based synthetic adsorbent (manufactured by Mitsubishi Chemical Corporation, average particle size 532.8 μm). Purified green tea extract by the same operation as in Example 1 except that tannase-treated green tea extract (1) was used as a raw material, and the conditions in steps (2) to (4) were changed to those shown in Table 2. Got.
The obtained purified green tea extract has (A) a non-polymer catechin concentration of 2.0% by mass, (A) a non-polymer catechin concentration in the solid content of 60.3% by mass, (B) a non-heavy The proportion of gallate in the combined catechins is 36.3% by mass, (C) rutin / (A) non-polymer catechins are 0.046, (D) caffeine / (A) non-polymer catechins are 0 174. In addition, the recovery rate of non-polymer catechins from the tannase-treated green tea extract (1) was 93.3%. Next, the eluate was concentrated under reduced pressure to remove ethanol and subjected to sensory evaluation.
比較例2
試験例1と同様のカラム及び合成吸着剤を用い、タンナーゼ処理した緑茶抽出液(1)を原料として、工程(2)〜(4)の条件を表2記載のものに変更した以外は、実施例1と同様の操作により精製緑茶抽出物を得た。
得られた精製緑茶抽出物は、(A)非重合体カテキン類濃度が1.79質量%、固形分中の(A)非重合体カテキン類濃度が63.7質量%、(B)非重合体カテキン類中のガレート体率が36質量%、(C)ルチン/(A)非重合体カテキン類が0.029、(D)カフェイン/(A)非重合体カテキン類が0.146であった。また、タンナーゼ処理された緑茶抽出液(1)からの非重合体カテキン類の回収率は93.8%であった。次いで、溶出液を減圧濃縮してエタノールを除去し、官能評価を行なったところ雑味がやや多かった。
Comparative Example 2
Using the same column and synthetic adsorbent as in Test Example 1, using tannase-treated green tea extract (1) as a raw material, except that the conditions in steps (2) to (4) were changed to those shown in Table 2 A purified green tea extract was obtained in the same manner as in Example 1.
The obtained purified green tea extract has (A) a non-polymer catechin concentration of 1.79% by mass, (A) a non-polymer catechin concentration in the solid content of 63.7% by mass, (B) a non-heavy The gallate content in the combined catechins is 36% by mass, (C) rutin / (A) non-polymer catechins are 0.029, (D) caffeine / (A) non-polymer catechins are 0.146. there were. The recovery rate of non-polymer catechins from the tannase-treated green tea extract (1) was 93.8%. Subsequently, the eluate was concentrated under reduced pressure to remove ethanol, and sensory evaluation was performed.
表2から、工程(3)及び(4)における温度を所定温度以下に制御することで、非重合体カテキン類を高収率で回収でき、しかも非重合体カテキン類のガレート体だけでなく、フラボノール配糖体であるルチンやカフェインを低減した精製茶抽出物を効率よく製造できることが確認された。また、この精製茶抽出物は、色相が良好で、雑味がなく飲みやすいものであった。 From Table 2, by controlling the temperature in steps (3) and (4) below a predetermined temperature, non-polymer catechins can be recovered in high yield, and not only gallate bodies of non-polymer catechins, It was confirmed that a purified tea extract with reduced flavonol glycoside rutin and caffeine can be efficiently produced. Further, this purified tea extract had a good hue, was free from miscellaneous taste, and was easy to drink.
Claims (6)
(1)茶抽出物を加水分解する工程、
(2)加水分解後の茶抽出物を合成吸着剤に接触させ、該茶抽出物中の非重合体カテキン類を合成吸着剤に吸着させる工程、
(3)合成吸着剤を20℃以下の水で洗浄する工程、及び
(4)合成吸着剤に20℃以下の有機溶媒水溶液を接触させて非重合体カテキン類を溶出させる工程
を含む、精製茶抽出物の製造方法。 Next steps (1) to (4):
(1) a step of hydrolyzing the tea extract;
(2) contacting the hydrolyzed tea extract with a synthetic adsorbent, and adsorbing non-polymer catechins in the tea extract onto the synthetic adsorbent;
(3) Purified tea comprising a step of washing the synthetic adsorbent with water at 20 ° C. or lower, and (4) a step of bringing the organic adsorbent aqueous solution at 20 ° C. or lower into contact with the synthetic adsorbent to elute non-polymer catechins. A method for producing an extract.
(A)非重合体カテキン類
(B)非重合体カテキン類のガレート体、及び
(C)ルチン、
を含有し、
固形分中の(A)非重合体カテキン類の含有量が20〜90質量%であり、
(A)非重合体カテキン類中の(B)非重合体カテキン類のガレート体の割合が0.01〜49質量%であり、
(C)ルチンと(A)非重合体カテキン類との含有質量比が0.001〜0.025
である、精製茶抽出物。 The following components (A), (B) and (C):
(A) Non-polymer catechins (B) Galate bodies of non-polymer catechins, and (C) Rutin,
Containing
The content of (A) non-polymer catechins in the solid content is 20 to 90% by mass,
(A) The ratio of the gallate body of (B) non-polymer catechins in non-polymer catechins is 0.01-49 mass%,
The mass ratio of (C) rutin and (A) non-polymer catechins is 0.001 to 0.025.
A refined tea extract.
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