JPH02202900A - Composite material composed of tea polyphenol and protein - Google Patents
Composite material composed of tea polyphenol and proteinInfo
- Publication number
- JPH02202900A JPH02202900A JP1023146A JP2314689A JPH02202900A JP H02202900 A JPH02202900 A JP H02202900A JP 1023146 A JP1023146 A JP 1023146A JP 2314689 A JP2314689 A JP 2314689A JP H02202900 A JPH02202900 A JP H02202900A
- Authority
- JP
- Japan
- Prior art keywords
- protein
- tea polyphenol
- tea
- composite material
- tea polyphenols
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 241001122767 Theaceae Species 0.000 title claims abstract description 34
- 150000008442 polyphenolic compounds Chemical class 0.000 title claims abstract description 31
- 235000013824 polyphenols Nutrition 0.000 title claims abstract description 31
- 102000004169 proteins and genes Human genes 0.000 title claims abstract description 26
- 108090000623 proteins and genes Proteins 0.000 title claims abstract description 26
- 239000002131 composite material Substances 0.000 title abstract description 8
- 108010058846 Ovalbumin Proteins 0.000 claims abstract description 5
- 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 claims abstract 2
- 235000018102 proteins Nutrition 0.000 claims description 21
- 239000000843 powder Substances 0.000 claims description 8
- 108010064851 Plant Proteins Proteins 0.000 claims description 5
- 235000021118 plant-derived protein Nutrition 0.000 claims description 5
- 108091003079 Bovine Serum Albumin Proteins 0.000 claims description 4
- 102000001554 Hemoglobins Human genes 0.000 claims description 4
- 108010054147 Hemoglobins Proteins 0.000 claims description 4
- 229940098773 bovine serum albumin Drugs 0.000 claims description 4
- 229940092253 ovalbumin Drugs 0.000 claims description 4
- 102000008186 Collagen Human genes 0.000 claims description 2
- 108010035532 Collagen Proteins 0.000 claims description 2
- 229920001436 collagen Polymers 0.000 claims description 2
- 210000003743 erythrocyte Anatomy 0.000 claims description 2
- 239000002244 precipitate Substances 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 5
- 239000007864 aqueous solution Substances 0.000 abstract description 4
- 238000002156 mixing Methods 0.000 abstract description 4
- 230000000259 anti-tumor effect Effects 0.000 abstract description 3
- 235000019606 astringent taste Nutrition 0.000 abstract description 3
- 239000000203 mixture Substances 0.000 abstract description 3
- 230000003064 anti-oxidating effect Effects 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 210000003254 palate Anatomy 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 241000193155 Clostridium botulinum Species 0.000 description 4
- 230000009471 action Effects 0.000 description 4
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 description 4
- 235000005487 catechin Nutrition 0.000 description 4
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 4
- 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 4
- 239000002609 medium Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 108010082495 Dietary Plant Proteins Proteins 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 150000001765 catechin Chemical class 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229920001817 Agar Polymers 0.000 description 2
- 235000010724 Wisteria floribunda Nutrition 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 230000003217 anti-cancerogenic effect Effects 0.000 description 2
- 230000002019 anti-mutation Effects 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 230000001766 physiological effect Effects 0.000 description 2
- 239000012460 protein solution Substances 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 229920001864 tannin Polymers 0.000 description 2
- 235000018553 tannin Nutrition 0.000 description 2
- 239000001648 tannin Substances 0.000 description 2
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 1
- 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 1
- 229930014124 (-)-epigallocatechin gallate Natural products 0.000 description 1
- 235000004911 (-)-epigallocatechin gallate Nutrition 0.000 description 1
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
- QCVGEOXPDFCNHA-UHFFFAOYSA-N 5,5-dimethyl-2,4-dioxo-1,3-oxazolidine-3-carboxamide Chemical compound CC1(C)OC(=O)N(C(N)=O)C1=O QCVGEOXPDFCNHA-UHFFFAOYSA-N 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- 239000005996 Blood meal Substances 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- LSHVYAFMTMFKBA-UHFFFAOYSA-N ECG Natural products C=1C=C(O)C(O)=CC=1C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 LSHVYAFMTMFKBA-UHFFFAOYSA-N 0.000 description 1
- 108010000912 Egg Proteins Proteins 0.000 description 1
- 102000002322 Egg Proteins Human genes 0.000 description 1
- 239000001263 FEMA 3042 Substances 0.000 description 1
- WMBWREPUVVBILR-UHFFFAOYSA-N GCG Natural products C=1C(O)=C(O)C(O)=CC=1C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-UHFFFAOYSA-N 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
- 229930184207 Polyphenon Natural products 0.000 description 1
- 241000293869 Salmonella enterica subsp. enterica serovar Typhimurium Species 0.000 description 1
- 108010073771 Soybean Proteins Proteins 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229940043432 albumin tannate Drugs 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229950001002 cianidanol Drugs 0.000 description 1
- 235000013409 condiments Nutrition 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000014103 egg white Nutrition 0.000 description 1
- 210000000969 egg white Anatomy 0.000 description 1
- VFSWRBJYBQXUTE-UHFFFAOYSA-N epi-Gallocatechin 3-O-gallate Natural products Oc1ccc2C(=O)C(OC(=O)c3cc(O)c(O)c(O)c3)C(Oc2c1)c4cc(O)c(O)c(O)c4 VFSWRBJYBQXUTE-UHFFFAOYSA-N 0.000 description 1
- 239000005452 food preservative Substances 0.000 description 1
- 235000019249 food preservative Nutrition 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000019710 soybean protein Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 235000019640 taste Nutrition 0.000 description 1
- 235000014620 theaflavin Nutrition 0.000 description 1
- 235000008118 thearubigins Nutrition 0.000 description 1
Landscapes
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Pyrane Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Plant Substances (AREA)
- Peptides Or Proteins (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は茶カテキン類を主成分とする茶ポリフェノール
とタンパク質との複合体に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a complex of tea polyphenols and proteins, the main components of which are tea catechins.
［従来の技術、発明が解決しようとする課題］従来より
タンニン性物質とタンパク質が強い結合性を示すことは
周知である。たとえば、革なめしや医薬としてのタンニ
ン酸アルブミンはその代表例である。[Prior Art and Problems to be Solved by the Invention] It has been well known that tannin substances and proteins exhibit strong binding properties. For example, albumin tannate, which is used for leather tanning and medicine, is a typical example.
しかし、茶ポリフェノールは革なめし用タンニンやタン
ニン酸の如き大分子とは異なり、タンパク質との結合性
も比較的弱く、いわんやその複合物を何らかの用途に供
するという発想は従来全くなかフたことである。However, unlike large molecules such as tannins and tannic acid used in leather tanning, tea polyphenols have relatively weak binding properties with proteins, and the idea of using their complexes for any purpose has been completely elusive. .
方、茶ポリフェノール類の生理活性については、有害金
属吸着作用、抗酸化作用、抗突然変異作用、抗発癌プロ
モーター作用、抗腫瘍作用、コレステロール上昇抑制作
用、抗菌作用などについて様々な研究や報告がなされて
おり、その有用性は広く知られている。ところが、茶ポ
リフェノールを食品等に高濃度に添加する場合、一方で
はそこに混在する幾多の成分と反応してその働きが減弱
する可能性があること、他方これら成分と反応しない場
合は茶ポリフェノール自体の渋味により味覚上好ましく
ない等の課題があった。On the other hand, various studies and reports have been conducted regarding the physiological activities of tea polyphenols, such as harmful metal adsorption, antioxidant, anti-mutation, anti-carcinogenic promoter, anti-tumor, cholesterol increase suppressing, and antibacterial effects. Its usefulness is widely known. However, when tea polyphenols are added to foods at high concentrations, they may react with the various components present and weaken their effects, and on the other hand, if they do not react with these components, the tea polyphenols themselves may There were problems such as an unpleasant taste due to the astringent taste.
［課題を解決するための手段］
そこで、本発明者らは茶ポリフェノールの特質を失わず
、かつ安定した状態で多量に用いることが可能な複合体
を開発すべく検討を重ね、本発明に到達した。[Means for Solving the Problems] Therefore, the present inventors have conducted repeated studies to develop a complex that can be used in large amounts in a stable state without losing the characteristics of tea polyphenols, and have arrived at the present invention. did.
すなわち本発明は、茶ポリフェノールとタンパク質とよ
り成る水不溶性複合体である。That is, the present invention is a water-insoluble complex consisting of tea polyphenols and proteins.
本発明に用いる茶ポリフェノールは次の一般式で表わさ
れる茶カテキン類を主とし、テアフラビンやテアルビジ
ンを含むものである。The tea polyphenols used in the present invention are mainly tea catechins represented by the following general formula, and include theaflavins and thearubigins.
−形成
（−）エビカテキン（一般式中、Ｒ，＝ＨＲ２＝Ｈ）
（−）エピガロカテキン（一般式中、Ｒ，＝Ｏ）ＩＲ２
＝Ｈ）
（−）エピカテキンガレート（一般式中、（−）エピガ
ロカテキンガレート（一般式中、カテキン類を具体的に
示すと、以下の４種類のもｔｉｌ＋
上記茶ポリフェノールは茶葉を原料として製造すること
かでき、その製法や組成の１例は特開昭５９−２１９３
８４号公報、同６０−１３７８０号公報、同６１１３０
２８５号公報などに記載されている。- Formation (-)Epigallocatechin (in the general formula, R,=HR2=H) (-)epigallocatechin (in the general formula, R,=O)IR2
=H) (-)Epicatechin gallate (in the general formula, (-)Epigallocatechin gallate (in the general formula, specifically showing the catechins, the following four types of til+) The above tea polyphenols are made from tea leaves as raw materials. An example of its manufacturing method and composition is disclosed in Japanese Patent Application Laid-Open No. 59-2193.
Publication No. 84, Publication No. 60-13780, Publication No. 61130
It is described in Publication No. 285, etc.
また、タンパク質は水溶性のものが使用され、たとえは
卵白アルブミン、牛血清アルブミン、へモクロビン、赤
血球粉末、大豆タンパク質、コラーゲン、血漿粉末など
が挙げられる。これらタンパク質は通常単品で用いられ
るが、２種以上を併用してもよい。Water-soluble proteins are used, such as ovalbumin, bovine serum albumin, hemoglobin, red blood cell powder, soybean protein, collagen, and plasma powder. These proteins are usually used alone, but two or more types may be used in combination.
茶ポリフェノールとタンパク質の配合割合については特
に制限はないが、通常は重量比で前者後者＝１〜１０：
２０〜１、好ましくは１〜２１Ｏ〜１の割合が適当であ
る。複合体の調製に際しては、両者を水溶液として用い
、混合して静置することにより沈澱物として得ることが
できる。なお、茶ポリフェノールとタンパク質を配合し
て複合体を製造する場合、使用目的などを考慮していず
れか一方を過剰な状態として混合し、固液分離すること
なく懸濁液を乾燥粉末化することも可能である。There is no particular restriction on the blending ratio of tea polyphenols and protein, but usually the former is in a weight ratio of 1 to 10:
A ratio of 20-1, preferably 1-21O-1 is suitable. When preparing a complex, both can be used as an aqueous solution, mixed and allowed to stand to obtain a precipitate. In addition, when manufacturing a composite by blending tea polyphenols and proteins, it is necessary to consider the purpose of use, etc. by mixing an excess of one of the two, and then drying the suspension into a powder without solid-liquid separation. is also possible.
［実施例］ 次に、本発明を実施例により説明する。[Example] Next, the present invention will be explained by examples.
実施例１
卵白アルブミン（和光純薬■製） １０ｇを蒸留水５０
ｍρに溶解し、これをタンパク質溶液とした。また、総
カテキン量が９０％以上である茶ポリフェノール製剤（
ポリフェノン１００、三井農林■製）５ｇを蒸留水５０
ｍＡに溶解したものを茶ポリフェノール溶ン夜とした。Example 1 10 g of ovalbumin (manufactured by Wako Pure Chemical Industries, Ltd.) and 50 g of distilled water
It was dissolved in mρ and used as a protein solution. In addition, tea polyphenol preparations with a total catechin content of 90% or more (
Polyphenon 100 (manufactured by Mitsui Norin ■) 5g with distilled water 50g
The solution dissolved in mA was designated as tea polyphenol solution.
タンパク質溶液を攪拌しながら、これに茶ポリフェノー
ル溶液を徐々に全量加えて茶ポリフェノールとタンパク
質とより成る複合体である水不溶性の沈澱物を析出させ
、５℃に一夜放置した。While stirring the protein solution, the entire amount of the tea polyphenol solution was gradually added thereto to precipitate a water-insoluble precipitate, which is a complex of tea polyphenols and proteins, and the mixture was left at 5°C overnight.
このようにして得た沈澱物を含む懸濁液を吸引濾過する
ことにより、７戸紙上に沈澱物を捕集した。The suspension containing the precipitate thus obtained was filtered by suction, and the precipitate was collected on a sheet of paper.
この沈澱物を蒸留水５ｆＬで洗浄し、未結合のタンパク
質および茶ポリフェノールを除去した。次いで、この沈
澱物を常法により凍結乾燥して固形の複合体１３ｇを得
た。これを乳鉢にてすり潰して粉末状複合体とした。This precipitate was washed with 5 fL of distilled water to remove unbound proteins and tea polyphenols. Next, this precipitate was freeze-dried by a conventional method to obtain 13 g of a solid composite. This was ground in a mortar to obtain a powdered composite.
実施例２
実施例１において卵白アルブミンの代りに牛血清アルブ
ミン（和光純薬＠製）、牛血液製ヘモグロビン（和光純
薬味製）、血粉（堺商事■製）。Example 2 In Example 1, instead of ovalbumin, bovine serum albumin (manufactured by Wako Pure Chemical Industries, Ltd.), bovine blood hemoglobin (manufactured by Wako Pure Condiments), and blood powder (manufactured by Sakai Shoji ■) were used.
粉末状植物タンパク質（フジプロＲ１不二製油■製）、
粉末状植物タンパク質（ツルビーＭ１日清製油■製）お
よび血漿粉末（ニスプローケンＰ、栄化学工業■製）の
うちから選択した水溶液タンパク質を用いたこと以外は
同様にして粉末状の複合体を得た。Powdered vegetable protein (Fuji Pro R1 manufactured by Fuji Oil),
A powdered complex was obtained in the same manner except that an aqueous solution protein selected from powdered plant protein (Truby M1 manufactured by Nisshin Oil Co., Ltd.) and plasma powder (Nisproken P, manufactured by Sakae Kagaku Kogyo ■) was used. .
応用例１
実施例で得た茶ポリフェノールとタンパク質とより成る
複合体の食中毒菌ボツリヌス菌（Ｃｌｏｓｔｒｉｄｉｕ
ｍ ｂｏｔｕｌｉｎｕｍ）に対する最小発育阻止濃度（
ＭＩＣ）を測定した。結果を第１表に示す。なお、ＭＩ
Ｃの試験は市販変法ＴＧＣ培地培地３０寒、寒天、３
ｇを水１０００ｍｆｆに加えた培地を基本培地とし、そ
の５ｍｐを含むシャーレに茶ポリフェノールとタンパク
質とより成る複合体を０．２％０４％、０．６％、０８
％または１．０％となるように添加し、その培地表面に
ボツリヌス菌Ａ型５菌株、同Ｂ型５菌株の混合菌液を塗
布し、常法により培養してＭＩＣを求めた。Application Example 1 The food-poisoning bacterium Clostridium botulinum is a complex of tea polyphenols and proteins obtained in Example.
Minimum inhibitory concentration (
MIC) was measured. The results are shown in Table 1. Furthermore, MI
For test C, commercially available modified TGC medium 30 agar, agar, 3
A medium prepared by adding 1,000 mff of water to 1,000 mff of water was used as the basic medium, and a complex consisting of tea polyphenols and proteins was added to a petri dish containing 5 mp of 0.2%, 04%, 0.6%, 08%.
% or 1.0%, a mixed bacterial solution of 5 strains of Clostridium botulinum type A and 5 strains of Clostridium botulinum type B was applied to the surface of the medium, and cultured by a conventional method to determine the MIC.
表から明らかなように、茶ポリフェノールとタンパク質
とより成る複合体は培地に対し１０％まての添加でボツ
リヌス菌に対する抗菌効果を示しており、食品防腐剤と
しての利用が期待される。As is clear from the table, the complex consisting of tea polyphenols and protein exhibits an antibacterial effect against Clostridium botulinum when added up to 10% to the culture medium, and is expected to be used as a food preservative.
夏工漬
卵白アルブミン ０．４牛血清アル
ブミン ０．１４ヘモグロビン
０．６血粉
１０粉末状植物タンパク貿（フジプロＲ）
０．２４粉末状植物タンパク質（ツルビーＭ）
０．２８血漿粉末（ニスプローケンＰ） ０４
応用例２
実施例で得た茶ポリフェノールとタンパク質（植物タン
パク質、商品名・フジプロＲまたはツルビーＭ）とより
成る複合体のラードに対する酸化防止効果をＡＯＭ試験
（９７，８℃）を行った。結果を第１図（植物タンパク
質、フジプロＲを使用した場合）および第２図（植物タ
ンパク質、ツルビーＭを使用した場合）に示す。図から
明らかなように、本発明の複合体は対照（無添加）に比
へて極めて優れた酸化防止効果を示す。Summer pickled egg white albumin 0.4 Bovine serum albumin 0.14 Hemoglobin
0.6 blood meal
10 Powdered vegetable protein trade (FujiPro R)
0.24 Powdered vegetable protein (Truby M)
0.28 Plasma Powder (Nisproken P) 04
Application Example 2 An AOM test (97.8° C.) was conducted to examine the antioxidant effect of the complex of tea polyphenols obtained in Example and protein (plant protein, trade name: Fujipro R or Truby M) on lard. The results are shown in FIG. 1 (when using the plant protein Fujipro R) and FIG. 2 (when using the plant protein Truby M). As is clear from the figure, the composite of the present invention exhibits an extremely superior antioxidant effect compared to the control (no additives).
［発明の効果］
本発明によれは、有害金属吸着作用、抗酸化作用、抗突
然変異作用、抗発癌プロモーター作用抗腫瘍作用、コレ
ステロール上昇抑制作用、抗菌作用などの様々な生理活
性を有することが知られている茶ポリフェノールをタン
パク質との複合体とすることにより、これらの活性を失
わず、かつ安定した状態で使用することができる。複合
体としたことにより、茶ポリフェノールを多量に用いて
もその作用が減弱することかなく、しかも特有の渋味も
殆んど感じられない。[Effects of the Invention] According to the present invention, it has various physiological activities such as harmful metal adsorption action, antioxidant action, anti-mutation action, anti-carcinogenic promoter action, anti-tumor action, cholesterol increase suppression action, and antibacterial action. By forming known tea polyphenols into a complex with protein, these activities are not lost and it can be used in a stable state. By making it into a complex, even if a large amount of tea polyphenol is used, its effect will not be weakened, and the characteristic astringent taste will hardly be felt.
したがって、本発明の茶ポリフェノールとタンパク質と
の複合体は医薬品１食品等の分野ての利用が期待される
。Therefore, the complex of tea polyphenol and protein of the present invention is expected to be used in the fields of pharmaceuticals, foods, etc.
第１図および第２図はラードに対する本発明の茶ポリフ
ェノールとタンパク質とより成る複合体の抗酸化試験の
結果を示すグラフである。FIGS. 1 and 2 are graphs showing the results of an antioxidant test of the complex of the tea polyphenol and protein of the present invention against lard.
Claims (3)
性複合体。(1) A water-insoluble complex consisting of tea polyphenols and proteins.
載の複合体。(2) The complex according to claim 1, wherein the tea polyphenol is tea catechin.
、ヘモグロビン、赤血球粉末、植物タンパク質、コラー
ゲンおよび血漿粉末よりなる群から選ばれた少なくとも
１種のタンパク質である請求項１記載の複合体。(3) The complex according to claim 1, wherein the protein is at least one protein selected from the group consisting of ovalbumin, bovine serum albumin, hemoglobin, red blood cell powder, plant protein, collagen, and plasma powder.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1023146A JPH02202900A (en) | 1989-02-01 | 1989-02-01 | Composite material composed of tea polyphenol and protein |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1023146A JPH02202900A (en) | 1989-02-01 | 1989-02-01 | Composite material composed of tea polyphenol and protein |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02202900A true JPH02202900A (en) | 1990-08-10 |
Family
ID=12102429
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1023146A Pending JPH02202900A (en) | 1989-02-01 | 1989-02-01 | Composite material composed of tea polyphenol and protein |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02202900A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2732972A1 (en) * | 1995-04-14 | 1996-10-18 | Mathe Lab | Prodn. of soluble collagen gel compsns. |
| EP1236477A2 (en) | 2001-02-28 | 2002-09-04 | MG Pharmacy Ltd. | A formative agent of protein complex |
| JP2005105249A (en) * | 2003-02-28 | 2005-04-21 | Chisso Corp | Polyamine-polyphenol hybrid and radical scavenger |
| JP2012051840A (en) * | 2010-09-01 | 2012-03-15 | Inoa Corporation Co Ltd | Method for producing polyphenol-containing protein, and polyphenol-containing protein and application thereof |
| JP2013082673A (en) * | 2011-09-29 | 2013-05-09 | Uha Mikakuto Co Ltd | Lipase inhibitor composition |
| JP2013094081A (en) * | 2011-10-28 | 2013-05-20 | Uha Mikakuto Co Ltd | Catechin gallate-containing cloudy colloidal drink |
| JP2014148479A (en) * | 2013-01-31 | 2014-08-21 | Uha Mikakuto Co Ltd | Anti-obesity composition containing complex of gallate type catechin with protein, and caffeine |
| CN112137094A (en) * | 2020-08-26 | 2020-12-29 | 江苏大学 | Preparation method of synergistic antioxidant tea polyphenol-meat protein compound |
| US11172699B2 (en) * | 2016-12-22 | 2021-11-16 | North Carolina State University | Polyphenol-protein compositions |
| CN114702692A (en) * | 2022-04-01 | 2022-07-05 | 中国科学院青岛生物能源与过程研究所 | Method for improving stability of protein hydrogel |
-
1989
- 1989-02-01 JP JP1023146A patent/JPH02202900A/en active Pending
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2732972A1 (en) * | 1995-04-14 | 1996-10-18 | Mathe Lab | Prodn. of soluble collagen gel compsns. |
| US7026284B2 (en) | 2001-02-28 | 2006-04-11 | Bmg Incorporated | Formative agent of protein complex |
| EP1236477A2 (en) | 2001-02-28 | 2002-09-04 | MG Pharmacy Ltd. | A formative agent of protein complex |
| JP2002255811A (en) * | 2001-02-28 | 2002-09-11 | Mg Seiyaku Kk | Protein conjugate-forming agent |
| EP1236477A3 (en) * | 2001-02-28 | 2004-06-16 | MG Pharmacy Ltd. | A formative agent of protein complex |
| JP4552459B2 (en) * | 2003-02-28 | 2010-09-29 | チッソ株式会社 | Polyamine-polyphenol hybrid and radical scavenger |
| JP2005105249A (en) * | 2003-02-28 | 2005-04-21 | Chisso Corp | Polyamine-polyphenol hybrid and radical scavenger |
| JP2012051840A (en) * | 2010-09-01 | 2012-03-15 | Inoa Corporation Co Ltd | Method for producing polyphenol-containing protein, and polyphenol-containing protein and application thereof |
| JP2013082673A (en) * | 2011-09-29 | 2013-05-09 | Uha Mikakuto Co Ltd | Lipase inhibitor composition |
| JP2013094081A (en) * | 2011-10-28 | 2013-05-20 | Uha Mikakuto Co Ltd | Catechin gallate-containing cloudy colloidal drink |
| JP2014148479A (en) * | 2013-01-31 | 2014-08-21 | Uha Mikakuto Co Ltd | Anti-obesity composition containing complex of gallate type catechin with protein, and caffeine |
| US11172699B2 (en) * | 2016-12-22 | 2021-11-16 | North Carolina State University | Polyphenol-protein compositions |
| CN112137094A (en) * | 2020-08-26 | 2020-12-29 | 江苏大学 | Preparation method of synergistic antioxidant tea polyphenol-meat protein compound |
| CN114702692A (en) * | 2022-04-01 | 2022-07-05 | 中国科学院青岛生物能源与过程研究所 | Method for improving stability of protein hydrogel |
| CN114702692B (en) * | 2022-04-01 | 2024-04-23 | 中国科学院青岛生物能源与过程研究所 | Method for improving stability of protein hydrogel |
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