WO2000021390A1 - Agent de suppression d'amertume - Google Patents
Agent de suppression d'amertume Download PDFInfo
- Publication number
- WO2000021390A1 WO2000021390A1 PCT/JP1999/005559 JP9905559W WO0021390A1 WO 2000021390 A1 WO2000021390 A1 WO 2000021390A1 JP 9905559 W JP9905559 W JP 9905559W WO 0021390 A1 WO0021390 A1 WO 0021390A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- bitterness
- bitter
- composition
- pga
- effect
- Prior art date
Links
- 235000019658 bitter taste Nutrition 0.000 title claims abstract description 47
- 239000000126 substance Substances 0.000 claims abstract description 24
- 150000001413 amino acids Chemical class 0.000 claims abstract description 20
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229960001948 caffeine Drugs 0.000 claims abstract description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 4
- 239000011707 mineral Substances 0.000 claims abstract description 4
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims abstract description 3
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims abstract description 3
- 102000004196 processed proteins & peptides Human genes 0.000 claims abstract description 3
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 30
- 235000013305 food Nutrition 0.000 claims description 7
- 239000003814 drug Substances 0.000 claims description 6
- 239000002537 cosmetic Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 229940079593 drug Drugs 0.000 claims description 3
- 229940088594 vitamin Drugs 0.000 claims description 3
- 235000013343 vitamin Nutrition 0.000 claims description 3
- 239000011782 vitamin Substances 0.000 claims description 3
- 229930003231 vitamin Natural products 0.000 claims description 3
- 230000002209 hydrophobic effect Effects 0.000 claims description 2
- 235000001014 amino acid Nutrition 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 1
- 210000004899 c-terminal region Anatomy 0.000 claims 1
- 229920002643 polyglutamic acid Polymers 0.000 claims 1
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 abstract description 4
- 235000001258 Cinchona calisaya Nutrition 0.000 abstract description 2
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 abstract description 2
- 229960000948 quinine Drugs 0.000 abstract description 2
- 239000004220 glutamic acid Substances 0.000 abstract 1
- 229940024606 amino acid Drugs 0.000 description 18
- 230000000694 effects Effects 0.000 description 18
- 238000000034 method Methods 0.000 description 8
- 235000019640 taste Nutrition 0.000 description 8
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 230000001603 reducing effect Effects 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 229960003136 leucine Drugs 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 4
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 4
- 235000013361 beverage Nutrition 0.000 description 4
- 229960000310 isoleucine Drugs 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 230000001629 suppression Effects 0.000 description 4
- 235000015110 jellies Nutrition 0.000 description 3
- 239000008274 jelly Substances 0.000 description 3
- 230000001953 sensory effect Effects 0.000 description 3
- 235000000346 sugar Nutrition 0.000 description 3
- 229930182844 L-isoleucine Natural products 0.000 description 2
- 241000286209 Phasianidae Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 235000019600 saltiness Nutrition 0.000 description 2
- PJVXUVWGSCCGHT-ZPYZYFCMSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;(3s,4r,5r)-1,3,4,5,6-pentahydroxyhexan-2-one Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O.OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO PJVXUVWGSCCGHT-ZPYZYFCMSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 208000035859 Drug effect increased Diseases 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 239000004395 L-leucine Substances 0.000 description 1
- 235000019454 L-leucine Nutrition 0.000 description 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical compound [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 description 1
- 229960002401 calcium lactate Drugs 0.000 description 1
- 239000001527 calcium lactate Substances 0.000 description 1
- 235000011086 calcium lactate Nutrition 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 235000015203 fruit juice Nutrition 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 235000021056 liquid food Nutrition 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 229960004452 methionine Drugs 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- -1 parin Chemical compound 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000009495 sugar coating Methods 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 239000000892 thaumatin Substances 0.000 description 1
- 235000010436 thaumatin Nutrition 0.000 description 1
- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 description 1
- 229960000344 thiamine hydrochloride Drugs 0.000 description 1
- 235000019190 thiamine hydrochloride Nutrition 0.000 description 1
- 239000011747 thiamine hydrochloride Substances 0.000 description 1
- UIERGBJEBXXIGO-UHFFFAOYSA-N thiamine mononitrate Chemical compound [O-][N+]([O-])=O.CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N UIERGBJEBXXIGO-UHFFFAOYSA-N 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/21—Synthetic spices, flavouring agents or condiments containing amino acids
Definitions
- the present invention relates to a bitterness suppressor when various bitter substances are orally ingested.
- an object of the present invention is to significantly reduce the taste of the composition itself by adding it to a composition containing a bitter substance, particularly a composition containing an amino acid such as leucine and isoleucine. It is an object of the present invention to obtain a composition having a good taste and a sufficiently reduced bitter taste.
- ⁇ -PGA polyadalamic acid
- bitter substances targeted by the present invention include amino acids having bitterness such as leucine, isoleucine, methionine, parin, histidine and the like, and bitter peptides having hydrophobic amino acids at their N- and C-termini, specifically casein or These include vitamins such as caffeine, minerals, quinine, thiamine nitrate and thiamine hydrochloride, such as soybean-derived protein hydrolysates. Alternatively, substances containing bitter substances such as various crude drugs are also targeted.
- the above-mentioned bitter substances may be one kind or a combination of two or more kinds. The proportion of the bitter substance in the composition varies depending on the bitter substance, but is often as small as about 0.001 to 2% by weight.
- the ⁇ -PGA used in combination with these bitter substances is at least one selected from free substances, salts, and decomposed products. That is, ⁇ -PGA may be any of a free form, a salt, and a decomposed product, regardless of its origin, but has a molecular weight of 1 ⁇ 10 ′ to 3 X 1 0 5 are preferred, the ratio in the composition, the type also depends but 0. 0 1-9 9 wt% of the composition, preferably from 0.1 to 2. Content of about 0 wt%. In the evaluation of the aqueous solution system, no significant effect is felt at 0.1% by weight or less, and at 2.0% by weight or more, the taste and flavor of a-PGA itself may impair the taste of food.
- the effect of reducing bitterness differs depending on the type of the coexisting substance in the composition and the type of target bitter substance (see Examples). However, those skilled in the art can easily determine the optimal range for obtaining the desired effect. It can be set as appropriate by experiment.
- the method for reducing bitterness of the present invention includes foods and drinks (drinks containing bitter components, gums, jelly, and other solid, pasted or liquid foods), drugs taken orally, and cosmetics applied to lips or face, etc. It may be of any shape such as liquid, powder, granules, other solids, paste, etc.
- the components other than the bitter component and a-PGA to be added to these food / beverage products, pharmaceuticals, and cosmetic compositions may be those that are added when a person skilled in the art prepares them according to a conventional method.
- FIG. 1 shows the data.
- 1% PGA was added to various bitter substance-containing solutions (2% bitter amino acid mixed solution, 2% vitamin mixed solution, 2% calcium lactate solution, 0.1% anhydrous caffeine solution). Similarly, the level of reduction in bitterness was determined as the equivalent concentration of anhydrous caffeine.
- bitterness intensity 3 points very bitter
- a light-tasting, jelly drink containing 2% of an amino acid mixture (leucine, isoloisin, balin) (base composition: 16.5% dextrin, quail ;: 4.0% sugar, 0.3% counic acid) ⁇ Flame-0.1% ⁇ Gelling agent 0.6 %)
- the sensory evaluation was carried out by 10 panelists skilled in the effect of suppressing bitterness when 2% of hair PGA was added.
- the bitterness level was scored on a scale of 0 to 3 in each independent evaluation. In each case, the effect of suppressing bitterness was clearly observed.
- the saltiness, sweetness, sourness, etc. did not change significantly. Table 2 shows the results of bitterness reduction.
- bitterness intensity 3 points very bitter
- Fig. 1 The effect of bitterness suppression by the concentration of ⁇ -PGA is shown.
- Figure 2 The effect of adding various bitter substances in an aqueous solution system.
- Figure 3 Comparison of the effect of the amino acid mixture with other bitterness control methods.
- bitter taste of bitter substances can be reduced by adding PGA, it is possible to provide foods and drinks, pharmaceuticals, cosmetics, etc. with reduced bitterness.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Medicinal Preparation (AREA)
Abstract
L'amertume est éliminée par addition d'acide poly-η-glutamique à une ou plusieurs substances qui présentent un goût amère (acides aminés, peptides, quinine, caféine, minéraux, etc.).
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10/291780 | 1998-10-14 | ||
JP29178098 | 1998-10-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2000021390A1 true WO2000021390A1 (fr) | 2000-04-20 |
Family
ID=17773338
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP1999/005559 WO2000021390A1 (fr) | 1998-10-14 | 1999-10-08 | Agent de suppression d'amertume |
Country Status (1)
Country | Link |
---|---|
WO (1) | WO2000021390A1 (fr) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007108558A1 (fr) * | 2006-03-23 | 2007-09-27 | Ajinomoto Co., Inc. | PROCÉDÉ DE RENFORCEMENT DE LA SALINITÉ D'ALIMENTS CONTENANT DE L'ACIDE γ-POLYGLUTAMIQUE |
WO2008029504A1 (fr) * | 2006-09-04 | 2008-03-13 | Ajinomoto Co., Inc. | Exhausteur de goût |
EP1972203A1 (fr) | 2007-03-13 | 2008-09-24 | Symrise GmbH & Co. KG | Utilisation de dérivés de 4-hydroxychalcone pour masquer un goût désagréable |
WO2008146491A1 (fr) | 2007-05-31 | 2008-12-04 | Ajinomoto Co., Inc. | Exhausteur de goût |
JP2009118741A (ja) * | 2007-11-12 | 2009-06-04 | Ajinomoto Co Inc | 高甘味度甘味料の後甘味抑制剤 |
WO2010021411A1 (fr) * | 2008-08-22 | 2010-02-25 | 味の素株式会社 | Composition édulcorante contenant de la poly-ν-glutamine |
US8685436B2 (en) | 2001-05-11 | 2014-04-01 | Symrise Ag | Use of hydroxyflavanones for masking bitter taste |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50121449A (fr) * | 1974-03-09 | 1975-09-23 |
-
1999
- 1999-10-08 WO PCT/JP1999/005559 patent/WO2000021390A1/fr active Application Filing
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50121449A (fr) * | 1974-03-09 | 1975-09-23 |
Non-Patent Citations (1)
Title |
---|
MATSUURA Y. ET AL.: "Bitter-masking Effect of Glutamylglutamic Acid Isomers", SCIENCE OF HUMAN LIFE, vol. 12, no. 2-3, 1980, pages 199 - 204, XP002926101 * |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8685436B2 (en) | 2001-05-11 | 2014-04-01 | Symrise Ag | Use of hydroxyflavanones for masking bitter taste |
WO2007108558A1 (fr) * | 2006-03-23 | 2007-09-27 | Ajinomoto Co., Inc. | PROCÉDÉ DE RENFORCEMENT DE LA SALINITÉ D'ALIMENTS CONTENANT DE L'ACIDE γ-POLYGLUTAMIQUE |
WO2008029504A1 (fr) * | 2006-09-04 | 2008-03-13 | Ajinomoto Co., Inc. | Exhausteur de goût |
EP1972203A1 (fr) | 2007-03-13 | 2008-09-24 | Symrise GmbH & Co. KG | Utilisation de dérivés de 4-hydroxychalcone pour masquer un goût désagréable |
US8778987B2 (en) | 2007-03-13 | 2014-07-15 | Symrise Ag | Use of 4-hydroxychalcone derivatives for masking an unpleasant taste |
WO2008146491A1 (fr) | 2007-05-31 | 2008-12-04 | Ajinomoto Co., Inc. | Exhausteur de goût |
EP2165611A4 (fr) * | 2007-05-31 | 2012-11-21 | Ajinomoto Kk | Exhausteur de goût |
JP2009118741A (ja) * | 2007-11-12 | 2009-06-04 | Ajinomoto Co Inc | 高甘味度甘味料の後甘味抑制剤 |
WO2010021411A1 (fr) * | 2008-08-22 | 2010-02-25 | 味の素株式会社 | Composition édulcorante contenant de la poly-ν-glutamine |
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