JP2013518592A - 塩味を増強するための化合物および方法 - Google Patents
塩味を増強するための化合物および方法 Download PDFInfo
- Publication number
- JP2013518592A JP2013518592A JP2012552074A JP2012552074A JP2013518592A JP 2013518592 A JP2013518592 A JP 2013518592A JP 2012552074 A JP2012552074 A JP 2012552074A JP 2012552074 A JP2012552074 A JP 2012552074A JP 2013518592 A JP2013518592 A JP 2013518592A
- Authority
- JP
- Japan
- Prior art keywords
- sodium
- formula
- foodstuff
- compound
- sodium chloride
- 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
- 150000001875 compounds Chemical class 0.000 title claims abstract description 41
- 238000000034 method Methods 0.000 title claims description 24
- 235000019643 salty taste Nutrition 0.000 title abstract description 12
- 230000002708 enhancing effect Effects 0.000 title description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims abstract description 54
- 239000011780 sodium chloride Substances 0.000 claims abstract description 27
- 235000013305 food Nutrition 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- ZRALSGWEFCBTJO-UHFFFAOYSA-O guanidinium Chemical compound NC(N)=[NH2+] ZRALSGWEFCBTJO-UHFFFAOYSA-O 0.000 claims description 9
- 230000001965 increasing effect Effects 0.000 claims description 8
- 150000003839 salts Chemical group 0.000 claims description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000004615 ingredient Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 2
- 235000021023 sodium intake Nutrition 0.000 claims 1
- 235000019640 taste Nutrition 0.000 abstract description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 44
- 229910052708 sodium Inorganic materials 0.000 description 44
- 239000011734 sodium Substances 0.000 description 44
- BVRYRDZJWMVPFS-UHFFFAOYSA-N n-(2-hydroxyethyl)-4-methylpentanamide Chemical compound CC(C)CCC(=O)NCCO BVRYRDZJWMVPFS-UHFFFAOYSA-N 0.000 description 15
- 210000000287 oocyte Anatomy 0.000 description 10
- 108091006146 Channels Proteins 0.000 description 7
- 235000005911 diet Nutrition 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 230000000378 dietary effect Effects 0.000 description 5
- 108090000623 proteins and genes Proteins 0.000 description 5
- 210000004027 cell Anatomy 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 0 **C(N*O)=O Chemical compound **C(N*O)=O 0.000 description 3
- 108020004394 Complementary RNA Proteins 0.000 description 3
- 239000003184 complementary RNA Substances 0.000 description 3
- 235000009508 confectionery Nutrition 0.000 description 3
- 235000013601 eggs Nutrition 0.000 description 3
- 230000004044 response Effects 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 206010020772 Hypertension Diseases 0.000 description 2
- 239000000232 Lipid Bilayer Substances 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 210000000170 cell membrane Anatomy 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000037213 diet Effects 0.000 description 2
- 235000018823 dietary intake Nutrition 0.000 description 2
- 235000013373 food additive Nutrition 0.000 description 2
- 239000002778 food additive Substances 0.000 description 2
- 108091005708 gustatory receptors Proteins 0.000 description 2
- 208000019622 heart disease Diseases 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 235000019600 saltiness Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 235000019583 umami taste Nutrition 0.000 description 2
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- 102000003837 Epithelial Sodium Channels Human genes 0.000 description 1
- 108090000140 Epithelial Sodium Channels Proteins 0.000 description 1
- OFQRUTMGVBMTFQ-UHFFFAOYSA-N Ethyl 4-methylpentanoate Chemical compound CCOC(=O)CCC(C)C OFQRUTMGVBMTFQ-UHFFFAOYSA-N 0.000 description 1
- 208000002682 Hyperkalemia Diseases 0.000 description 1
- 108090000862 Ion Channels Proteins 0.000 description 1
- 102000004310 Ion Channels Human genes 0.000 description 1
- 108010052285 Membrane Proteins Proteins 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 102000004142 Trypsin Human genes 0.000 description 1
- 108090000631 Trypsin Proteins 0.000 description 1
- 241000269370 Xenopus <genus> Species 0.000 description 1
- 241000269368 Xenopus laevis Species 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 241000482268 Zea mays subsp. mays Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003146 anticoagulant agent Substances 0.000 description 1
- 229940127219 anticoagulant drug Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- 235000019658 bitter taste Nutrition 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 239000004067 bulking agent Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 235000019219 chocolate Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 230000005802 health problem Effects 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 235000008960 ketchup Nutrition 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 235000019449 other food additives Nutrition 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 235000013550 pizza Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 235000013606 potato chips Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000012434 pretzels Nutrition 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- -1 sodium chloride Chemical compound 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 235000008371 tortilla/corn chips Nutrition 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- 239000012588 trypsin Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
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
- A23L27/88—Taste or flavour enhancing agents
-
- 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
-
- 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
- A23L27/40—Table salts; Dietetic salt substitutes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
- C07C279/14—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Seasonings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30141910P | 2010-02-04 | 2010-02-04 | |
| US61/301,419 | 2010-02-04 | ||
| PCT/US2011/023546 WO2011097344A1 (en) | 2010-02-04 | 2011-02-03 | Compounds and methods for enhancing salty taste |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013518592A true JP2013518592A (ja) | 2013-05-23 |
| JP2013518592A5 JP2013518592A5 (enExample) | 2014-07-24 |
Family
ID=44355762
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012552074A Pending JP2013518592A (ja) | 2010-02-04 | 2011-02-03 | 塩味を増強するための化合物および方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20130078351A1 (enExample) |
| EP (1) | EP2531048A4 (enExample) |
| JP (1) | JP2013518592A (enExample) |
| CN (1) | CN102811628A (enExample) |
| AU (1) | AU2011212938B2 (enExample) |
| CA (1) | CA2788717A1 (enExample) |
| WO (1) | WO2011097344A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX391073B (es) * | 2012-10-18 | 2025-03-21 | Nissin Foods Holdings Co Ltd | Agente de mejoramiento del sabor salado y método de fabricación para el mismo, y método de mejoramiento del sabor salado. |
| JP6210669B2 (ja) * | 2012-10-18 | 2017-10-11 | 日清食品ホールディングス株式会社 | 塩味増強ペプチド |
| CN111557432B (zh) * | 2013-02-08 | 2023-08-04 | 通用磨坊公司 | 低钠食品 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5260091A (en) * | 1992-10-21 | 1993-11-09 | Interneuron Pharmaceuticals Inc. | Salt taste enhancers |
| US20050031717A1 (en) * | 2003-07-09 | 2005-02-10 | Desimone John A. | Salt taste modification |
| JP2006077015A (ja) * | 2004-09-10 | 2006-03-23 | Internatl Flavors & Fragrances Inc | 風味組成物において味および風味の増強効果を示す飽和および不飽和n−アルカミド |
| US20080108148A1 (en) * | 2006-10-19 | 2008-05-08 | Monell Chemical Senses Center | Human salty taste receptor and methods of modulating salty taste perception |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2411655A (en) * | 1939-01-19 | 1946-11-26 | Chem Ind Basel | Process for condensation products of thiourea compounds |
| DE3218027A1 (de) * | 1982-05-13 | 1983-11-17 | A. Nattermann & Cie GmbH, 5000 Köln | Phospholipidloesungen |
| EP1411781B1 (de) * | 2001-07-31 | 2006-01-25 | Berg & Schmidt GmbH & Co. | Zusatzstoff für futtermittel oder für trinkwasser |
| AU2003265393A1 (en) * | 2002-08-09 | 2004-02-25 | Nutra-Park, Inc. | Use of certain n-acylethanolamines to achieve ethylene- and cytokinin-like effects in plants and fungi |
| US7427421B2 (en) * | 2004-09-10 | 2008-09-23 | International Flavors & Fragrances Inc. | Saturated and unsaturated N-alkamides exhibiting taste and flavor enhancement effect in flavor compositions |
| NZ552238A (en) * | 2006-12-20 | 2009-07-31 | Seperex Nutritionals Ltd | An extract |
-
2011
- 2011-02-03 CA CA2788717A patent/CA2788717A1/en not_active Abandoned
- 2011-02-03 AU AU2011212938A patent/AU2011212938B2/en not_active Ceased
- 2011-02-03 JP JP2012552074A patent/JP2013518592A/ja active Pending
- 2011-02-03 EP EP11740331.1A patent/EP2531048A4/en not_active Withdrawn
- 2011-02-03 CN CN201180013716XA patent/CN102811628A/zh active Pending
- 2011-02-03 WO PCT/US2011/023546 patent/WO2011097344A1/en not_active Ceased
- 2011-02-03 US US13/576,855 patent/US20130078351A1/en not_active Abandoned
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5260091A (en) * | 1992-10-21 | 1993-11-09 | Interneuron Pharmaceuticals Inc. | Salt taste enhancers |
| US20050031717A1 (en) * | 2003-07-09 | 2005-02-10 | Desimone John A. | Salt taste modification |
| JP2006077015A (ja) * | 2004-09-10 | 2006-03-23 | Internatl Flavors & Fragrances Inc | 風味組成物において味および風味の増強効果を示す飽和および不飽和n−アルカミド |
| US20080108148A1 (en) * | 2006-10-19 | 2008-05-08 | Monell Chemical Senses Center | Human salty taste receptor and methods of modulating salty taste perception |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2011212938B2 (en) | 2015-07-30 |
| EP2531048A4 (en) | 2015-10-28 |
| CA2788717A1 (en) | 2011-08-11 |
| CN102811628A (zh) | 2012-12-05 |
| AU2011212938A1 (en) | 2012-09-13 |
| US20130078351A1 (en) | 2013-03-28 |
| WO2011097344A1 (en) | 2011-08-11 |
| EP2531048A1 (en) | 2012-12-12 |
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