JP2015517993A5 - - Google Patents
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- JP2015517993A5 JP2015517993A5 JP2015503572A JP2015503572A JP2015517993A5 JP 2015517993 A5 JP2015517993 A5 JP 2015517993A5 JP 2015503572 A JP2015503572 A JP 2015503572A JP 2015503572 A JP2015503572 A JP 2015503572A JP 2015517993 A5 JP2015517993 A5 JP 2015517993A5
- Authority
- JP
- Japan
- Prior art keywords
- residue
- carbon atoms
- flavor
- acid residue
- compound according
- 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.)
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- 239000000203 mixture Substances 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 10
- 239000000796 flavoring agent Substances 0.000 claims 8
- 235000019634 flavors Nutrition 0.000 claims 8
- 125000004432 carbon atoms Chemical group C* 0.000 claims 5
- BTCSSZJGUNDROE-UHFFFAOYSA-N GABA Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims 4
- 229960003692 aminobutyric acid Drugs 0.000 claims 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 4
- 229940013945 gamma-Aminobutyric Acid Drugs 0.000 claims 4
- UCMIRNVEIXFBKS-UHFFFAOYSA-N β-Alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 3
- BJHIKXHVCXFQLS-UYFOZJQFSA-N Fructose Natural products OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO BJHIKXHVCXFQLS-UYFOZJQFSA-N 0.000 claims 2
- 235000003599 food sweetener Nutrition 0.000 claims 2
- -1 phosphate ions Chemical class 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000011780 sodium chloride Substances 0.000 claims 2
- 239000011550 stock solution Substances 0.000 claims 2
- 239000003765 sweetening agent Substances 0.000 claims 2
- BAQAVOSOZGMPRM-JVFSCRHWSA-N (2R,3R,4R,5R,6R)-2-[(2S,3R,4R,5R)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diol Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@]1(CCl)[C@H](O)[C@@H](O)[C@H](CCl)O1 BAQAVOSOZGMPRM-JVFSCRHWSA-N 0.000 claims 1
- WBZFUFAFFUEMEI-UHFFFAOYSA-N Acesulfame potassium Chemical compound [K+].CC1=CC(=O)NS(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-N 0.000 claims 1
- IAOZJIPTCAWIRG-QWRGUYRKSA-N Aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 claims 1
- 108010011485 Aspartame Proteins 0.000 claims 1
- 229960003438 Aspartame Drugs 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N D-Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- 239000001512 FEMA 4601 Substances 0.000 claims 1
- 239000005715 Fructose Substances 0.000 claims 1
- 240000007842 Glycine max Species 0.000 claims 1
- 235000010469 Glycine max Nutrition 0.000 claims 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims 1
- 239000004384 Neotame Substances 0.000 claims 1
- HLIAVLHNDJUHFG-HOTGVXAUSA-N Neotame Chemical compound CC(C)(C)CCN[C@@H](CC(O)=O)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 HLIAVLHNDJUHFG-HOTGVXAUSA-N 0.000 claims 1
- HELXLJCILKEWJH-SEAGSNCFSA-N Rebaudioside A Natural products O=C(O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@]1(C)[C@@H]2[C@](C)([C@H]3[C@@]4(CC(=C)[C@@](O[C@H]5[C@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@H](O)[C@@H](CO)O5)(C4)CC3)CC2)CCC1 HELXLJCILKEWJH-SEAGSNCFSA-N 0.000 claims 1
- 229940081974 Saccharin Drugs 0.000 claims 1
- UDIPTWFVPPPURJ-UHFFFAOYSA-M Sodium cyclamate Chemical compound [Na+].[O-]S(=O)(=O)NC1CCCCC1 UDIPTWFVPPPURJ-UHFFFAOYSA-M 0.000 claims 1
- 240000001132 Stevia rebaudiana Species 0.000 claims 1
- HELXLJCILKEWJH-NCGAPWICSA-N Stevioside A3 Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 claims 1
- 239000004376 Sucralose Substances 0.000 claims 1
- URAYPUMNDPQOKB-UHFFFAOYSA-N Triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims 1
- 229960002622 Triacetin Drugs 0.000 claims 1
- 239000000619 acesulfame-K Substances 0.000 claims 1
- 235000004279 alanine Nutrition 0.000 claims 1
- 150000001336 alkenes Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 239000000605 aspartame Substances 0.000 claims 1
- 235000010357 aspartame Nutrition 0.000 claims 1
- 229940000635 beta-Alanine Drugs 0.000 claims 1
- 235000013361 beverage Nutrition 0.000 claims 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 claims 1
- 229910001424 calcium ion Inorganic materials 0.000 claims 1
- 235000014633 carbohydrates Nutrition 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 239000003925 fat Substances 0.000 claims 1
- 235000019197 fats Nutrition 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 239000001087 glyceryl triacetate Substances 0.000 claims 1
- 235000013773 glyceryl triacetate Nutrition 0.000 claims 1
- 235000019534 high fructose corn syrup Nutrition 0.000 claims 1
- LPUQAYUQRXPFSQ-DFWYDOINSA-M monosodium L-glutamate Chemical compound [Na+].[O-]C(=O)[C@@H](N)CCC(O)=O LPUQAYUQRXPFSQ-DFWYDOINSA-M 0.000 claims 1
- 235000013923 monosodium glutamate Nutrition 0.000 claims 1
- 235000019412 neotame Nutrition 0.000 claims 1
- 108010070257 neotame Proteins 0.000 claims 1
- 235000013615 non-nutritive sweetener Nutrition 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 235000005985 organic acids Nutrition 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 235000018102 proteins Nutrition 0.000 claims 1
- 102000004169 proteins and genes Human genes 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 150000003212 purines Chemical class 0.000 claims 1
- 235000019203 rebaudioside A Nutrition 0.000 claims 1
- 235000019204 saccharin Nutrition 0.000 claims 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 claims 1
- 235000002639 sodium chloride Nutrition 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 235000019408 sucralose Nutrition 0.000 claims 1
- 235000000346 sugar Nutrition 0.000 claims 1
- 150000008163 sugars Chemical class 0.000 claims 1
Claims (13)
- 式（Ｉ）
Ｒ１は、６〜２０個の炭素原子を含有するアルキル残基、または１〜６個の二重結合を有する９個から２５個までの炭素原子を含有するアルケン残基であり、Ｒ１は、それが付着されているカルボニル基と共に、ガンマアミノ酪酸（ＧＡＢＡ）およびベータアラニンから選択されるカルボン酸の残基であり、および
ｍは０または１である、
で表される化合物、またはその食用塩。 - カルボン酸残基が、１０、１２、１４、１６または１８個の炭素原子を有し、飽和であるか、または１もしくは２個の二重結合で不飽和であり、かつアミン酸残基がＧＡＢＡの残基である、請求項１に記載の化合物。
- カルボン酸残基が、１０、１２、１４、１６または１８個の炭素原子を有し、飽和であるか、または１もしくは２個の二重結合で不飽和であり、かつアミン酸残基がベータアラニン（ベータＡｌａ）の残基である、請求項１に記載の化合物。
- カルボン酸残基が、１８個の炭素原子を有し、２個の二重結合を有し、かつアミン酸残基が、ＧＡＢＡまたはベータＡｌａの残基である、請求項１〜３のいずれか一項に記載の化合物。
- 請求項１〜４のいずれか一項に記載の化合物を０．０１〜１重量％含む貯蔵液。
- 溶媒が、エタノール、トリアセチン、グリセロールおよびミグリオール、またはこれらの組み合わせからなる群から選択される、請求項５に記載の貯蔵液。
- 食用組成物における請求項１〜４のいずれか一項に記載の化合物の使用。
- 請求項１〜４のいずれか一項に記載の化合物を含む、フレーバー組成物。
- 少なくとも１つのフレーバー共成分を含む、請求項８に記載のフレーバー組成物。
- フレーバー共成分が、糖類、脂肪、塩、ＭＳＧ、カルシウムイオン、リン酸イオン、有機酸、タンパク質、プリン類およびこれらの混合物からなる群から選択される、請求項８または９に記載のフレーバー組成物。
- 請求項１〜４のいずれか一項に記載の化合物、または請求項８〜１０のいずれか一項に記載のフレーバー組成物を含む、食用組成物。
- 請求項１〜４のいずれか一項に記載の化合物、または請求項８〜１０のいずれか一項に記載のフレーバー組成物を含み、クロース、高フルクトースコーンシロップ、フルクトースおよびグルコースから選択される炭水化物甘味料、またはアスパルテーム、アセスルファムＫ、スクラロース、シクラマート、ナトリウムサッカリン、ネオテーム、レバウジオシドＡ、および／または他のステビアベースの甘味料から選択される高強度非栄養甘味料を含有する、カロリーまたはノンカロリー飲料。
- 請求項１〜４のいずれか一項に記載の化合物、または請求項８〜１０のいずれか一項に記載のフレーバー組成物を含む、大豆ベースの食用組成物。
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261617796P | 2012-03-30 | 2012-03-30 | |
| US61/617,796 | 2012-03-30 | ||
| PCT/US2013/034335 WO2013148991A1 (en) | 2012-03-30 | 2013-03-28 | N-acyl derivatives of gamma amino - butyric acid and and beta alanine as food flavouring compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015517993A JP2015517993A (ja) | 2015-06-25 |
| JP2015517993A5 true JP2015517993A5 (ja) | 2016-05-19 |
| JP6248091B2 JP6248091B2 (ja) | 2017-12-13 |
Family
ID=50928898
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015503572A Active JP6248091B2 (ja) | 2012-03-30 | 2013-03-28 | 食品フレーバー付与化合物としてのガンマアミノ酪酸およびベータアラニンのｎ−アシル誘導体 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US10645955B2 (ja) |
| EP (1) | EP2830441B1 (ja) |
| JP (1) | JP6248091B2 (ja) |
| KR (1) | KR102045591B1 (ja) |
| CN (1) | CN104219965B (ja) |
| BR (1) | BR112014023448B1 (ja) |
| CA (1) | CA2867316C (ja) |
| SG (1) | SG11201405413SA (ja) |
| WO (1) | WO2013148991A1 (ja) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104219964B (zh) | 2012-03-30 | 2016-09-21 | 奇华顿股份有限公司 | 作为食品加香化合物的n-酰基脯氨酸衍生物 |
| KR102045591B1 (ko) | 2012-03-30 | 2019-12-02 | 지보당 에스아 | 식품 향미 화합물로서의 감마 아미노-부티르산 및 베타 알라닌의 n-아실 유도체 |
| SG11201405340XA (en) | 2012-03-30 | 2014-10-30 | Givaudan Sa | N-acylated methionine derivatives as food flavouring compounds |
| KR102045589B1 (ko) * | 2012-03-30 | 2019-11-15 | 지보당 에스아 | 식품 향미 화합물로서의 n-아실-아미노산 유도체 |
| CA2867329C (en) | 2012-03-30 | 2020-03-10 | Givaudan S.A. | N-acylated 1 - aminocycloalkyl carboxylic acids as food flavouring compounds |
| EP2830439B1 (en) * | 2012-03-30 | 2020-11-04 | Givaudan SA | N-acyl-gaba derivatives for the improvement of the flavour profile of edible compositions |
| KR102125587B1 (ko) * | 2012-03-30 | 2020-06-23 | 지보당 에스아 | 식품 향미 화합물인 n-아실-아미노산 유도체, 이를 함유하는 분말 조성물 |
| WO2015046183A1 (ja) | 2013-09-24 | 2015-04-02 | 味の素株式会社 | 糖アミノ酸およびその用途 |
| WO2015050538A1 (en) | 2013-10-02 | 2015-04-09 | Givaudan S.A. | Organic compounds |
| GB201317424D0 (en) * | 2013-10-02 | 2013-11-13 | Givaudan Sa | Improvements in or relating to organic compounds |
| WO2015050537A1 (en) | 2013-10-02 | 2015-04-09 | Givaudan S.A. | Organic compounds |
| EP3057444B1 (en) | 2013-10-02 | 2017-12-06 | Givaudan SA | Organic compounds having taste-modifying properties |
| EP3057445B1 (en) | 2013-10-02 | 2018-07-04 | Givaudan SA | Organic compounds having taste-modifying properties |
| CN105636459A (zh) | 2013-10-02 | 2016-06-01 | 奇华顿股份有限公司 | 有机化合物 |
| WO2015050535A1 (en) | 2013-10-02 | 2015-04-09 | Givaudan S.A. | Organic compounds |
| WO2015050536A1 (en) | 2013-10-02 | 2015-04-09 | Givaudan S.A. | N-acylated 2-aminoisobutyric acid compounds and flavour compositions containing them |
| US10385015B2 (en) | 2015-09-30 | 2019-08-20 | Givaudan S.A. | N-acylated methionine sulfoxides as food flavouring compounds |
| CN105884637B (zh) * | 2016-04-12 | 2017-12-12 | 广州先至饲料添加剂有限公司 | γ‑氨基丁酸富马酸盐及其在制备动物用饲料添加剂中的应用 |
| CN107937198B (zh) * | 2018-01-08 | 2021-03-12 | 吉林华兰德酒庄有限公司 | 适用于高血糖人群的冰葡萄酒的酿造方法 |
| CA3179775A1 (en) | 2020-04-20 | 2021-10-28 | Givaudan Sa | Compositions |
| GB202007984D0 (en) | 2020-05-28 | 2020-07-15 | Givaudan Sa | Compositions |
| WO2023242015A2 (en) | 2022-06-14 | 2023-12-21 | Givaudan Sa | Compositions containing brazzein |
| WO2024041991A1 (en) | 2022-08-23 | 2024-02-29 | Givaudan Sa | Compositions comprising aromadendrin 3-acetate |
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- 2013-03-28 BR BR112014023448-5A patent/BR112014023448B1/pt active IP Right Grant
- 2013-03-28 JP JP2015503572A patent/JP6248091B2/ja active Active
- 2013-03-28 CA CA2867316A patent/CA2867316C/en active Active
- 2013-03-28 CN CN201380017847.4A patent/CN104219965B/zh active Active
- 2013-03-28 SG SG11201405413SA patent/SG11201405413SA/en unknown
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