BR112021010412B1 - USE OF SEBACIC ACID TO ENHANCE THE SWEETNESS OR MOUTH FEEL OF A COMPOSITION INCLUDING A CARBOHYDRATE - Google Patents
USE OF SEBACIC ACID TO ENHANCE THE SWEETNESS OR MOUTH FEEL OF A COMPOSITION INCLUDING A CARBOHYDRATE Download PDFInfo
- Publication number
- BR112021010412B1 BR112021010412B1 BR112021010412-7A BR112021010412A BR112021010412B1 BR 112021010412 B1 BR112021010412 B1 BR 112021010412B1 BR 112021010412 A BR112021010412 A BR 112021010412A BR 112021010412 B1 BR112021010412 B1 BR 112021010412B1
- Authority
- BR
- Brazil
- Prior art keywords
- sebacic acid
- carbohydrate
- sweetness
- acid
- ppm
- Prior art date
Links
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 title claims abstract description 119
- 150000001720 carbohydrates Chemical class 0.000 title claims abstract description 30
- 239000000203 mixture Substances 0.000 title claims abstract description 24
- 235000003599 food sweetener Nutrition 0.000 claims abstract description 34
- 239000003765 sweetening agent Substances 0.000 claims abstract description 34
- 239000000047 product Substances 0.000 claims description 18
- 235000013305 food Nutrition 0.000 claims description 12
- MAZWDMBCPDUFDJ-VQHVLOKHSA-N traumatic acid Chemical compound OC(=O)CCCCCCCC\C=C\C(O)=O MAZWDMBCPDUFDJ-VQHVLOKHSA-N 0.000 claims description 9
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- 239000002537 cosmetic Substances 0.000 claims description 6
- 235000015872 dietary supplement Nutrition 0.000 claims description 5
- 239000002417 nutraceutical Substances 0.000 claims description 4
- 235000021436 nutraceutical agent Nutrition 0.000 claims description 4
- KOJGUMRURQVAIH-FNORWQNLSA-N (e)-dodec-3-enedioic acid Chemical compound OC(=O)CCCCCCC\C=C\CC(O)=O KOJGUMRURQVAIH-FNORWQNLSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 abstract description 10
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Abstract
ARTIGO DE CONSUMO, E, MÉTODO PARA REALÇAR A DOÇURA OU SENSAÇÃO BUCAL DE UM ARTIGO DE CONSUMO. Ácido sebácico é descrito para uso em composições e métodos para realçar a doçura e paladar de um artigo de consumo que contém um adoçante ou aromatizante de carboidrato.CONSUMER ARTICLE, AND, METHOD FOR ENHANCED THE SWEETNESS OR MOUTH FEEL OF A CONSUMER ARTICLE. Sebacic acid is described for use in compositions and methods for enhancing the sweetness and taste of a consumer article containing a carbohydrate sweetener or flavoring.
Description
[001] Esse pedido reivindica o benefício de prioridade ao Pedido Provisório dos Estados Unidos N° 62/776.150, depositado em 6 de dezembro de 2018, cujo conteúdo é incorporado aqui por referência em sua totalidade.[001] This application claims the benefit of priority to United States Provisional Application No. 62/776,150, filed on December 6, 2018, the contents of which are incorporated herein by reference in their entirety.
[002] O ácido sebácico é um floco branco ou cristal em pó ligeiramente solúvel em água. O ácido sebácico e seus derivados, tais como ácido azelaico, têm uma variedade de usos industriais como plastificantes, lubrificantes, fluidos hidráulicos, cosméticos e velas. É também usado na síntese de poliamida e resinas alquídicas e como um intermediário para aromáticos, antissépticos e materiais de pintura.[002] Sebacic acid is a white flake or powdered crystal that is slightly soluble in water. Sebacic acid and its derivatives, such as azelaic acid, have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics and candles. It is also used in the synthesis of polyamide and alkyd resins and as an intermediate for aromatics, antiseptics and painting materials.
[003] Essa invenção provê um artigo de consumo composto de um adoçante ou aromatizante à base de carboidrato e ácido sebácico, em que o artigo de consumo pode ser um produto alimentício, composição farmacêutica, um suplemento dietético, um nutracêutico, uma composição higiênica dental, um adoçante de mesa, uma bebida ou um produto cosmético. Um método para realçar a doçura ou sensação bucal de um artigo de consumo adicionando-se ácido sebácico ao artigo de consumo também é provido. Em certas modalidades, as composições e método incluem adicionalmente o uso de ácido traumático e/ou isômero dos mesmos tal como ácido 3- dodecenodioico.[003] This invention provides a consumer article composed of a carbohydrate-based sweetener or flavoring and sebacic acid, wherein the consumer article can be a food product, pharmaceutical composition, a dietary supplement, a nutraceutical, a dental hygienic composition , a tabletop sweetener, a beverage or a cosmetic product. A method of enhancing the sweetness or mouthfeel of a consumable article by adding sebacic acid to the consumable article is also provided. In certain embodiments, the compositions and method further include the use of traumatic acid and/or isomer thereof such as 3-dodecenedioic acid.
[004] Agora foi verificado que ácido sebácico exibe um efeito de realce de doçura assim como funcionalidades de modificação de sensação bucal. Consequentemente, a presente invenção provê composições e métodos que usam ácido sebácico como um aditivo para realçar a doçura e a sensação bucal de um artigo de consumo.[004] It has now been found that sebacic acid exhibits a sweetness enhancing effect as well as mouthfeel modifying features. Accordingly, the present invention provides compositions and methods that use sebacic acid as an additive to enhance the sweetness and mouthfeel of a consumer article.
[005] Como é conhecido na técnica, o ácido sebácico ou ácido decanedioico (CAS N° 111-20-6) é um ácido dicarboxílico saturado, linear. O ácido sebácico de uso nessa invenção pode ser obtido de uma fonte natural ou preparado por métodos sintéticos. Fontes naturais de ácido sebácico incluem geleia real (Moutsatsou, et al. (2010) PLoS ONE 5: e15594), Boehmeria nivea, Caesalpinia pulcherrima e Agave americana (Matic (1956) Biochem. J. 63(1):168-176). O ácido sebácico pode ser isolado de uma ou mais dessas fontes naturais por extração de éter e alcalinização sequencial, acidificação e extração de éter (Brown & Freure (1959) Can. J. Chem. 37:2042-2046); ou extração com uma solução aquosa em temperaturas elevadas (por exemplo, 50 a 100°C) seguida pela separação das duas fases imiscíveis e precipitação dos ácidos dicarboxílicos por resfriamento à fase aquosa (US 2.798.093). O fracionamento cromatográfico inclui tipicamente cromatografia em coluna e pode ser com base no dimensionamento, carga, solubilidade e/ou polaridade molecular(es). Dependendo do tipo de método cromatográfico, a cromatografia em coluna pode ser realizada com materiais de matriz compostos por, por exemplo, dextrano, agarose, poliacrilamida ou sílica e pode incluir solventes como dimetilsulfóxido, piridina, água, dimetilformamida, metanol, solução salina, etileno dicloreto, clorofórmio, propanol, etanol, isobutanol, formamida, dicloreto de metileno, butanol, acetonitrila, isopropanol, tetra-hidrofurano, dioxano, clorofórmio/diclorometano, etc. Normalmente, o produto da etapa cromatográfica é coletado em múltiplas frações, que podem então ser testadas para a presença do composto desejado usando qualquer técnica analítica adequada (por exemplo, cromatografia de camada fina, espectrometria de massa). As frações enriquecidas no composto desejado podem então ser selecionadas para purificação adicional.[005] As is known in the art, sebacic acid or decanedioic acid (CAS No. 111-20-6) is a saturated, linear dicarboxylic acid. The sebacic acid used in this invention can be obtained from a natural source or prepared by synthetic methods. Natural sources of sebacic acid include royal jelly (Moutsatsou, et al. (2010) PLoS ONE 5: e15594), Boehmeria nivea, Caesalpinia pulcherrima and Agave americana (Matic (1956) Biochem. J. 63(1):168-176) . Sebacic acid can be isolated from one or more of these natural sources by ether extraction and sequential alkalinization, acidification and ether extraction (Brown & Freure (1959) Can. J. Chem. 37:2042-2046); or extraction with an aqueous solution at elevated temperatures (e.g., 50 to 100°C) followed by separation of the two immiscible phases and precipitation of the dicarboxylic acids by cooling to the aqueous phase (US 2,798,093). Chromatographic fractionation typically includes column chromatography and can be based on sizing, charge, solubility and/or molecular polarity(s). Depending on the type of chromatographic method, column chromatography may be performed with matrix materials composed of, for example, dextran, agarose, polyacrylamide, or silica and may include solvents such as dimethyl sulfoxide, pyridine, water, dimethylformamide, methanol, saline, ethylene dichloride, chloroform, propanol, ethanol, isobutanol, formamide, methylene dichloride, butanol, acetonitrile, isopropanol, tetrahydrofuran, dioxane, chloroform/dichloromethane, etc. Typically, the product of the chromatographic step is collected in multiple fractions, which can then be tested for the presence of the desired compound using any suitable analytical technique (e.g., thin layer chromatography, mass spectrometry). Fractions enriched in the desired compound can then be selected for further purification.
[006] Alternativamente, o ácido sebácico pode ser sintetizado. Por exemplo, o ácido sebácico pode ser sintetizado por eletro-oxidação de óleo de rícino (US 4.237.317), que produz ácido sebácico de pureza alta a partir de ácido adípico prontamente disponível. O processo inclui as etapas de esterificação parcial de ácido adípico para formar monometil adipato, submetendo o sal de potássio de monometil adipato em uma mistura de metanol e água para eletrólise para dar origem a dimetil sebacato e hidrolisar o dimetil sebacato para ácido sebácico. Em ainda outras modalidades, o ácido sebácico é obtido de uma fonte comercial como Cayman Chemical (Ann Arbor, MI) ou Sigma-Aldrich (St. Louis, MO). Em modalidades particulares, o ácido sebácico é purificado a pelo menos 95%, 96%, 97%, 98%, 99% ou 100% de homogeneidade.[006] Alternatively, sebacic acid can be synthesized. For example, sebacic acid can be synthesized by electrooxidation of castor oil (US 4,237,317), which produces high purity sebacic acid from readily available adipic acid. The process includes the steps of partial esterification of adipic acid to form monomethyl adipate, subjecting the potassium salt of monomethyl adipate to a mixture of methanol and water for electrolysis to give dimethyl sebacate and hydrolyzing the dimethyl sebacate to sebacic acid. In still other embodiments, sebacic acid is obtained from a commercial source such as Cayman Chemical (Ann Arbor, MI) or Sigma-Aldrich (St. Louis, MO). In particular embodiments, the sebacic acid is purified to at least 95%, 96%, 97%, 98%, 99% or 100% homogeneity.
[007] Embora os sais de ácido sebácico possam ser usados na presente invenção, preferencialmente o ácido sebácico não é derivatizado ou conjugado a outra molécula, isto é, o ácido sebácico é ácido sebácico não conjugado.[007] Although salts of sebacic acid can be used in the present invention, preferably the sebacic acid is not derivatized or conjugated to another molecule, that is, the sebacic acid is unconjugated sebacic acid.
[008] Como descrito no presente documento, o ácido sebácico realça o gosto e sabor dos artigos de consumo. O perfil de sabor e gosto de um artigo de consumo que inclui ácido sebácico pode ser realçado ou mais intenso (por exemplo, 5%, 10%, 20%, 30% ou mais intenso) que um perfil de sabor e gosto de um artigo de consumo comparativo que não inclui o ácido sebácico como um aditivo. Além disso, a sensação bucal de um artigo de consumo que inclui ácido sebácico pode ser melhorada em relação à sensação bucal de um artigo de consumo comparativo que não inclui ácido sebácico.[008] As described in this document, sebacic acid enhances the taste and flavor of consumer articles. The flavor and taste profile of a consumer article that includes sebacic acid may be enhanced or more intense (e.g., 5%, 10%, 20%, 30% or more intense) than a flavor and taste profile of an article of comparative consumption that does not include sebacic acid as an additive. Furthermore, the mouthfeel of a consumer article that includes sebacic acid may be improved over the mouthfeel of a comparative consumer article that does not include sebacic acid.
[009] Em modalidades particulares, o ácido sebácico realça a doçura e a sensação bucal de um artigo de consumo contendo um aromatizante ou adoçante à base de carboidrato. Como aqui usado, o termo “doçura” ou “realce de doçura” refere-se à força relativa da sensação doce observada ou experimentada por um indivíduo, por exemplo, um ser humano, ou um grau ou quantidade de doçura detectada por um provador, por exemplo, na escala de 0 (nenhuma) a 8 (muito forte) usada em avaliações sensoriais de acordo com o procedimento descrito em American Society for Testing Materials, Special Technical Publication-434: “Manual on Sensory Testing Methods,” ASTM International, West Conshohocken, Pa. (1996). A sensação bucal de uma substância refere-se às sensações físicas na boca produzidas por uma comida particular. A título de ilustração, uma “sensação bucal açucarada” é a sensação física observada ou experimentada por um indivíduo, por exemplo, um humano, ao consumir um açúcar. De acordo com a presente invenção, ácido sebácico realça pelo menos a sensação bucal doce/açucarada e opcionalmente a sensação bucal gordurosa.[009] In particular embodiments, sebacic acid enhances the sweetness and mouthfeel of a consumer article containing a carbohydrate-based flavoring or sweetener. As used herein, the term “sweetness” or “sweetness enhancement” refers to the relative strength of the sweet sensation observed or experienced by an individual, e.g., a human, or a degree or amount of sweetness detected by a taster, for example, on the scale of 0 (not at all) to 8 (very strong) used in sensory evaluations according to the procedure described in American Society for Testing Materials, Special Technical Publication-434: “Manual on Sensory Testing Methods,” ASTM International, West Conshohocken, Pa. (1996). The mouthfeel of a substance refers to the physical sensations in the mouth produced by a particular food. By way of illustration, a “sugar mouthfeel” is the physical sensation observed or experienced by an individual, for example, a human, when consuming a sugar. According to the present invention, sebacic acid enhances at least the sweet/sugary mouthfeel and optionally the greasy mouthfeel.
[0010] Como aqui usado, um artigo de consumo inclui todos os produtos alimentícios, composições farmacêuticas, suplementos dietéticos, nutracêuticos, composições higiênicas dentais, adoçantes de mesa, bebidas ou produtos cosméticos. Em algumas modalidades, o artigo de consumo inclui um ou mais flavorizantes ou adoçantes à base de carboidrato. O flavorizante ou adoçante à base de carboidrato pode estar presente no artigo de consumo inerentemente (por exemplo, em produtos alimentícios contendo frutas) ou o flavorizante ou adoçante à base de carboidrato é adicionado no artigo de consumo (isto é, um flavorizante ou adoçante exógeno). Adoçantes à base de carboidrato adequados da presente invenção incluem, mas não se limitam a, sacarose, frutose, glicose, xarope de milho com alto teor de frutose (contendo frutose ou glicose), xilose, arabinose, ramnose e álcoois de açúcar, tal como eritritol, xilitol, manitol, sorbitol ou inositol. Em uma modalidade, o adoçante à base de carboidrato é sacarose, frutose, glicose, xarope de milho com alto teor de frutose, xilose, arabinose ou ramnose, preferencialmente sucrose, frutose ou glicose. Em um aspecto dessa modalidade, o adoçante à base de carboidrato é sacarose. Em outro aspecto dessa modalidade, o adoçante à base de carboidrato é glicose. Em outro aspecto dessa modalidade, o adoçante à base de carboidrato é frutose. Em outra modalidade, o adoçante à base de carboidrato é um álcool de açúcar, por exemplo, eritritol, xilitol, manitol, sorbitol ou inositol.[0010] As used herein, an article of consumption includes all food products, pharmaceutical compositions, dietary supplements, nutraceuticals, dental hygienic compositions, tabletop sweeteners, beverages or cosmetic products. In some embodiments, the consumable article includes one or more carbohydrate-based flavors or sweeteners. The carbohydrate-based flavor or sweetener may be present in the article of consumption inherently (e.g., in food products containing fruit) or the carbohydrate-based flavor or sweetener is added to the article of consumption (i.e., an exogenous flavor or sweetener). ). Suitable carbohydrate sweeteners of the present invention include, but are not limited to, sucrose, fructose, glucose, high fructose corn syrup (containing fructose or glucose), xylose, arabinose, rhamnose and sugar alcohols, such as erythritol, xylitol, mannitol, sorbitol or inositol. In one embodiment, the carbohydrate-based sweetener is sucrose, fructose, glucose, high fructose corn syrup, xylose, arabinose or rhamnose, preferably sucrose, fructose or glucose. In one aspect of this embodiment, the carbohydrate sweetener is sucrose. In another aspect of this embodiment, the carbohydrate-based sweetener is glucose. In another aspect of this embodiment, the carbohydrate-based sweetener is fructose. In another embodiment, the carbohydrate-based sweetener is a sugar alcohol, for example, erythritol, xylitol, mannitol, sorbitol or inositol.
[0011] Os flavorizantes de uso nessa invenção incluem, mas não estão limitados a, Natural Sweet Flavor #2 (WO 2012/129451), esteviosídeo, rebaudiosídeo A, rebaudiosídeo B, rebaudiosídeo C, rebaudiosídeo D, rebaudiosídeo E, rebaudiosídeo F, dulcosídeo A, dulcosídeo B, estévia, alfa- glucosil estévia, frutosil estévia, galactosil estévia, beta-glucosil estévia, siamenosídeo, mogrosídeo IV, mogrosídeo V, adoçante Luo Han Guo, monatina e seus sais, ácido glicirrízico e seus sais (por exemplo, como encontrado em MAGNASWEET), curculina, taumatina, monelina, mabinlin, brazzein, hernandulcina, filodulcina, glicifilina, floridizina, trilobatina, baiyanosídeo, osladina, polipodosídeo A, pterocariosídeo A, pterocariosídeo B, mukuroziosídeo, flomisosídeo I, periandrina I, abrusosídeo A, ciclocariosídeo I ou uma combinação dos mesmos. Em determinadas modalidades, o flavorizante é Natural Sweet Flavor #2 (também conhecido como NSF-02), que contém glicosídeos de esteviol glicosilados e dextrana.[0011] Flavorings for use in this invention include, but are not limited to, Natural Sweet Flavor #2 (WO 2012/129451), stevioside, rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, rebaudioside E, rebaudioside F, dulcoside A, dulcoside B, stevia, alpha-glucosyl stevia, fructosyl stevia, galactosyl stevia, beta-glucosyl stevia, siamenoside, mogroside IV, mogroside V, Luo Han Guo sweetener, monatin and its salts, glycyrrhizic acid and its salts (e.g. as found in MAGNASWEET), curculin, thaumatin, monellin, mabinlin, brazzein, hernandulcin, phyllodulcin, glyphyllin, phloridizin, trilobatin, baiyanoside, osladin, polypodoside A, pterokaryoside A, pterokaryoside B, mukurozioside, flomisoside I, periandrin I, abrusoside A, cyclocarioside I or a combination thereof. In certain embodiments, the flavoring is Natural Sweet Flavor #2 (also known as NSF-02), which contains glycosylated steviol glycosides and dextran.
[0012] Quando adicionado a um artigo de consumo como um aditivo, ácido sebácico é usado em uma quantidade eficaz para realçar a doçura ou sensação bucal de um aromatizante ou adoçante à base de carboidrato sem exibir nenhum gosto indesejado. Qualquer quantidade de ácido sebácico que provê o grau desejado de intensificação de doçura ou sensação bucal pode ser usada. Preferencialmente, a quantidade de ácido sebácico presente no artigo de consumo é uma quantidade tão baixa quanto 0,05 ppm, em uma quantidad etão baixa quanto 0,2 ppm, em uma quantidade tão baixa quanto 1 ppm ou em uma quantidade tão baixa quanto 10 ppm. O ácido sebácico pode ser incluído no artigo de consumo em uma quantidade que é tão alta quanto 1000 ppm, em uma quantidade tão alta quanto 500 ppm ou em uma quantidade tão alta quanto 100 ppm. O ácido sebácico pode adicionalmente estar presente dentro de qualquer faixa delimitada por qualquer par dos valores citados, tal como entre 0,2 ppm e 1000 ppm ou entre 1 ppm e 100 ppm, por exemplo. O termo “ppm”, como usado aqui, significa parte por milhão em peso ou volume, por exemplo, o peso do componente (em miligramas) por litro de solução, isto é, μg/ml.[0012] When added to a consumer article as an additive, sebacic acid is used in an effective amount to enhance the sweetness or mouthfeel of a carbohydrate-based flavoring or sweetener without exhibiting any undesirable taste. Any amount of sebacic acid that provides the desired degree of enhancement of sweetness or mouthfeel may be used. Preferably, the amount of sebacic acid present in the consumable article is an amount as low as 0.05 ppm, an amount as low as 0.2 ppm, an amount as low as 1 ppm, or an amount as low as 10 ppm. ppm. Sebacic acid may be included in the consumable article in an amount that is as high as 1000 ppm, in an amount as high as 500 ppm, or in an amount as high as 100 ppm. Sebacic acid may additionally be present within any range delimited by any pair of the cited values, such as between 0.2 ppm and 1000 ppm or between 1 ppm and 100 ppm, for example. The term “ppm”, as used herein, means parts per million by weight or volume, for example, the weight of the component (in milligrams) per liter of solution, i.e., μg/ml.
[0013] Em algumas modalidades, a invenção abrange uma combinação de ácido sebácico e ácido traumático (CAS N° 6402-36-4) e/ou seu isômero, ácido 3-dodecenodioico (CAS N° 189034-80-8). Em modalidades particulares, a razão em peso de ácido traumático (ou seu isômero) para ácido sebácico é pelo menos 1:1, 2:1, 3:1, 4:1, 5:1, 6:1, 7:1, 8:1 ou 9:1.[0013] In some embodiments, the invention encompasses a combination of sebacic acid and traumatic acid (CAS No. 6402-36-4) and/or its isomer, 3-dodecenedioic acid (CAS No. 189034-80-8). In particular embodiments, the weight ratio of traumatic acid (or isomer thereof) to sebacic acid is at least 1:1, 2:1, 3:1, 4:1, 5:1, 6:1, 7:1, 8:1 or 9:1.
[0014] A frase “produto alimentar”, como usada aqui, inclui, mas não se limita a frutas, vegetais, sucos, produtos de carne (por exemplo, presunto, bacon e salsicha), produtos de ovo, concentrados de fruta, gelatinas e e produtos semelhantes à gelatina (por exemplo, compotas, geleias, conservas e semelhantes) produtos lácteos (por exemplo, sorvete, creme azedo e sorvete de frutas), glacês, xaropes incluindo melaço, produtos de milho, produtos de trigo, produtos de centeio, produtos de soja, produtos de aveia, produtos de arroz e produtos de cevada, carnes de nozes e produtos de nozes, bolos, biscoitos, confeitos (por exemplo, doces, gomas, balas com sabor de frutas e chocolates), gomas de mascar, balas, cremes, sorvetes, tortas e pães e bebidas como café, chá, refrigerantes gaseificados (por exemplo, refrigerantes vendidos sob os nomes comerciais COKE® e PEPSI®), bebidas sem gás, sucos e outras bebidas de frutas, bebidas esportivas, como aquelas vendidas sob o nome comercial GATORADE®, bebidas alcoólicas, como cervejas, vinhos e licores e bebidas aromatizadas vendidas sob a marca comercial KOOL-AID®. Produtos alimentícios incluem também condimentos como ervas, especiarias e temperos, e realçadores de sabor, como glutamato de sódio. Um produto alimentício também inclui produtos embalados preparados, tais como adoçantes dietéticos, adoçantes líquidos, misturas de sabores granulados que após reconstituição com água proveem bebidas sem gás, misturas de pudim instantâneo, café instantâneo e chá, branqueadores de café, misturas de leite maltado, ração para animais de estimação, ração para gado, tabaco e materiais para aplicações de panificação, tais como misturas de panificação em pó para a preparação de pães, biscoitos, bolos, panquecas, donuts e semelhantes. Produtos alimentícios também incluem alimentos e bebidas dietéticos ou de baixa caloria contendo pouco ou nenhum açúcar. Produtos alimentícios especialmente preferidos são bebidas carbonadas. Preferencialmente, o artigo de consumo, no qual a doçura ou sensação bocal é realçada, contém um nível diminuído do adoçante à base de carboidrato. Por exemplo, um refrigerante carbonado melhorado pode ser produzido com a mesma doçura como o refrigerante carbonado conhecido, mas com um teor de açúcar mais baixo ao adicionar ácido sebácico.[0014] The phrase “food product” as used herein includes, but is not limited to, fruits, vegetables, juices, meat products (e.g., ham, bacon and sausage), egg products, fruit concentrates, gelatins and and gelatin-like products (e.g., jams, jellies, preserves, and the like), dairy products (e.g., ice cream, sour cream, and fruit sherbet), icings, syrups including molasses, corn products, wheat products, rye products , soy products, oat products, rice products and barley products, nut meats and nut products, cakes, cookies, confections (e.g., candies, gums, fruit-flavored candies and chocolates), chewing gum , candies, creams, ice creams, pies and breads, and beverages such as coffee, tea, carbonated soft drinks (e.g., soft drinks sold under the trade names COKE® and PEPSI®), still drinks, juices and other fruit drinks, sports drinks, such as those sold under the trade name GATORADE®, alcoholic beverages such as beers, wines and liquors, and flavored beverages sold under the trade name KOOL-AID®. Food products also include condiments such as herbs, spices and seasonings, and flavor enhancers such as sodium glutamate. A food product also includes prepared packaged products, such as dietary sweeteners, liquid sweeteners, granulated flavor mixes that upon reconstitution with water provide still beverages, instant pudding mixes, instant coffee and tea, coffee whiteners, malted milk mixes, pet food, livestock feed, tobacco and materials for baking applications, such as powdered baking mixes for preparing breads, cookies, cakes, pancakes, donuts and the like. Food products also include diet or low-calorie foods and beverages containing little or no sugar. Especially preferred food products are carbonated drinks. Preferably, the consumer article in which the sweetness or mouthfeel is enhanced contains a decreased level of the carbohydrate-based sweetener. For example, an enhanced carbonated soft drink can be produced with the same sweetness as the known carbonated soft drink, but with a lower sugar content by adding sebacic acid.
[0015] O artigo de consumo pode também ser uma composição farmacêutica. As composições preferidas são composições farmacêuticas contendo ácido sebácico e um ou mais excipientes farmaceuticamente aceitáveis. Essas composições farmacêuticas podem ser usadas para formular fármacos farmacêuticos contendo um ou mais agentes ativos que exercem um efeito biológico diferente de realce de doçura. A composição farmacêutica inclui ainda preferencialmente um ou mais agentes ativos que exercem um efeito biológico. Tais agentes ativos incluem agentes farmacêuticos e biológicos que têm uma atividade diferente de realce de gosto. Tais agentes ativos são bem conhecidos na técnica. Vide, por exemplo, The Physician’s Desk Reference. Tais composições podem ser preparadas de acordo com procedimentos conhecidos na técnica, por exemplo, como descrito em Remington’s Pharmaceutical Sciences, Mack Publishing Co., Easton, PA. Em uma modalidade, tal agente ativa inclui broncodilatadores, anorexígenos, anti- histamínicos, suplementos nutricionais, laxativos, analgésicos, anestésicos, antiácidos, antagonistas dos receptores H2, anticolinérgicos, antidiarreicos, demulcentes, antitússicos, antinauseantes, antimicrobianos, antibióticos, antifúngicos, antivirais, expectorantes, agentes anti-inflamatórios, antipiréticos e misturas dos mesmos. Em uma modalidade, o agente ativo é um antipirético ou analgésico, por exemplo, ibuprofeno, paracetamol ou aspirina; laxativos, por exemplo, fenolftaleína dioctil sulfosuccinato de sódio; depressores de apetite, por exemplo, anfetamina, fenilpropanolamina, cloridrato de fenilpropanolamina ou cafeína; antiácido, por exemplo, carbonato de cálcio; antiasmático, por exemplo, teofilina; antidiuréticos, por exemplo, cloridrato de difenoxilato; agente ativo contra flatulência, por exemplo, simeticona; agente de enxaqueca, por exemplo, tartarato de ergotamina; agente psicofarmacológico, por exemplo, haloperidol; espasmolítico ou sedativo, por exemplo, fenobarbitol; anti-hipercinético, por exemplo, metildopa ou metilfenidato; tranquilizante, por exemplo, um benzodiazepina, hidroxinaprobramato ou fenotiazina; anti-histamínico, por exemplo, astemizol, maleato de clorofeniramina, maleato de piridamina, succinato de doxlamina, maleato de bromofeniramina, citrato de feniltoloxamina, cloridrato de clorociclizina, maleato de feniramina ou tartarato de fenindamina; descongestionante, por exemplo, cloridrato de fenilpropanolamina, cloridrato de fenilefrina, cloridrato de pseudoefedrina, sulfato de pseudoefedrina, bitartarato de fenilpropanolamina ou efedrina; bloqueador de beta-receptor, por exemplo, propanolol; agente para abstinência alcoólica, por exemplo, dissulfuram; antitussígeno, por exemplo, benzocaína, dextrometorfano, bromidrato de dextrometorfano, noscapina, citrato de carbetapentano ou cloridrato de clofedianol; suplemento de flúor, por exemplo, fluoreto de sódio; antibiótico local, por exemplo, tetraciclina ou cleocina; suplemento de corticosteroide, por exemplo, prednisona ou prednisolona; agente contra a formação de bócio, por exemplo, colchicina ou alopurinol; antiepiléptico, por exemplo, feniloína de sódio; agente contra a desidratação, por exemplo, suplemento de eletrólito; anti-séptico, por exemplo, cloreto de cetilpiridínio; NSAID, por exemplo, acetaminofeno, ibuprofeno, naproxeno ou sal do mesmo; agente ativo gastrointestinal, por exemplo, loperamida e famotidina; um alcaloide, por exemplo, fosfato de codeína, sulfato de codeína ou morfina; suplemento para um oligoelemento, por exemplo, cloreto de sódio, cloreto de zinco, carbonato de cálcio, óxido de magnésio ou outro sal de metal alcalino ou sal de metal alcalinoterroso; vitamina; resina de troca iônica, por exemplo, colestiramina; depressor de colesterol ou substância redutora de lípidos; antiarrítmico, por exemplo, N- acetilprocainamida; ou expectorante, por exemplo, guaifenesina.[0015] The consumable article can also be a pharmaceutical composition. Preferred compositions are pharmaceutical compositions containing sebacic acid and one or more pharmaceutically acceptable excipients. Such pharmaceutical compositions can be used to formulate pharmaceutical drugs containing one or more active agents that exert a biological effect other than sweetness enhancement. The pharmaceutical composition preferably further includes one or more active agents that exert a biological effect. Such active agents include pharmaceutical and biological agents that have an activity other than taste enhancement. Such active agents are well known in the art. See, for example, The Physician’s Desk Reference. Such compositions may be prepared according to procedures known in the art, for example, as described in Remington's Pharmaceutical Sciences, Mack Publishing Co., Easton, PA. In one embodiment, such active agent includes bronchodilators, anorectics, antihistamines, nutritional supplements, laxatives, analgesics, anesthetics, antacids, H2 receptor antagonists, anticholinergics, antidiarrheals, demulcents, antitussives, antinauseants, antimicrobials, antibiotics, antifungals, antivirals, expectorants, anti-inflammatory agents, antipyretics and mixtures thereof. In one embodiment, the active agent is an antipyretic or analgesic, for example, ibuprofen, paracetamol or aspirin; laxatives, e.g. phenolphthalein dioctyl sodium sulfosuccinate; appetite depressants, for example, amphetamine, phenylpropanolamine, phenylpropanolamine hydrochloride or caffeine; antacid, e.g. calcium carbonate; anti-asthmatic, for example, theophylline; antidiuretics, e.g. diphenoxylate hydrochloride; active agent against flatulence, for example, simethicone; migraine agent, for example, ergotamine tartrate; psychopharmacological agent, for example, haloperidol; spasmolytic or sedative, for example, phenobarbitol; antihyperkinetic, for example, methyldopa or methylphenidate; tranquilizer, for example, a benzodiazepine, hydroxynaprobramate or phenothiazine; antihistamine, for example, astemizole, chlorpheniramine maleate, pyridamine maleate, doxlamine succinate, brompheniramine maleate, phenyltoloxamine citrate, chlorocyclizine hydrochloride, pheniramine maleate or phenindamine tartrate; decongestant, for example, phenylpropanolamine hydrochloride, phenylephrine hydrochloride, pseudoephedrine hydrochloride, pseudoephedrine sulfate, phenylpropanolamine bitartrate or ephedrine; beta-receptor blocker, e.g. propranolol; agent for alcohol withdrawal, e.g. disulfuram; antitussive, for example, benzocaine, dextromethorphan, dextromethorphan hydrobromide, noscapine, carbetapentane citrate or clophedianol hydrochloride; fluoride supplement, e.g. sodium fluoride; local antibiotic, for example, tetracycline or cleocin; corticosteroid supplement, e.g. prednisone or prednisolone; agent against the formation of goiter, for example, colchicine or allopurinol; antiepileptic, for example, phenyloin sodium; agent against dehydration, e.g. electrolyte supplement; antiseptic, for example, cetylpyridinium chloride; NSAID, for example, acetaminophen, ibuprofen, naproxen or salt thereof; gastrointestinal active agent, for example, loperamide and famotidine; an alkaloid, for example codeine phosphate, codeine sulfate or morphine; supplement for a trace element, for example, sodium chloride, zinc chloride, calcium carbonate, magnesium oxide or other alkali metal salt or alkaline earth metal salt; Vitamin; ion exchange resin, e.g. cholestyramine; cholesterol depressant or lipid-lowering substance; antiarrhythmic, for example, N-acetylprocainamide; or expectorant, for example, guaifenesin.
[0016] Em algumas modalidades, o artigo de consumo é um suplemento dietético ou nutracêutico. Exemplos de tais composições tendo um sabor indesejável incluem, mas não estão limitados a, produtos nutricionais enteral para tratamento de déficit nutricional, trauma, cirurgia, doença de Crohn, doença renal, hipertensão, obesidade e semelhantes, para promover o desempenho atlético, aumento muscular ou bem-estar geral ou erros inatos do metabolismo, como fenilcetonúria. Em particular, tais composições podem conter um ou mais aminoácidos que têm um gosto amargo ou metálico ou gosto residual. Tais aminoácidos incluem, mas não estão limitados a aminoácidos essenciais como isômeros L de leucina, isoleucina, histidina, lisina, metionina, fenilalanina, treonina, triptofano, tirosina e valina.[0016] In some embodiments, the consumable article is a dietary supplement or nutraceutical. Examples of such compositions having an undesirable taste include, but are not limited to, enteral nutritional products for treating nutritional deficit, trauma, surgery, Crohn's disease, kidney disease, hypertension, obesity and the like, to promote athletic performance, muscle growth. or general well-being or inborn errors of metabolism such as phenylketonuria. In particular, such compositions may contain one or more amino acids that have a bitter or metallic taste or aftertaste. Such amino acids include, but are not limited to, essential amino acids such as L-isomers of leucine, isoleucine, histidine, lysine, methionine, phenylalanine, threonine, tryptophan, tyrosine and valine.
[0017] Em outra modalidade, o artigos de consumo da presente invenção é uma composição higiênica dental, contendo um adoçante à base de carboidrato ou aromatizante ou ácido sebácico. As composições higiênicas dentais são conhecidos na técnica e incluem, mas não se limitam necessariamente a pasta de dente, enxaguante bocal, limpeza de placa, fio dental, analgésicos dentais (como ANBESOL™), e semelhantes. Em uma modalidade, a composição higiênica dental inclui um adoçante à base de carboidrato. Em outra modalidade, a composição higiênica dental inclui mais do que um adoçante à base de carboidrato. Em certas modalidades, a composição higiênica dental inclui sacarose e xarope de milho ou sacarose e aspartame.[0017] In another embodiment, the consumable article of the present invention is a dental hygienic composition, containing a carbohydrate-based sweetener or flavoring or sebacic acid. Dental hygienic compositions are known in the art and include, but are not necessarily limited to, toothpaste, mouthwash, plaque cleaner, dental floss, dental analgesics (such as ANBESOL™), and the like. In one embodiment, the dental hygienic composition includes a carbohydrate-based sweetener. In another embodiment, the dental hygienic composition includes more than one carbohydrate-based sweetener. In certain embodiments, the dental hygienic composition includes sucrose and corn syrup or sucrose and aspartame.
[0018] Em ainda uma outra modalidade, o artigo de consumo da presente invenção é um produto cosmético contendo um adoçante à base de carboidrato ou aromatizante e ácido sebácico. Por exemplo, mas não a título de limitação, o produto cosmético pode ser um creme facial, batom, brilho labial e similares. Outras composições adequadas da invenção incluem bálsamo labial, como bálsamo labial vendido sob o nome comercial CHAPSTICK® ou BURT’S BEESWAX®.[0018] In yet another embodiment, the consumer article of the present invention is a cosmetic product containing a carbohydrate-based sweetener or flavoring and sebacic acid. For example, but not by way of limitation, the cosmetic product may be a face cream, lipstick, lip gloss and the like. Other suitable compositions of the invention include lip balm, such as lip balm sold under the trade name CHAPSTICK® or BURT'S BEESWAX®.
[0019] Quando usado nos métodos e composições da presente invenção, o ácido sebácico é adicionado a um artigo de consumo (isto é, o ácido sebácico não é um componente endógeno do artigo de consumo) em uma quantidade eficaz para realçar a doçura ou sensação bucal do artigo de consumo incluindo um adoçante ou aromatizante à base de carboidrato. A esse respeito, a quantidade de adoçante ou aromatizante à base de carboidrato adicionada ao artigo de consumo pode ser reduzido enquanto retém o nível de doçura desejada. Assim, a presente invenção também provê métodos e composições para realçar a doçura e sensação bucal de um adoçante e/ou aromatizante à base de carboidrato e diminuir a quantidade de um adoçante e/ou aromatizante à base de carboidrato em um artigo de consumo combinando o adoçante e/ou aromatizante à base de carboidrato com ácido sebácico. Em algumas modalidades, o adoçante ou aromatizante à base de carboidrato e ácido sebácico são usados a uma razão de 10000:1, 1000:1 ou 100:1. Em uma modalidade, a invenção provê um artigo de consumo que contém uma quantidade eficaz de uma combinação de ácido sebácico e um adoçante ou aromatizante à base de carboidrato em uma quantidade reduzida a fim de alcançar o mesmo nível de doçura quando o adoçante ou aromatizante à base de carboidrato é usado sozinho na quantidade tradicional. A esse respeito, a quantidade de adoçante ou aromatizante à base de carboidrato usado em um artigo de consumo pode ser reduzida por pelo menos cerca de 5%, 10%, 20% de 30%. A menos que especificado de outra maneira, as porcentagens (%) estão em peso.[0019] When used in the methods and compositions of the present invention, sebacic acid is added to a consumer article (i.e., sebacic acid is not an endogenous component of the consumer article) in an amount effective to enhance the sweetness or sensation mouthpiece of the consumer article including a carbohydrate-based sweetener or flavoring. In this regard, the amount of carbohydrate-based sweetener or flavoring added to the consumable article can be reduced while retaining the desired level of sweetness. Thus, the present invention also provides methods and compositions for enhancing the sweetness and mouthfeel of a carbohydrate-based sweetener and/or flavoring and decreasing the amount of a carbohydrate-based sweetener and/or flavoring in a consumer article by combining the carbohydrate-based sweetener and/or flavoring with sebacic acid. In some embodiments, the carbohydrate-based sweetener or flavoring and sebacic acid are used in a ratio of 10000:1, 1000:1 or 100:1. In one embodiment, the invention provides a consumer article that contains an effective amount of a combination of sebacic acid and a carbohydrate-based sweetener or flavoring in a reduced amount in order to achieve the same level of sweetness as the sweetener or flavoring at the carbohydrate base is used alone in the traditional amount. In this regard, the amount of carbohydrate-based sweetener or flavoring used in a consumer article can be reduced by at least about 5%, 10%, 20% to 30%. Unless otherwise specified, percentages (%) are by weight.
[0020] A invenção é descrita em mais detalhes pelos seguintes exemplos não limitantes. Exemplo 1: Avaliação Sensorial de Ácido Sebácico em Quantidades Diferentes em Água Açucarada[0020] The invention is described in more detail by the following non-limiting examples. Example 1: Sensory Assessment of Sebacic Acid in Different Amounts in Sugar Water
[0021] Água açucarada (4% de sacarose em água potável) foi preparada e usada como um solução base. Diferentes quantidades de ácido sebácico foram adicionadas à solução base e avaliações sensoriais descritivas foram realizadas (Tabela 1). TABELA 1 Exemplo 2: Modulação de Gosto Usando Ácido Sebácico[0021] Sugar water (4% sucrose in drinking water) was prepared and used as a base solution. Different amounts of sebacic acid were added to the base solution and descriptive sensory evaluations were performed (Table 1). TABLE 1 Example 2: Taste Modulation Using Sebacic Acid
[0022] Avaliações sensoriais descritivas foram realizadas usando diferentes quantidades de ácido sebácico em diferentes aplicações. Os resultados dessa análise, em comparação com as mesmas aplicações na ausência de ácido sebácico, são apresentados na Tabela 2. TABELA 2 Exemplo 3: Avaliação Sensorial de Ácido Sebácico e Ácido Traumático em Leite Adoçado[0022] Descriptive sensory evaluations were carried out using different amounts of sebacic acid in different applications. The results of this analysis, compared to the same applications in the absence of sebacic acid, are presented in Table 2. TABLE 2 Example 3: Sensory Assessment of Sebacic Acid and Traumatic Acid in Sweetened Milk
[0023] Leite adoçado (leite semi-desnatado com 2% de sacarose) foi preparado e usado como uma solução base (“base”). Ácido sebácico e ácido traumático foram adicionados à solução base e avaliações sensoriais descritivas foram realizadas (Tabela 3) TABELA 3 [0023] Sweetened milk (semi-skimmed milk with 2% sucrose) was prepared and used as a base solution (“base”). Sebacic acid and traumatic acid were added to the base solution and descriptive sensory evaluations were performed (Table 3) TABLE 3
[0024] Os resultados dessa análise indicaram que o ácido sebácico (2 ppm) e o ácido traumático (2 ppm), cada, aumentaram a doçura e a sensação bucal do leito adoçado. Quando usados juntos, o ácido sebácico (2 ppm) e o ácido traumático (2 ppm) proveem o maior aumento na doçura e sensação bucal.[0024] The results of this analysis indicated that sebacic acid (2 ppm) and traumatic acid (2 ppm) each increased the sweetness and mouthfeel of the sweetened bed. When used together, sebacic acid (2 ppm) and traumatic acid (2 ppm) provide the greatest increase in sweetness and mouthfeel.
[0025] Além disso, o realce de doçura e sensação bucal, assim como o mascaramento do sabor desagradável de ácido sebácico foi comparado com uma série de análogos incluindo ácido adípico, ácido pimélico, ácido subérico, ácido não decanedioico, ácido dodecanodioico, ácido 1,11-não decanedicarboxílico, ácido tetradecanedioico e ácido haxadecanedioico a 2 ppm. Entre todos os compostos testados, o ácido sebácico exibiu o efeito mais forte e duradouro, que foi significativamente superior a todos os outros compostos.[0025] Furthermore, the enhancement of sweetness and mouthfeel, as well as the masking of the unpleasant taste of sebacic acid was compared with a series of analogues including adipic acid, pimelic acid, suberic acid, non-decanedioic acid, dodecanedioic acid, 1 ,11-non-decanedicarboxylic acid, tetradecanedioic acid and hasxadecanedioic acid at 2 ppm. Among all the compounds tested, sebacic acid exhibited the strongest and longest-lasting effect, which was significantly superior to all other compounds.
Claims (3)
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Application Number | Priority Date | Filing Date | Title |
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US201862776150P | 2018-12-06 | 2018-12-06 | |
US62/776,150 | 2018-12-06 | ||
PCT/US2019/064589 WO2020118003A1 (en) | 2018-12-06 | 2019-12-05 | Sebacic acid compositions and methods for taste modulation |
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BR112021010412A2 BR112021010412A2 (en) | 2021-08-24 |
BR112021010412B1 true BR112021010412B1 (en) | 2024-06-18 |
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