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US 11,751,593 B2Granted
Sweetener and flavor compositions, methods of making and methods of use thereof
AssigneeEPC Natural Products Co., Ltd.
InventorsJingang Shi, Hansheng Wang, Thomas Eidenberger
Life of this patent
Estimating the term…
Abstract
A Stevia extract comprises one or more Stevia-derived non-steviol glycoside substances and/or one or more non-volatile non-steviol glycoside substances. The Stevia extract may be used as a sweetener or a flavorant in an orally consumable product.
Claims34
A composition comprising:
- (1) a Maillard reaction product (MRP), wherein the MRP is produced with a starting mixture comprising:
- (a) a Stevia extract;
- and
- (b) an amine donor,
- wherein (a) and (b) undergo a Maillard reaction;
- and
- (2) a high intensity sweetener,
- wherein the Stevia extract comprises one or more Stevia-derived volatile NSG substances selected from the group consisting of nonanal, decanal, undecanal, tetradecanal, 2-ethyl-1-hexanol, (3R,6R)-2,2,6-trimethyl-6-vinyltetrahydro-2h-pyran-3-ol, 1-decanol, 6-methyl-5-hepten-2-one, 1,3,8-p-menthatriene, p-cymene, hexanal, 2-methyl-2-butenal, 2-hexenal, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carboxaldehyde, 3-methyl-benzaldehyde, 1-hexanol, (Z)-3-hexen-1-ol, 2-ethyl-1-hexanol, maltol, allyl acetate, butyl ester acetic acid, butyl ester butanoic acid, 3,7-dimethyl-1, 6-octadien-3-ol formate, dimethyl ester butanedioic acid, 5,6,7,7a-tetrahydro-4,4,7a-trimethyl-2(4H)-benzofuranone, α,α-dimethyl-benzenemethanol acetate, 5-butyldihydro-2(3h)-furanone, tetrahydro-6-propyl-2h-pyran-2-one, butyrolactone, 2,6,6-trimethyl-2-cyclohexene-1,4-dione, acetophenone, (E)-6,10-dimethyl-5,9-undecadien-2-one, 1-(1h-pyrrol-2-yl)-ethanone, 2-pentylfuran, propanoic acid, butanoic acid, pentanoic acid, hexanoic acid, cyclohexanecarboxylic acid, heptanoic acid, tetradecane, 1-limonene, terpinolene, E,E-6-dimethyl-1,3,5,7-octatetraene, bornylene, cyprotene, β-myrcene, 1-ethyl-4-methyl-benzene, 1p-ocimene, p-cymene, 2-methyl-2-butenal, α,4-dimethyl-3-cyclohexene-1-acetaldehyde, safranal, benzaldchyde, 2-methyl-1-hepten-6-one, 6-methyl-5-hepten-2-one, 2,3-dihydro-3,3,5,6-tetramethyl-1h-inden-1-one, 9-dodecyn-1-ol, 2-hydroxy-α,α,4-trimethyl-3-cyclohexene-1-methanol, (Z)-Linalool oxide, hotrienol, beta-terpineol, α-terpineol, benzyl alcohol, phenylethyl alcohol, butyl ester 2-propenoic acid, 3-methyl-furan, 2-methyl-furan, 2-ethyl-furan, 2-vinylfuran, (2R,5R)-2-methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran, 2-pentyl-furan, (2R, 5 S)-2-methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran, cis-5-ethenyltetrahydro-α,α,5-trimethyl-2-furanmethanol, furfural, 1-(2-furanyl)-ethanone, 5-methyl-2-furancarboxaldehyde, 2.3-dimethyl-1,3-Butadiene, β-myrcene, 1-limonene, p-ocimene, E,E-2,6-dimethyl-1,3,5,7-octatetraene, bornylene, cyprotene, α,4-dimethyl-3-cyclohexene-1-acetaldehyde, 2-methyl-1-hepten-6-one, methyl vinyl ketone, 2-hydroxy-α,α,4-trimethyl-3-cyclohexene-1-methanol, methyl ester acetic acid, cis-3-hexenylpyruvate, 3-methylfuran, 2-methylfuran, 2,5-dimethylfuran, 2,3-dihydrofuran, 2-vinylfuran, (2R,5R)-2-methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran, 2-pentylfuran, (2R,5R)-2-methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran, cis-5-ethenyltetrahydro-α,α,5-trimethyl-2-furanmethanol, 1-(2-furanyl)-ethanone, 5-methyl-2-furancarboxaldehyde, pentadecane, hexadecane, 2,6,10,14-Tetramethylpentadecane, 2,6,11-trimethyldodecane, 2,6,10,14-tetramethylhexadecane, octadecane, heptanal, 2,3-butanedione, 2,3-pentaedione, 2-cyclohexen-1-one, 1-(6-methyl-7-oxabicyclo[4.1.0]hept-1-yl)-ethanone, 3,4,4α,5,6,7-hexahydro-1,1,4a-trimethyl-2(1H)-naphthalenone, 1-(2-methyl-1-cyclopenten-1-yl)-ethanone, [S-(R*,R*)]-2,3-butanediol, 5,8,10-undecatrien-3-ol, α,α-Dimethyl-benzenemethanol, dimethyl ester pentanedioic acid, 3,7-Dimethyl-6-nonen-1-ol acetate, methyl ester hexadecanoic acid and 6-octalactone,
- where in the MRP is added at a final concentration in the range of 1-2000 ppm,
- wherein the MRP improves a taste of the composition, and
- wherein the taste improvement is in terms of bitterness, sweetness onset, aftertaste, and/or sweetness linger of the high intensity sweetener.
8 more elements
A composition comprising:
- (1) a Maillard reaction product (MRP),
- wherein the MRP is produced with a starting mixture comprising:
- (a) a glycosylated Stevia extract;
- and
- (b) an amine donor,
- wherein (a) and (b) undergo a Maillard reaction;
- and
- (2) a high intensity sweetener,
- wherein the glycosylated Stevia extract is derived from a Stevia extract comprising one or more Stevia-derived volatile NSG substances,
- wherein the composition further comprises one or more unreacted steviol glycosides,
- wherein the Stevia extract comprises one or more Stevia-derived volatile NSG substances selected from the group consisting of nonanal, decanal, undecanal, tetradecanal, 2-ethyl-1-hexanol, (3R,6R)-2,2,6-trimethyl-6-vinyltetrahydro-2h-pyran-3-ol, 1-decanol, 6-methyl-5-hepten-2-one, 1,3,8-p-menthatriene, p-cymene, hexanal, 2-methyl-2-butenal, 2-hexenal, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carboxaldehyde, 3-methyl-benzaldehyde, I-hexanol, (Z)-3-hexen-1-ol, 2-ethyl-1-hexanol, maltol, allyl acetate, butyl ester acetic acid, butyl ester butanoic acid, 3,7-dimethyl-1, 6-octadien-3-ol formate, dimethyl ester butanedioic acid, 5,6,7,7a-tetrahydro-4,4,7a-trimethyl-2(4H)-benzofuranone, α,α-dimethyl-benzenemethanol acetate, 5-butyldihydro-2(3h)-furanone, tetrahydro-6-propyl-2h-pyran-2-one, butyrolactone, 2,6,6-trimethyl-2-cyclohexene-1,4-dione, acetophenone, (E)-6,10-dimethyl-5,9-undecadien-2-one, 1-(I h-pyrrol-2-yl)-ethanone, 2-pentylfuran, propanoic acid, butanoic acid, pentanoic acid, hexanoic acid, cyclohexanecarboxylic acid, heptanoic acid, tetradecane, 1-limonene, terpinolene, E,E-6-dimethyl-1,3,5,7-octatetraene, bornylene, cyprotene, 0-myrcene, 1-ethyl-4-methyl-benzene, p-ocimene, p-cymene, 2-methyl-2-butenal, α,4-dimethyl-3-cyclohexene-1-acetaldehyde, safranal, benzaldehyde, 2-methyl-1-hepten-6-one, 6-methyl-5-hepten-2-one, 2,3-dihydro-3,3,5,6-tetramethyl-1h-inden-1-one, 9-dodecyn-1-ol, 2-hydroxy-α,α,4-trimethyl-3-cyclohexene-1-methanol, (Z)-Linalool oxide, hotrienol, beta-terpineol, α-terpineol, benzyl alcohol, phenylethyl alcohol, butyl ester 2-propenoic acid, 3-methyl-furan, 2-methyl-furan, 2-ethyl-furan, 2-vinylfuran, (2R,5R)-2-methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran, 2-pentyl-furan, (2R, 5 S)-2-methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran, cis-5-ethenyltetrahydro-α,α,5-trimethyl-2-furanmethanol, furfural, 1-(2-furanyl)-ethanone, 5-methyl-2-furancarboxaldehyde, 2,3-dimethyl-1,3-Butadiene, β-myrcene, 1-limonene, P-ocimene, E,E-2,6-dimethyl-1,3,5,7-octatetraene, bornylene, cyprotene, α,4-dimethyl-3-cyclohexene-1-acetaldehyde, 2-methyl-1-hepten-6-one, methyl vinyl ketone, 2-hydroxy-α,α,4-trimethyl-3-cyclohexene-1-methanol, methyl ester acetic acid, cis-3-hexenylpyruvate, 3-methylfuran, 2-methylfuran, 2,5-dimethylfuran, 2,3-dihydrofuran, 2-vinylfuran, (2R,5R)-2-methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran, 2-pentylfuran, (2R,5R)-2-methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran, cis-5-ethenyltetrahydro-α,α,5-trimethyl-2-furanmethanol, I-(2-furanyl)-ethanone, 5-methyl-2-furancarboxaldehyde, pentadecane, hexadecane, 2,6,10,14-Tetramethylpentadecane, 2,6,11-trimethyldodecane, 2,6,10,14-tetramethylhexadecane, octadecane, heptanal, 2,3-butanedione, 2,3-pentaedione, 2-cyclohexen-1-one, 1-(6-methyl-7-oxabicyclo[4.1.0]hept-1-yl)-ethanone, 3,4,4a,5,6,7-hexahydro-1,1,4a-trimethyl-2(1H)-naphthalenone, 1-(2-methyl-1-cyclopenten-1-yl)-ethanone, [S-(R*,R*)]-2,3-butanediol, 5,8,10-undecatrien-3-ol, α,α-Dimethyl-benzenemethanol, dimethyl ester pentanedioic acid, 3,7-Dimethyl-6-nonen-1-ol acetate, methyl ester hexadecanoic acid, and δ-octalactone,
- wherein the MRP is present in the composition in a concentration in the range of 1-2000 ppm,
- wherein the MRP improves a taste of the composition, and
- wherein the taste improvement is in terms of bitterness, sweetness onset, aftertaste, and/or sweetness linger of the high intensity sweetener.
11 more elements
Dependencies are inferred from the claim text.