US20140199246A1 - Stevia composition - Google Patents

Stevia composition Download PDF

Info

Publication number: US20140199246A1
Authority: US; United States
Prior art keywords: reb; sweetness; sweeteners; ingestible composition; sweetener
Prior art date: 2011-06-20
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.): Abandoned

Application number

US14/123,684

Other languages

English (en)

Inventor

Siddhartha PURKAYASTHA

Avetik Markosyan

Marquita L. Johnson

Monica Moralma Garces Ortega

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

PureCircle Sdn Bhd

PureCircle USA Inc

Original Assignee

PureCircle USA Inc

Priority date (The priority date 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 date listed.)

2011-06-20

Filing date

2012-06-20

Publication date

2014-07-17

2012-06-20 Application filed by PureCircle USA Inc filed Critical PureCircle USA Inc

2012-06-20 Priority to US14/123,684 priority Critical patent/US20140199246A1/en

2014-07-17 Publication of US20140199246A1 publication Critical patent/US20140199246A1/en

2016-09-21 Assigned to PURECIRCLE SDN BHD reassignment PURECIRCLE SDN BHD ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: GARCES ORTEGA, MONICA MARALMA, JOHNSON, MARQUITA L., MARKOSYAN, AVETIK, PURKAYASTHA, SIDDHARTHA

Status Abandoned legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 95
HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A 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 title claims abstract description 44
241000544066 Stevia Species 0.000 title abstract 2
235000003599 food sweetener Nutrition 0.000 claims abstract description 97
239000003765 sweetening agent Substances 0.000 claims abstract description 97
235000019202 steviosides Nutrition 0.000 claims abstract description 76
239000004383 Steviol glycoside Substances 0.000 claims abstract description 69
235000019411 steviol glycoside Nutrition 0.000 claims abstract description 69
229930182488 steviol glycoside Natural products 0.000 claims abstract description 69
150000008144 steviol glycosides Chemical class 0.000 claims abstract description 69
244000228451 Stevia rebaudiana Species 0.000 claims abstract description 44
235000013305 food Nutrition 0.000 claims abstract description 14
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239000002537 cosmetic Substances 0.000 claims abstract description 3
239000003814 drug Substances 0.000 claims abstract description 3
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239000000796 flavoring agent Substances 0.000 claims description 31
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UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 18
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RPYRMTHVSUWHSV-CUZJHZIBSA-N rebaudioside D 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]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 RPYRMTHVSUWHSV-CUZJHZIBSA-N 0.000 claims description 9
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GHBNZZJYBXQAHG-KUVSNLSMSA-N (2r,3r,4s,5s,6r)-2-[[(2r,3s,4s,5r,6r)-6-[[(3s,8s,9r,10r,11r,13r,14s,17r)-17-[(2r,5r)-5-[(2s,3r,4s,5s,6r)-4,5-dihydroxy-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@H](CC[C@@H](C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]6[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O6)O)O5)O)CC4)(C)C)=CC[C@H]3[C@]2(C)CC1)C)C(C)(C)O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O GHBNZZJYBXQAHG-KUVSNLSMSA-N 0.000 claims description 8
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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 claims description 8
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TVJXHJAWHUMLLG-UHFFFAOYSA-N mogroside V Natural products CC(CCC(OC1OC(COC2OC(CO)C(O)C(O)C2OC3OC(CO)C(O)C(O)C3O)C(O)C(O)C1O)C(C)(C)O)C4CCC5(C)C6CC=C7C(CCC(OC8OC(COC9OC(CO)C(O)C(O)C9O)C(O)C(O)C8O)C7(C)C)C6(C)C(O)CC45C TVJXHJAWHUMLLG-UHFFFAOYSA-N 0.000 claims description 8
235000019533 nutritive sweetener Nutrition 0.000 claims description 8
238000002360 preparation method Methods 0.000 claims description 8
229940013618 stevioside Drugs 0.000 claims description 8
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150000003505 terpenes Chemical class 0.000 claims description 8
108010011485 Aspartame Proteins 0.000 claims description 7
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UEDUENGHJMELGK-HYDKPPNVSA-N Stevioside Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[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 UEDUENGHJMELGK-HYDKPPNVSA-N 0.000 claims description 7
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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 description 7
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- A23L1/2363—
- 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
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
- A23L2/60—Sweeteners
- A23L1/2364—
- A23L1/2366—
- 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
- A23L27/30—Artificial sweetening 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
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars or derivatives
- 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
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars or derivatives
- A23L27/34—Sugar alcohols
- 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
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars or derivatives
- A23L27/36—Terpene glycosides
- 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
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/602—Glycosides, e.g. rutin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients

Definitions

Reb B forms from partial hydrolysis of Rebaudioside A during the extraction process (Kobayashi, M., Horikawa, S., Degrandi, I. H., Ueno, J. and Mitsuhashi, H. (1977) Dulcosides A and B, new diterpene glycosides from Stevia Rebaudiana. Phytochemistry 16, 1405-1408).
total steviol glycosides or “total glycosides”, or “TSG”, will mean the sum of concentrations (% wt/wt on anhydrous basis) of Reb A, Reb B, Reb C, Reb D, Reb E, Reb F, Stevioside, Steviolbioside, Dulcoside A, Rubusoside, or other glycosides of steviol.
the invention in part, pertains to an ingredient comprising steviol glycosides of Stevia Rebaudiana Bertoni plant and a sweetener (or combination of sweeteners) from sugar alcohols including but not limited to erythritol, maltitol, sorbitol, xylitol.
a sweetener or combination of sweeteners from sugar alcohols including but not limited to erythritol, maltitol, sorbitol, xylitol.
the invention is also directed to a method for producing a soluble sweetener composition, comprising the steps of providing low solubility Stevia sweeteners, solubilizing them in water under gradient temperature treatment conditions, to produce highly stable concentrated solution, and spray drying the highly stable concentrated solution to obtain a highly soluble Stevia composition.
the sweetness factors for different sweetener from all major groups were measured by tasting several concentrations of each sweetener in water by a trained panel. From the sensory test data, the concentration (%) that corresponds to the 5% sucrose equivalent (SE) sweetness were estimated and listed in Table 2.
the sweetness equivalent (SE) of high intensity sweeteners (HIS) varies according to the target sugar equivalent sweetness levels, that are tested as shown in Table 3.
Table 3 also shows the sweetness factors of Reb A, Reb B and a test sample (Reb A/B) with a blend of Reb A and Reb B at 84:16 ratio.
Cooling Sensation This attribute describes the highest intensity of cooling sensation perceived during tasting. A score of zero indicates no cooling sensation, while a score of ten indicates very high cooling sensation.
FIG. 7 b shows the impact of different sweetener system on the taste attributes of the beverage.
Samples were prepared according to formulas outlined below in Table 6. Samples included a full sugar reference, an aspartame reference, a Reb A control and several test samples with a Reb A/Reb B blends. The samples were evaluated by a trained panel and screened for overall sweetness, bitterness, astringency, mouth coating, flavor intensity, acidity/tartness, sweet lingering and bitter lingering. Reb A had bitterness at the end that was not present in samples with Reb A/Reb B blends. Both Reb A and blends enhanced the acidity of the yogurt. A significant improvement of taste was found with the blend of Reb B/Reb A, where Reb B ratio to total glycosides (TSG) ranged between 0.5 to 50%, more specifically 10% to 40% of Reb B to total glycosides.
TSG total glycosides

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Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Nutrition Science (AREA)
Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Food Science & Technology (AREA)
Polymers & Plastics (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Public Health (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Oral & Maxillofacial Surgery (AREA)
Epidemiology (AREA)
Birds (AREA)
Mycology (AREA)
Seasonings (AREA)
Medicinal Preparation (AREA)

US14/123,684 2011-06-20 2012-06-20 Stevia composition Abandoned US20140199246A1 (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
US14/123,684 US20140199246A1 (en)	2011-06-20	2012-06-20	Stevia composition

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US201161499171P	2011-06-20	2011-06-20
US201161531802P	2011-09-07	2011-09-07
PCT/US2012/043294 WO2012177727A1 (fr)	2011-06-20	2012-06-20	Composition de stévia
US14/123,684 US20140199246A1 (en)	2011-06-20	2012-06-20	Stevia composition

Related Parent Applications (3)

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US13/129,158 Continuation-In-Part US10362797B2 (en)	2011-02-10	2011-05-11	Stevia composition
PCT/US2011/036063 Continuation-In-Part WO2012108894A1 (fr)	2011-02-10	2011-05-11	Composition de stevia
PCT/US2012/043294 A-371-Of-International WO2012177727A1 (fr)	2010-12-13	2012-06-20	Composition de stévia

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US15/373,429 Division US10485249B2 (en)	2011-02-10	2016-12-08	Stevia composition

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US14/123,684 Abandoned US20140199246A1 (en)	2011-06-20	2012-06-20	Stevia composition
US15/373,429 Active US10485249B2 (en)	2011-02-10	2016-12-08	Stevia composition
US16/695,137 Abandoned US20200268023A1 (en)	2011-02-10	2019-11-25	Stevia composition
US17/118,702 Active 2032-01-06 US12016355B2 (en)	2011-02-10	2020-12-11	Stevia composition

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US15/373,429 Active US10485249B2 (en)	2011-02-10	2016-12-08	Stevia composition
US16/695,137 Abandoned US20200268023A1 (en)	2011-02-10	2019-11-25	Stevia composition
US17/118,702 Active 2032-01-06 US12016355B2 (en)	2011-02-10	2020-12-11	Stevia composition

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US (4)	US20140199246A1 (fr)
EP (3)	EP2720561B1 (fr)
BR (2)	BR112013032703A2 (fr)
ES (1)	ES2713573T3 (fr)
MX (2)	MX364306B (fr)
PL (1)	PL2720561T3 (fr)
WO (1)	WO2012177727A1 (fr)

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Publication number	Publication date
MX2019004598A (es)	2019-08-14
BR122019003378B1 (pt)	2020-07-28
MX2013014836A (es)	2014-03-27
ES2713573T3 (es)	2019-05-22
PL2720561T3 (pl)	2019-05-31
US20170086483A1 (en)	2017-03-30
EP2720561A4 (fr)	2015-04-08
MX364306B (es)	2019-04-22
BR112013032703A2 (pt)	2016-08-16
EP3473108A1 (fr)	2019-04-24
US20200268023A1 (en)	2020-08-27
EP3915394A1 (fr)	2021-12-01
EP2720561B1 (fr)	2018-11-14
WO2012177727A1 (fr)	2012-12-27
US12016355B2 (en)	2024-06-25
US20180263262A9 (en)	2018-09-20
US10485249B2 (en)	2019-11-26
US20210092979A1 (en)	2021-04-01
EP2720561A1 (fr)	2014-04-23

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2016-09-21	AS	Assignment	Owner name: PURECIRCLE SDN BHD, MALAYSIA Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:PURKAYASTHA, SIDDHARTHA;MARKOSYAN, AVETIK;JOHNSON, MARQUITA L.;AND OTHERS;SIGNING DATES FROM 20160728 TO 20160801;REEL/FRAME:039812/0302
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2016-09-21

Assignment

Owner name: PURECIRCLE SDN BHD, MALAYSIA

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:PURKAYASTHA, SIDDHARTHA;MARKOSYAN, AVETIK;JOHNSON, MARQUITA L.;AND OTHERS;SIGNING DATES FROM 20160728 TO 20160801;REEL/FRAME:039812/0302

2017-03-30

STCB

Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION