CA1096233A - Edulcorant - Google Patents

Edulcorant

Info

Publication number: CA1096233A
Authority: CA; Canada
Prior art keywords: chloro; deoxy; fructofuranoside; beta; alpha
Prior art date: 1976-01-08
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.): Expired

Application number

CA330,179A

Other languages

English (en)

Inventor

Leslie Hough

Riaz A. Khan

Shashikant P. Phadnis

Michael R. Jenner

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.)

Tate and Lyle PLC

Original Assignee

Tate and Lyle PLC

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.)

1976-01-08

Filing date

1979-06-20

Publication date

1981-02-24

1976-01-08 Priority claimed from GB616/76A external-priority patent/GB1543167A/en

1979-06-20 Application filed by Tate and Lyle PLC filed Critical Tate and Lyle PLC

1979-06-20 Priority to CA330,179A priority Critical patent/CA1096233A/fr

1981-02-24 Application granted granted Critical

1981-02-24 Publication of CA1096233A publication Critical patent/CA1096233A/fr

Status Expired legal-status Critical Current

Links

235000003599 food sweetener Nutrition 0.000 title description 15
239000003765 sweetening agent Substances 0.000 title description 15
150000001875 compounds Chemical class 0.000 claims abstract description 15
BPQOIESVQZIMHQ-UGDNZRGBSA-N (2r,3r,4s,5s,6s)-2-[(2r,3s,4s,5s)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-6-(chloromethyl)oxane-3,4,5-triol Chemical compound O[C@H]1[C@H](O)[C@@H](CCl)O[C@@]1(CCl)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BPQOIESVQZIMHQ-UGDNZRGBSA-N 0.000 claims abstract description 6
239000000126 substance Substances 0.000 claims abstract description 6
239000000203 mixture Substances 0.000 claims description 16
239000004606 Fillers/Extenders Substances 0.000 claims description 5
235000013361 beverage Nutrition 0.000 claims description 5
239000007788 liquid Substances 0.000 claims description 3
239000001814 pectin Substances 0.000 claims description 3
235000010987 pectin Nutrition 0.000 claims description 3
229920001277 pectin Polymers 0.000 claims description 3
229920001938 Vegetable gum Polymers 0.000 claims description 2
239000002671 adjuvant Substances 0.000 claims description 2
239000008187 granular material Substances 0.000 claims description 2
239000007787 solid Substances 0.000 claims description 2
239000000654 additive Substances 0.000 claims 2
230000000996 additive effect Effects 0.000 claims 2
239000005720 sucrose Substances 0.000 description 22
229930006000 Sucrose Natural products 0.000 description 21
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 description 19
235000000346 sugar Nutrition 0.000 description 9
229940125782 compound 2 Drugs 0.000 description 8
239000000047 product Substances 0.000 description 8
239000004615 ingredient Substances 0.000 description 5
150000003445 sucroses Chemical class 0.000 description 5
239000006188 syrup Substances 0.000 description 5
235000020357 syrup Nutrition 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
-1 for example Substances 0.000 description 4
229910052500 inorganic mineral Inorganic materials 0.000 description 4
239000011707 mineral Substances 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 3
235000019204 saccharin Nutrition 0.000 description 3
229940081974 saccharin Drugs 0.000 description 3
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 3
239000000606 toothpaste Substances 0.000 description 3
239000005711 Benzoic acid Substances 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
150000008159 D-fructofuranosides Chemical class 0.000 description 2
206010013911 Dysgeusia Diseases 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
235000010233 benzoic acid Nutrition 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
235000015218 chewing gum Nutrition 0.000 description 2
235000009508 confectionery Nutrition 0.000 description 2
229940109275 cyclamate Drugs 0.000 description 2
HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical compound OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 description 2
235000005911 diet Nutrition 0.000 description 2
230000000378 dietary effect Effects 0.000 description 2
239000000796 flavoring agent Substances 0.000 description 2
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
239000002324 mouth wash Substances 0.000 description 2
239000008194 pharmaceutical composition Substances 0.000 description 2
235000014214 soft drink Nutrition 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 2
229940034610 toothpaste Drugs 0.000 description 2
244000215068 Acacia senegal Species 0.000 description 1
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
108010011485 Aspartame Proteins 0.000 description 1
241000416162 Astragalus gummifer Species 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
235000005979 Citrus limon Nutrition 0.000 description 1
244000131522 Citrus pyriformis Species 0.000 description 1
108010016626 Dipeptides Proteins 0.000 description 1
239000004150 EU approved colour Substances 0.000 description 1
239000001329 FEMA 3811 Substances 0.000 description 1
241000982822 Ficus obtusifolia Species 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
229920000084 Gum arabic Polymers 0.000 description 1
231100000111 LD50 Toxicity 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
239000005913 Maltodextrin Substances 0.000 description 1
229920002774 Maltodextrin Polymers 0.000 description 1
101710084933 Miraculin Proteins 0.000 description 1
108050004114 Monellin Proteins 0.000 description 1
241000699670 Mus sp. Species 0.000 description 1
229920002367 Polyisobutene Polymers 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
239000004141 Sodium laurylsulphate Substances 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
229920001615 Tragacanth Polymers 0.000 description 1
239000000205 acacia gum Substances 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
239000000605 aspartame Substances 0.000 description 1
235000010357 aspartame Nutrition 0.000 description 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 description 1
229960003438 aspartame Drugs 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
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000000969 carrier Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
229940112822 chewing gum Drugs 0.000 description 1
229940126214 compound 3 Drugs 0.000 description 1
208000002925 dental caries Diseases 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
235000019634 flavors Nutrition 0.000 description 1
239000008103 glucose Substances 0.000 description 1
235000021552 granulated sugar Nutrition 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000008101 lactose Substances 0.000 description 1
235000015122 lemonade Nutrition 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
229940035034 maltodextrin Drugs 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000001683 mentha spicata herb oil Substances 0.000 description 1
239000004200 microcrystalline wax Substances 0.000 description 1
235000019808 microcrystalline wax Nutrition 0.000 description 1
229940051866 mouthwash Drugs 0.000 description 1
ITVGXXMINPYUHD-CUVHLRMHSA-N neohesperidin dihydrochalcone Chemical compound C1=C(O)C(OC)=CC=C1CCC(=O)C(C(=C1)O)=C(O)C=C1O[C@H]1[C@H](O[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 ITVGXXMINPYUHD-CUVHLRMHSA-N 0.000 description 1
229940089953 neohesperidin dihydrochalcone Drugs 0.000 description 1
235000010434 neohesperidine DC Nutrition 0.000 description 1
229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
239000000843 powder Substances 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
235000019721 spearmint oil Nutrition 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical class OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
230000002194 synthesizing effect Effects 0.000 description 1
239000000892 thaumatin Substances 0.000 description 1
235000010436 thaumatin Nutrition 0.000 description 1
239000004034 viscosity adjusting agent Substances 0.000 description 1

Landscapes

Seasonings (AREA)

CA330,179A 1976-01-08 1979-06-20 Edulcorant Expired CA1096233A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA330,179A CA1096233A (fr)	1976-01-08	1979-06-20	Edulcorant

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
GB616/76A GB1543167A (en)	1976-01-08	1976-01-08	Sweeteners
GB616/76		1976-01-08
CA268,863A CA1076110A (fr)	1976-01-08	1976-12-29	Edulcorants
CA330,179A CA1096233A (fr)	1976-01-08	1979-06-20	Edulcorant

Publications (1)

Publication Number	Publication Date
CA1096233A true CA1096233A (fr)	1981-02-24

Family

ID=27164847

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA330,179A Expired CA1096233A (fr)	1976-01-08	1979-06-20	Edulcorant

Country Status (1)

Country	Link
CA (1)	CA1096233A (fr)

1979
- 1979-06-20 CA CA330,179A patent/CA1096233A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1998-02-24	MKEX	Expiry

Publication	Publication Date	Title
US4549013A (en)	1985-10-22	Chloro-substituted sucrose compounds
CA1076110A (fr)	1980-04-22	Edulcorants
US4423029A (en)	1983-12-27	(S)-3-Amino-4-[(S,S)-1-(1-hydroxyethyl)alkyl amino]-4-oxo-butyric acid compounds suitable as non-nutritive sweetners
Prakash et al.	2008	Development of rebiana, a natural, non-caloric sweetener
KR101531202B1 (ko)	2015-06-24	스테비아 추출물의 감미질 개선
JP2977216B2 (ja)	1999-11-15	安定化スクラロース複合体
JP2628468B2 (ja)	1997-07-09	高甘味度甘味料の味質改良法及び該方法により作られた高甘味度甘味料組成物
JPS6361909B2 (fr)	1988-11-30
US20080220140A1 (en)	2008-09-11	Use of propenylphenyl glycosides for enhancing sweet sensory impressions
EP0050952A1 (fr)	1982-05-05	Disaccharides chlorés comme agents sucrants
US20130078193A1 (en)	2013-03-28	Sweetener Compositions, Methods of Making Same and Consumables Containing Same
JP2002034501A (ja)	2002-02-05	甘味料組成物および低カロリー飲料
JP3495711B2 (ja)	2004-02-09	風味を強化した粉末顆粒状エリスリトール甘味料組成物及びそれの製造方法
von Rymon Lipinski et al.	2001	Acesulfame K
JP7649102B2 (ja)	2025-03-19	果汁感増強剤、及びそれを含有する果汁含有組成物
EP0507598B1 (fr)	1995-06-21	Agents édulcorants
CA1096233A (fr)	1981-02-24	Edulcorant
US4473546A (en)	1984-09-25	Brominated sucrose derivatives, compositions and methods of use
JPS61106565A (ja)	1986-05-24	高強度甘味剤を製造するのに有用なオキサ−フエンチヨ−ルおよびオキサ−フエンチルアミン
KR102609994B1 (ko)	2023-12-05	감미료 조성물 및 스테비아 추출물의 미질 개선 방법
KR20010070914A (ko)	2001-07-27	비타민류 및 기능성 물질을 함유한 분말과립상의에리스리톨 조성물 및 그의 제조방법
US3625700A (en)	1971-12-07	Edible compositions containing 2' 4' 6' 3-tetrahydroxy - 4 -n-propoxydihydro-chalcone 4'-beta-neohesperidoside
Marie	1991	Sweeteners
Haber et al.	2008	5 Acesulfame K
JPH0257148A (ja)	1990-02-26	ハードキャンデイ