US4435440A
Expired / Lapsed
US
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Sweeteners
Assignee: Tate and Lyle PLC
•
Filing: 1976-12-30
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Granted: 1984-03-06
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Expires: 1996-12-30
Abstract
Abstract A method of sweetening a substance comprises incorporating therein a mono- or poly- chloro, mono- or poly- deoxy sucrose derivative having chlorine atoms in selected combinations of positions 4,6,1'- and 6'- of the sucrose molecule. The compounds are many times sweeter than sucrose and are formulated as ingestible products, such as foodstuffs and beverages; oral compositions, such as toothpaste and chewing gum; or sweetening compositions, such as tablets, for addition to beverages, etc.
Inventors
- 👤 Leslie Hough
- 👤 Shashikant P. Phadnis
- 👤 Riaz A. Khan
- 👤 Michael R. Jenner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 05:34
CPC Classifications
A; A23; A23G; A23G3/00; A23G3/34; A23G3/36; A23G3/38; A23G3/42; A23G4/00; A23G4/06; A23G4/064; A23L; A23L2/00; A23L2/52; A23L2/60; A23L27/00; A23L27/30; A23L27/33; A23L27/37; A61; A61K; A61K47/00; A61K47/06; A61K47/26; A61K8/00; A61K8/18; A61K8/30; A61K8/60; A61Q; A61Q11/00
Claims Analysis
Total Claims: 46
Claim 1
Independent Claim
139 words
A method of sweetening an ingestible product or oral composition, comprising incorporating therein a compound of the general formula (I) ##STR3## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 and represents a chlorine atom; in a sweetening amount.
Claim 2
Independent Claim
139 words
A method of sweetening an ingestible product or oral composition, comprising incorporating therein a compound of the general formula (I) ##STR3## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 and represents a chlorine atom; in a sweetening amount.
Claim 3
Dependent Claim
22 words
A method according to claim 1, in which the compound of formula (I) has the substituent R 1 representing a chlorine atom.
Claim 4
Dependent Claim
22 words
A method according to claim 2, in which the compound of formula (I) has the substituent R 4 representing a hydroxy group.
Claim 5
Dependent Claim
19 words
A method according to claim 1, in which the compound of formula (I) is 1',6'-dichloro-1',6'-dideoxysucrose; 4,6-dichloro-4,6-dideoxy-α-D-galactopyranosyl-6-chloro-6-deoxy-.beta.-D-fructofuranoside; 6,chloro-6,1',6'-trideoxysucrose; or 4,6-dichloro-4,6-dideoxy-α-D-galactopyranosyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside.
Claim 6
Dependent Claim
20 words
A method according to claim 1, in which the compound of formula (I) is 1'-chloro-1'-deoxysucrose; 4-chloro-4-deoxy-α-D-galactopyranosyl-β-D-fructofuranoside; 4-chloro-4-deoxy-α-D-galactopyranosyl-1-chloro-1-deoxy-β-D-fructofuranoside; 4-chloro-4-deoxy-α-D-galactopyranosyl-1,6-dichloro-1,6-dideoxy-.beta.-D-fructofuranoside; or 4,6,1',6'-tetrachloro-4,6,1',6'-tetradeoxysucrose.
Claim 7
Dependent Claim
15 words
A method according to claim 1 in which the compound of formula (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1,6-dichloro-1,6-dideoxy-.beta.-D-fructofuranoside.
Claim 8
Dependent Claim
17 words
A method according to claim 1, in which the compound of formula (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1-chloro-1-deoxy-β-D-fructofuranoside or 1',6'-dichloro-1',6'-dideoxysucrose.
Claim 9
Dependent Claim
137 words
A composition comprising an ingestible product and as a sweetening agent therefore, a compound of the general formula (I) ##STR4## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 represents a chlorine atom; in a sweetening amount.
Claim 10
Dependent Claim
137 words
A composition comprising an ingestible product and as a sweetening agent therefore, a compound of the general formula (I) ##STR4## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 represents a chlorine atom; in a sweetening amount.
Claim 11
Dependent Claim
22 words
A composition according to claim 8, containing a compound of the general formula (I) in which R 1 represents a chlorine atom.
Claim 12
Dependent Claim
13 words
A composition according to claim 9 in which said compound (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1,6-dichloro-1,6-dideoxy-.beta.-D-fructofuranoside.
Claim 13
Dependent Claim
16 words
A composition according to claim 9 in which the said compound (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1-chloro-1-deoxy-β-D-fructofuranoside or 1',6'-dichloro-1',6'-dideoxysucrose.
Claim 14
Dependent Claim
16 words
A composition according to claim 9 in which the substituent R 4 represents a hydroxy group.
Claim 15
Dependent Claim
22 words
A composition according to claim 8 in the form of a beverage or other liquid, also containing an additive to improve "mouthfeel".
Claim 16
Dependent Claim
16 words
A composition according to claim 13, in which the additive is pectin or a vegetable gum.
Claim 17
Dependent Claim
135 words
A sweetening composition comprising a compound of the general formula (I) ##STR5## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 represents a chlorine atom; together with a solid ingestible product or oral composition carrier.
Claim 18
Dependent Claim
135 words
A sweetening composition comprising a compound of the general formula (I) ##STR5## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 represents a chlorine atom; together with a solid ingestible product or oral composition carrier.
Claim 19
Dependent Claim
21 words
A sweetening composition according to claim 15, containing a compound of formula (I) in which R 1 represents a chlorine atom.
Claim 20
Dependent Claim
14 words
A sweetening composition according to claim 16, in which said compound (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1,6-dichloro-1,6-dideoxy-.beta.-D-fructofuranoside.
Claim 21
Dependent Claim
16 words
A sweetening composition according to claim 17, in which said compound (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1-chloro-1-deoxy-β-D-fructofuranoside or 1',6'-dichloro-1',6'-dideoxysucrose.
Claim 22
Dependent Claim
15 words
A sweetening composition according to claim 17, in which R 4 is a hydroxy group.
Claim 23
Dependent Claim
14 words
A sweetening composition according to claim 16 in the form of tablets or granules.
Claim 24
Dependent Claim
26 words
A sweetening composition according to claim 16 wherein said solid carrier is at least one member of the group consisting of starch, lactose, sucrose and maltodextrin.
Claim 25
Dependent Claim
133 words
A sweetening composition comprising a compound of the general formula (I) ##STR6## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 represents a chlorine atom; together with a liquid extender containing an adjuvant.
Claim 26
Dependent Claim
133 words
A sweetening composition comprising a compound of the general formula (I) ##STR6## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 represents a chlorine atom; together with a liquid extender containing an adjuvant.
Claim 27
Dependent Claim
15 words
A sweetening composition according to claim 22, in which R 1 represents a chlorine atom.
Claim 28
Dependent Claim
14 words
A sweetening composition according to claim 23, in which said compound (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1,6-dichloro-1,6-dideoxy-.beta.-D-fructofuranoside.
Claim 29
Dependent Claim
16 words
A sweetening composition according to claim 23, in which said compound (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1-chloro-1-deoxy-β-D-fructofuranoside or 1',6'-dichloro-1',6'-dideoxysucrose.
Claim 30
Dependent Claim
15 words
A sweetening composition according to claim 23, in which R 4 is a hydroxy group.
Claim 31
Dependent Claim
137 words
A composition comprising an oral composition and as a sweetening agent therefore, a compound of the general formula (I) ##STR7## in which R 1 represents a hydroxy group or a chloride atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 and R 3 represents a chlorine atom; in a sweetening amount.
Claim 32
Dependent Claim
137 words
A composition comprising an oral composition and as a sweetening agent therefore, a compound of the general formula (I) ##STR7## in which R 1 represents a hydroxy group or a chloride atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 and R 3 represents a chlorine atom; in a sweetening amount.
Claim 33
Dependent Claim
22 words
A composition according to claim 27, containing a compound of the general formula (I) in which R 1 represents a chlorine atom.
Claim 34
Dependent Claim
15 words
A composition according to claim 28 in which the said compound is 4-chloro-4-deoxy-α-D-galactopyranosyl-1-chloro-1-deoxy-β-D-fructofuranoside or 1',6'-dichloro-1',6'-dideoxysucrose.
Claim 35
Dependent Claim
12 words
A composition according to claim 28, in which said compound is 4-chloro-4-deoxy-α-D-galactopyranosyl-1,6-dichloro-1,6-dideoxy-.beta.-D-fructofuranoside.
Claim 36
Dependent Claim
16 words
A composition according to claim 28 in which the substituent R 4 represents a hydroxy group.
Claim 37
Dependent Claim
22 words
A composition according to claim 27 in the form of a beverage or other liquid, also containing an additive to improve "mouthfeel".
Claim 38
Dependent Claim
16 words
A composition according to claim 32, in which the additive is pectin or a vegetable gum.
Claim 39
Independent Claim
135 words
A method of sweetening an oral composition, comprising incorporating therein a compound of the general formula (I) ##STR8## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 represents a chlorine atom; in a sweetening amount.
Claim 40
Independent Claim
135 words
A method of sweetening an oral composition, comprising incorporating therein a compound of the general formula (I) ##STR8## in which R 1 represents a hydroxy group or a chlorine atom; R 2 and R 3 respectively represent a hydroxy group and a hydrogen atom, a chlorine atom and a hydrogen atom, or a hydrogen atom and a chlorine atom, the 4-position being in the D-configuration; R 4 represents a hydroxy group; or, if at least two of R 1 , R 2 , R 3 and R 5 represent chlorine atoms, R 4 represents a hydroxy group or a chlorine atom; and R 5 represents a hydroxy group or a chlorine atom; provided that at least one of R 1 , R 2 , and R 3 represents a chlorine atom; in a sweetening amount.
Claim 41
Dependent Claim
18 words
A method according to claim 34, in which the compound of formula (I) is 4,6-dichloro-4,6-dideoxy-α-D-galactopyranosyl-6-chloro-6-deoxy-.beta.-D-fructofuranoside; 6,1',6'-trichloro-6,1',6'-trideoxysucrose; or 4,6-dichloro-4,6-dideoxy-α-D-galactopyranosyl-1,6-dichloro-1,6-dideoxy-β-D-fructofuranoside.
Claim 42
Dependent Claim
18 words
A method according to claim 34, in which the compound of formula (I) is 1'-chloro-1'-deoxysucrose; 4-chloro-4-deoxy-α-D-galactopyranosyl-β-D-fructofuranoside; or 4,6,1',6'-tetrachloro-4,6,1',6'-tetradeoxysucrose.
Claim 43
Dependent Claim
22 words
A method according to claim 34, in which the compound of formula (I) has the substituent R 1 representing a chlorine atom.
Claim 44
Dependent Claim
22 words
A method according to claim 37, in which the compound of formula (I) has the substituent R 4 representing a hydroxy group.
Claim 45
Dependent Claim
15 words
A method according to claim 37, in which the compound of formula (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1,6-dichloro-1,6-dideoxy-.beta.-D-fructofuranoside.
Claim 46
Dependent Claim
17 words
The method according to claim 37, in which the compound of formula (I) is 4-chloro-4-deoxy-α-D-galactopyranosyl-1-chloro-1-deoxy-β-D-fructofuranoside or 1',6'-dichloro-1',6'-dideoxysucrose.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-03-06 | 1987-09-05 | 1988-03-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-03-06 | 1991-09-05 | 1992-03-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-03-06 | 1995-09-05 | 1996-03-06 | $7700.00 | Window Closed / Lapsed |