US4826962A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Tetrachlororaffinose and its use in the preparation of sucralose
Assignee: Tate and Lyle PLC
•
Filing: 1986-10-20
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Granted: 1989-05-02
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Expires: 2006-10-20
Abstract
Abstract The novel chlorinated sugar O-α-D-6-chloro-6-deoxygalactopyranosyl-(1→6)-α-D-4-chloro-4-deoxygalactopyranosyl-(1→2)-β-D-1, 6-dichloro-1, 6-dideoxyfructofuranoside (TCR) can be used to prepare sucralose by incubating the TCR in solution in the presence of an enzyme serving to remove the 6-chloro-6-deoxygalactosyl moiety from the 6-position, especially an enzyme derived from a strain of Mortierella vinacea, Circinella muscae or Aspergillus niger. TCR is prepared by treating raffinose with thionyl chloride in the presence of triphenylphosphine oxide.
Inventors
- 👤 Elner B. Rathbone
- 👤 Khizar S. Mufti
- 👤 Riaz A. Khan
- 👤 Peter S. J. Cheetham
- 👤 Andrew J. Hacking
- 👤 Jonathan S. Dordick
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 21:58
CPC Classifications
C; C12; C12P; C12P19/00; C12P19/20; C07; C07H; C07H5/00; C07H5/02
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
1 words
O-.alpha.-D-6-chloro-6-deoxygalactopyranosyl-(1→6)-α-D-4-chloro-4-deoxygalactopyranosyl-(1→2)-β-D-1,6-dichloro-1,6-dideoxyfructofuranoside.
Claim 2
Dependent Claim
1 words
O-.alpha.-D-6-chloro-6-deoxygalactopyranosyl-(1→6)-α-D-4-chloro-4-deoxygalactopyranosyl-(1→2)-β-D-1,6-dichloro-1,6-dideoxyfructofuranoside.
Claim 3
Dependent Claim
18 words
A process for the production of sucralose comprising enzymatically removing the 6-chloro-6-deoxygalactosyl moiety from the 6-position of O-α-D-6-chloro-6-deoxygalactopyranosyl-(1→6)-α-D-4-chloro-4-deoxygalactopyranosyl-(1→2)-β-D-1,6-dichloro-1,6-dideoxyfructofuranoside.
Claim 4
Dependent Claim
18 words
A process for the production of sucralose comprising enzymatically removing the 6-chloro-6-deoxygalactosyl moiety from the 6-position of O-α-D-6-chloro-6-deoxygalactopyranosyl-(1→6)-α-D-4-chloro-4-deoxygalactopyranosyl-(1→2)-β-D-1,6-dichloro-1,6-dideoxyfructofuranoside.
Claim 5
Dependent Claim
23 words
The process according to claim 2, in which the enzyme is derived from a strain of Mortierella vinacea, Circinella muscae or Aspergillus niger.
Claim 6
Dependent Claim
17 words
The process according to claim 3, in which the enzyme is derived from Mortierella vinacea var. raffinoseutilizer.
Claim 7
Dependent Claim
23 words
The process according to claim 2, in which the O-α-D-6-chloro-6-deoxygalactopyranosyl-(1→6)-α-D-4-chloro-4-deoxgalactopyranosyl-(1→2)-β-D-1,6-dichloro-1,6-dideoxyfructofuranoside is dissolved in an aqueous solution or in a water-immiscible hydrophilic organic solvent.
Claim 8
Dependent Claim
24 words
The process according to claim 5, in which the solvent is selected from the group consisting of methyl isobutyl ketone, ethyl acetate and n-butanol.
Claim 9
Dependent Claim
21 words
The process according to claim 2, effected at a temperature of about 55° C. and a pH of 4.5 to 5.5.
Claim 10
Dependent Claim
32 words
A process for the production of O-α-D-6-chloro-6-deoxygalactopyranosyl-(1→6)-α-D-4-chloro-4-deoxygalactopyranosyl-(1→2)-β-D-1,6-dichloro-1,6-dideoxyfructofuranoside comprising reacting raffinose with thionyl chloride in the presence of a reagent selected from the group consisting of a triarylphosphine oxide and a triarylphosphine sulphide.
Claim 11
Dependent Claim
32 words
A process for the production of O-α-D-6-chloro-6-deoxygalactopyranosyl-(1→6)-α-D-4-chloro-4-deoxygalactopyranosyl-(1→2)-β-D-1,6-dichloro-1,6-dideoxyfructofuranoside comprising reacting raffinose with thionyl chloride in the presence of a reagent selected from the group consisting of a triarylphosphine oxide and a triarylphosphine sulphide.
Claim 12
Dependent Claim
22 words
The process of claim 8, wherein the reagent is selected from the group consisting of triphenyl phosphine oxide and triphenyl phosphine sulphide.
Claim 13
Dependent Claim
12 words
The process of claim 9 conducted in the further presence of triphenylphosphine.
Claim 14
Dependent Claim
31 words
The process of claim 10 in which the ratio of reagent to raffinose is 3-4 mol per mol and the ratio of thionyl chloride to raffinose is 8-15 mos per mol.
Claim 15
Dependent Claim
31 words
The process of claim 8 in which the ratio of reagent to raffinose is 3-4 mol per mol and the ratio of thionyl chloride to raffinose is 8-15 mol per mol.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-05-01 | 1992-10-31 | 1993-05-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-05-01 | 1996-10-31 | 1997-05-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-05-01 | 2000-10-31 | 2001-05-02 | $7700.00 | Window Closed / Lapsed |