IP Library Granted Patent US 7,267,835
Granted Patent B2
US 7,267,835 · App. 10/245,383 · Granted Sep 11, 2007

Sweetener and process for producing the same

Assignee: Dainippon Ink and Chemicals, Inc.
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Quick Facts
Patent No.
US 7,267,835
App. No.
10/245,383
Granted
Sep 11, 2007
Kind
B2
Abstract

The present invention provides a sweetener which has mild sweetness like sugar while maintaining a high sweetness intensity of a Stevia sweetener and also has a sharp head-taste of sweetness, a sharp after-taste of sweetness, as well as reduction of the bitterness and astringency of after-taste peculiar to the Stevia sweetener, and a process for producing the same. The sweetener contains steviol glucosides comprising β-1,4-galactosyl rebaudioside A having one to three β-1,4-bonded galactosyl groups in a molecule and rebaudioside A, wherein the following expressions (1) and (2) are satisfied: [( GRA+RA )/( X )]≧0.4  (1) [( GRA )/( RA )]≧1.0  (2) wherein GRA represents the weight percentage of the β-1,4-galactosyl rebaudioside A having one to three β-1,4-bonded galactosyl groups in a molecule, RA represents the weight percentage of the rebaudioside A, and X represents the weight percentage of the steviol glucosides.

Claims (63)

1. A sweetener which contains steviol glucosides comprising

β-1,4-galactosyl rebaudioside A having one to three β-1,4-bonded galactosyl groups in a molecule and

rebaudioside A,

wherein the following expressions (1) and (2) are satisfied:

[( GRA+RA )/( X )]≧0.4  (1)

[( GRA )/( RA )]≧1.0  (2)

wherein GRA represents the weight percentage of the β-1,4-galactosyl rebaudioside A having one to three β-1,4-bonded galactosyl groups in a molecule, RA represents the weight percentage of the rebaudioside A, and X represents the weight percentage of the steviol glucosides; and

at least one of the β-1,4-bonded galactosyl groups is bonded to the 13-G1 glucose residue of rebaudioside A, or is bonded to at least one of the 13-G2 and 13-G3 glucose residues, of rebaudioside A.

2. A sweetener according to claim 1 , wherein the following expressions (3) and (4) are satisfied:

0.95≧[( GRA+RA )/( X )]≧0.5  (3)

10.0≧[( GRA )/( RA )]≧1.1  (4).

3. The sweetener according to claim 1 or 2 , wherein the steviol glucosides further comprise

β-1,4-galactosyl stevioside having one to two β-1,4-bonded galactosyl groups in a molecule and

stevioside,

and the following expression (5) is satisfied:

[( GRA+RA )/( GST+ST )]≧1.0  (5)

wherein GST represents the weight percentage of the β-1,4-galactosyl stevioside having one to two β-1,4-bonded galactosyl groups in a molecule, and ST represents the weight percentage of the stevioside.

4. A sweetener according to claim 1 , wherein the steviol glucosides further comprise

β-1,4-galactosyl stevioside having one to two β-1,4-bonded galactosyl groups in a molecule and

stevioside,

and the following expressions (3), (6) and (7) are satisfied:

0.95≧[( GRA+RA )/( X )]≧0.5  (3)

5.0≧[( GRA )/( RA )]≧1.1  (6)

[( GRA+RA )/( GST+ST )]≧1.5  (7)

wherein GST represents the weight percentage of the β-1,4-galactosyl stevioside having one to two β-1,4-bonded galactosyl groups in a molecule, and ST represents the weight percentage of the stevioside.

5. A sweetener according to claim 1 , wherein the β-1,4-galactosyl rebaudioside A includes two or three β-1,4-bonded galactosyl groups.

6. A sweetener according to claim 1 , wherein the β-1,4-bonded galactosyl groups are a 13-1,4-bonded galactosyl group bonded to a glucose residue bonded at the 13-position of a steviol skeleton of rebaudioside A and a β-1,4-bonded galactosyl group bonded to a glucose residue bonded at the 19-position of a steviol skeleton of rebaudioside A.

7. A process for preparing a sweetener, the process comprising

allowing a β-1,4-galactosyl transferase to react on an aqueous solution containing a Stevia extract containing 40% by weight or more of rebaudioside A and a β-1,4-galactosyl sugar compound in a 5- to 20-fold amount based on the solid content of the Stevia extract, wherein the β-1,4-galactosyl transferase is reacted to provide at least one f3-1,4-bonded galactosyl group which is bonded to the 13-G1 glucose residue of rebaudioside A, or is reacted to provide at least one β-1,4-bonded galactosyl group which is bonded to at least one of the 13-G2 and 13-G3 glucose residues of rebaudioside A.

8. A process for preparing a sweetener according to claim 7 , wherein the solid content of the Stevia extract containing 40% by weight or more of rebaudioside A in the aqueous solution is from 1 to 5% by weight and the β-1,4-galactosyl transferase is used in an amount of 1 to 1000 units based on 1 g of the solid content of the Stevia extract.

9. A process for preparing a sweetener according to claim 7 or 6 , wherein the Stevia extract containing 40% by weight or more of rebaudioside A is a Stevia extract containing rebaudioside A in a 1.5-fold amount or more based on the weight of stevioside.

10. A process for preparing a sweetener according to claim 9 , wherein the β-1,4-galactosyl sugar compound is lactose.

11. A process for preparing a sweetener according to claim 9 , wherein the β-1,4-galactosyl transferase is an enzyme derived from microorganisms of the genus Bacillus.

12. A process for preparing a sweetener according to claim 7 , wherein the sweetener prepared is a sweetener which contains steviol glucosides comprising β-1,4-galactosyl rebaudioside A having one to three β-1,4-bonded galactosyl groups per molecule and rebaudioside A, and the sweetener satisfies the following expressions (1) and (2):

[( GRA+RA )/( X )]≧0.4  (1)

[( GRA )/( RA )]≧1.0  (2)

wherein GRA represents the weight percentage of the β-1,4-galactosyl rebaudioside A having one to three β-1,4-bonded galactosyl groups per molecule, RA represents the weight percentage of the rebaudioside A, and X represents the weight percentage of the steviol glucosides.

13. A process for preparing a sweetener according to claim 7 , wherein the Stevia extract contains 50% by weight or more of rebaudioside A.

14. A process for preparing a sweetener according to claim 7 , wherein the β-1,4-galactosyl transferase is reacted to provide a β-1,4-bonded galactosyl rebaudio side A wherein two or more β-1,4-bonded galactosyl groups are included.

15. A process for preparing a sweetener according to claim 5 , wherein the β-1,4-galactosyl transferase is reacted to provide both groups of: a β-1,4-bonded galactosyl group bonded to a glucose residue bonded at the 13-position of a steviol skeleton of rebaudioside A; and a 13-1,4-bonded galactosyl group bonded to a glucose residue bonded at the 19-position of a steviol skeleton of rebaudioside A.

16. A sweetener which contains steviol glucosides comprising:

at least one of β-1,4-galactosyl rebaudioside A having two to three β-1,4-bonded galactosyl groups in a molecule and

rebaudioside A, wherein the following expressions (1) and (2) are satisfied:

[( GRA+RA )/( X )]≧0.4  (1)

[ GRA )/( RA )]≧1.0  (2)

wherein GRA represents the weight percentage of the β-1,4-galactosyl rebaudioside A having two to three β-1,4-bonded galactosyl groups in a molecule, RA represents the weight percentage of the rebaudioside A, and X represents the weight percentage of the steviol glucosides.

17. A sweetener according to claim 16 , wherein the following expressions (3) and (4) are satisfied:

0.95≧[( GRA+RA )/( X )]≧0.5  (3)

10.0≧[( GRA )/( RA )]≧1.1  (4).

18. The sweetener according to claim 16 , wherein the steviol glucosides further comprise:

β-1,4-galactosyl stevio side having one to two β-1,4-bonded galactosyl groups in a molecule and

stevioside,

and the following expression (5) is satisfied:

[( GRA+RA )/( GST+ST )]≧1.0  (5)

wherein GST represents the weight percentage of the β-1,4-galactosyl stevioside having one to two β-1,4-bonded galactosyl groups in a molecule, and ST represents the weight percentage of the stevioside.

19. A sweetener according to claim 16 , wherein the steviol glucosides further comprise:

β-1,4-galactosyl stevioside having one to two β-1,4-bonded galactosyl groups in a molecule and

stevioside,

and the following expressions (3), (6) and (7) are satisfied:

0.95≧[( GRA+RA )/( X )]≧0.5  (3)

5.0≧[( GRA )/( RA )]≧1.1  (6)

[( GRA+RA )/( GST+ST )]≧1.5  (7)

wherein GST represents the weight percentage of the β-1,4-galactosyl stevioside having one to two β-1,4-bonded galactosyl groups in a molecule, and ST represents the weight percentage of the stevioside.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 27, 2010
From: DIC CORPORATION
To: DIC LIFETEC CO., LTD.
Reel/Frame 024286/0936 →
CHANGE OF NAME Recorded Apr 23, 2010
From: DAINIPPON INK AND CHEMICALS, INC.
To: DIC CORPORATION
Reel/Frame 024278/0568 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 18, 2002
From: KITAZUME, MASATO; KATABAMI, TADASHI
To: DAINIPPON INK AND CHEMICALS, INC.
Reel/Frame 013304/0208 →
Priority Claims (1)
JP 2001-289166 · Sep 21, 2001 · national
Continuity (1)
Related Publication 20030138538A1 · Jul 24, 2003