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US4351902A
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Production of 2-keto-D-gluconic acid and hydrogen peroxide
Assignee: Novartis Vaccines and Diagnostics Inc
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Filing: 1980-06-16
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Granted: 1982-09-28
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Expires: 2000-06-16
Abstract
Abstract A process is described which is useful as a co-process in combination with a process which employs hydrogen peroxide. The process of the invention provides a source of hydrogen peroxide along with a useful co-product, that co-product being 2-keto-D-gluconic acid or products derived therefrom. One of the first and second carbons of D-glucose is oxidized enzymatically to produce hydrogen peroxide and an intermediate product. The other of the first and second carbons of the intermediate product is then oxidized enzymatically to produce hydrogen peroxide and 2-keto-D-gluconic acid. In one form of the invention, the intermediate product is D-glucosone; the final product is 2-keto-D-gluconic acid. In the other form of the invention, the intermediate product is D-glucono- delta -lactone; the final product is a mixture of 2-keto-D-gluconic acid and D-isoascorbic acid.
Inventors
- 👤 Saul L. Neidleman
- 👤 William F. Amon, Jr.
- 👤 John Geigert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 04:57
CPC Classifications
C; C12; C12N; C12N9/00; C12N9/0004; C12N9/0065; C07; C07D; C07D307/00; C07D307/02; C07D307/34; C07D307/56; C07D307/62; C07H; C07H7/00; C07H7/02; C07H7/027; C12N9/0006; C12P; C12P17/00; C12P17/02; C12P17/06; C12P19/00; C12P19/02; C12P3/00; C12P7/00; C12P7/02; C12P7/04; C12P7/40; C12P7/58
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
104 words
A process for producing hydrogen peroxide and 2-keto-D-gluconic acid, comprising, reacting D-glucose in aqueous solution with oxygen and a first enzyme selected from the group consisting of pyranose-2-oxidase, glucose-2-oxidase, and glucose-1-oxidase to catalize oxidation of one of the first and second carbons of the D-glucose and produce an intermediate product comprising D-glucosone or D-glucono-δ-lactone, reacting the intermediate product in aqueous solution with oxygen and a second enzyme selected from the group consisting of pyranose-2-oxidase and glucose-1-oxidase to catalyze oxidation of the other of the first and second carbons of the intermediate product and produce hydrogen peroxide and 2-keto-D-gluconic acid, and recovering the 2-keto-D-gluconic acid.
Claim 2
Dependent Claim
104 words
A process for producing hydrogen peroxide and 2-keto-D-gluconic acid, comprising, reacting D-glucose in aqueous solution with oxygen and a first enzyme selected from the group consisting of pyranose-2-oxidase, glucose-2-oxidase, and glucose-1-oxidase to catalize oxidation of one of the first and second carbons of the D-glucose and produce an intermediate product comprising D-glucosone or D-glucono-δ-lactone, reacting the intermediate product in aqueous solution with oxygen and a second enzyme selected from the group consisting of pyranose-2-oxidase and glucose-1-oxidase to catalyze oxidation of the other of the first and second carbons of the intermediate product and produce hydrogen peroxide and 2-keto-D-gluconic acid, and recovering the 2-keto-D-gluconic acid.
Claim 3
Dependent Claim
14 words
The process of claim 1 wherein D-isoascorbic acid is co-produced with the 2-keto-D-gluconic acid.
Claim 4
Dependent Claim
12 words
The process of claim 1 wherein the intermediate product formed is D-glucosone.
Claim 5
Dependent Claim
22 words
The process of claim 3 wherein the D-glucosone is formed using an enzyme selected from the group consisting of glucose-2-oxidase and pyranose-2oxidase.
Claim 6
Dependent Claim
17 words
The process of claim 3 wherein the D-glucosone is oxidized to 2-keto-D-gluconic acid using the enzyme glucose-1-oxidase.
Claim 7
Dependent Claim
12 words
The process of claim 1 wherein the intermediate product formed is D-glucono-δ-lactone.
Claim 8
Dependent Claim
14 words
The process of claim 6 wherein the D-glucono-δ-lactone is formed using the enzyme glucose-1-oxidase.
Claim 9
Dependent Claim
23 words
The process of claim 6 wherein the D-glucono-δ-lactone is oxidized to 2-keto-D-gluconic acid using the enzyme pyranose-2-oxidase resulting in co-production of D-isoascorbic acid.
Claim 10
Dependent Claim
76 words
A new process for producing hydrogen peroxide and 2-keto-D-gluconic acid, comprising, reacting D-glucose in aqueous solution with oxygen and a first enzyme selected from the group consisting of pyranose-2-oxidase and glucose-2-oxidase to catalize oxidation of the second carbon of the D-glucose and produce D-glucosone, reacting the D-glucosone in aqueous solution with oxygen and glucose-1-oxidase to catalyze oxidation of the first carbon of the D-glucosone and produce hydrogen peroxide and 2-keto-D-gluconic acid, and recovering the 2-keto-D-gluconic acid.
Claim 11
Dependent Claim
76 words
A new process for producing hydrogen peroxide and 2-keto-D-gluconic acid, comprising, reacting D-glucose in aqueous solution with oxygen and a first enzyme selected from the group consisting of pyranose-2-oxidase and glucose-2-oxidase to catalize oxidation of the second carbon of the D-glucose and produce D-glucosone, reacting the D-glucosone in aqueous solution with oxygen and glucose-1-oxidase to catalyze oxidation of the first carbon of the D-glucosone and produce hydrogen peroxide and 2-keto-D-gluconic acid, and recovering the 2-keto-D-gluconic acid.
Claim 12
Dependent Claim
66 words
A process for producing hydrogen peroxide and 2-keto-D-gluconic acid, comprising, reacting D-glucose in aqueous solution with oxygen and glucose-1-oxidase to catalize oxidation of the first carbon of the D-glucose and produce D-glucono-δ-lactone, reacting the D-glucono-δ-lactone in aqueous solution with oxygen and pyranose-2-oxidase to catalyze oxidation of the second carbon of the D-glucono-δ-lactone and produce hydrogen peroxide, 2-keto-D-gluconic acid, and D-isoascorbic acid, and recovering the 2-keto-D-gluconic acid.
Claim 13
Dependent Claim
66 words
A process for producing hydrogen peroxide and 2-keto-D-gluconic acid, comprising, reacting D-glucose in aqueous solution with oxygen and glucose-1-oxidase to catalize oxidation of the first carbon of the D-glucose and produce D-glucono-δ-lactone, reacting the D-glucono-δ-lactone in aqueous solution with oxygen and pyranose-2-oxidase to catalyze oxidation of the second carbon of the D-glucono-δ-lactone and produce hydrogen peroxide, 2-keto-D-gluconic acid, and D-isoascorbic acid, and recovering the 2-keto-D-gluconic acid.
References Cited (Backward Citations)
US3282795A
Cited
US4247641A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-09-27 | 1986-03-29 | 1986-09-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-09-27 | 1990-03-29 | 1990-09-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-09-27 | 1994-03-29 | 1994-09-28 | $7700.00 | Window Closed / Lapsed |