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US5508180A
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Biocatalytic oxidation using soybean peroxidase
Assignee: Wiley Organics Inc
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Filing: 1994-09-16
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Granted: 1996-04-16
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Expires: 2014-09-16
Abstract
Abstract Biocatalytic oxidative processes wherein oxidizable substrates are reacted in the presence of soybean peroxidase are described. Preferred biocatalytic oxidative reactions include the oxidation of sulfides, O-dealkylation of alkyl aryl ethers, N-dealkylation of aromatic amines, halogenation of halogen-reactive compounds and polymerization of aromatic amines. Examples of such reactions include the oxidation of alkyl aryl sulfides, the O-dealkylation of methoxybenzenes, the N-dealkylation of N,N-dimethyl aromatic amines halogenation of 5,5-dimethyl 1,3-cyclohexane dione, and the polymerization of aniline which can yield an intrinsically conductive polymer (ICP). A solution of substrate is prepared and then contacted with soybean peroxidasein the presence of a peroxide, preferably hydrogen peroxide. The reactions are preferably carried out in the presence of 10 to 100 mM calcium ions.
Inventors
- 👤 Mark A. Johnson
- 👤 Alexander R. Pokora
- 👤 William L. Cyrus, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 18:13
CPC Classifications
C; C12; C12P; C12P13/00; C12P13/001; C12P11/00; C12P13/04; C12P13/22; C12P13/225; C12P7/00; C12P7/02; C12P7/22; C12P7/24; C12P7/26
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
80 words
A method for carrying out a biocatalytic oxidative reaction selected from the group consisting of oxidation of sulfides, O-dealkylation of alkyl aryl ethers, N-dealkylation of aromatic amines, halogenation of halogen-reactive compounds, and polymerization of aromatic amines, which method comprises preparing a solution of a reactive substrate selected from the group consisting of sulfides, alkyl aryl ethers, aromatic amines, and halogen-reactive compounds in an organic or aqueous medium and contacting said solution with soybean peroxidase in the presence of a peroxide.
Claim 2
Independent Claim
80 words
A method for carrying out a biocatalytic oxidative reaction selected from the group consisting of oxidation of sulfides, O-dealkylation of alkyl aryl ethers, N-dealkylation of aromatic amines, halogenation of halogen-reactive compounds, and polymerization of aromatic amines, which method comprises preparing a solution of a reactive substrate selected from the group consisting of sulfides, alkyl aryl ethers, aromatic amines, and halogen-reactive compounds in an organic or aqueous medium and contacting said solution with soybean peroxidase in the presence of a peroxide.
Claim 3
Dependent Claim
11 words
The method of claim 1 wherein said peroxide is hydrogen peroxide.
Claim 4
Dependent Claim
24 words
The method of claim 2 wherein said biocatalytic oxidative reaction is carried out in the presence of about 10 to 100 mM calcium ions.
Claim 5
Dependent Claim
21 words
The method of claim 1 wherein said biocatalytic oxidative reaction is the oxidation of sulfides and the sulfides are aryl sulfides.
Claim 6
Dependent Claim
14 words
The method of claim 4 wherein said alkyl aryl sulfide is methyl p-tolyl sulfide.
Claim 7
Dependent Claim
24 words
The method of claim 1 wherein said biocatalytic oxidative reaction is the O-dealkylation of alkyl aryl ethers and said alkyl aryl ethers are methoxybenzenes.
Claim 8
Dependent Claim
22 words
The method of claim 6 wherein said methoxybenzene is selected from the group consisting of 1,4-dimethoxybenzene, 1,2,3-trimethoxybenzene, 1,3,5-trimethoxybenzene, 1,2,4,5-tetramethoxybenzene, and mixtures thereof.
Claim 9
Dependent Claim
24 words
The method of claim 1 wherein said biocatalytic oxidative reaction is the N-dealkylation of aromatic amines and said aromatic amines are N,N-dimethyl aromatic amines.
Claim 10
Dependent Claim
15 words
The method of claim 8 wherein said N,N-dimethyl aromatic amine is N,N-dimethyl-anthranilic acid methyl ester.
Claim 11
Dependent Claim
16 words
The method of claim 1 wherein said biocatalytic oxidative reaction is the polymerization of aromatic amines.
Claim 12
Dependent Claim
12 words
The method of claim 10 wherein said aromatic amine is 4-ethyl aniline.
Claim 13
Dependent Claim
11 words
The method of claim 10 wherein said aromatic amine is aniline.
Claim 14
Dependent Claim
15 words
The method of claim 10 wherein said polymerization results in an intrinsically conductive polymer (ICP).
Claim 15
Dependent Claim
21 words
The method of claim 10 wherein said aromatic amine is aniline and said polymerization results in an intrinsically conductive polymer (ICP).
Claim 16
Dependent Claim
18 words
The method of claim 1 wherein said biocatalytic oxidative reaction is the oxidative halogenation of a halogen-reactive compound.
Claim 17
Dependent Claim
13 words
The method of claim 15 wherein said halogen-reactive compound is 5,5-dimethyl 1,3-cyclohexane dione.
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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) | 1999-04-16 | 1999-10-16 | 2000-04-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-04-16 | 2003-10-16 | 2004-04-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-04-16 | 2007-10-16 | 2008-04-16 | $7700.00 | Window Closed / Lapsed |