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US5508180A Expired / Lapsed US ⏱️ 0.0 years remaining

Biocatalytic oxidation using soybean peroxidase

Assignee: Wiley Organics Inc
•
Filing: 1994-09-16
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Granted: 1996-04-16
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Expires: 2014-09-16
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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 16:18
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.

References Cited (Backward Citations)

US3957424A Cited
US3947324A Cited
US4647952A Cited
US4900671A Cited
JPH0272874A Cited
US5147793A Cited
US5188953A Cited

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