US4071405A
Expired / Lapsed
US
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Method of producing sulfur containing L-amino acids
Assignee: Ajinomoto Co Inc
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Filing: 1976-06-15
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Granted: 1978-01-31
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Expires: 1996-06-15
Abstract
Abstract Method for the production of substituted sulfur containing L-amino acids by contacting β- or γ-substituted amino acids in an aqueous medium containing methioninase together with the precursor of the substituent.
Inventors
- 👤 Kenji Soda
- 👤 Hidehiko Tanaka
- 👤 Hidetsugu Nakazawa
- 👤 Koji Mitsugi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 23:12
CPC Classifications
C; C12; C12P; C12P13/00; C12P13/04; C12P13/12; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/842; Y10S435/848; Y10S435/849; Y10S435/874
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
158 words
A method for the production of substituted sulfur-containing L-amino acids in which the sulfur is attached to the β- or γ-carbon atom of the amino acid, which comprises: a. contacting a β- or γ-substituted L-amino acid in an aqueous reaction medium containing methioninase together with a sulfur containing compound to accumulate the substituted sulfur-containing L-amino acid in the medium, and b. recovering the substituted sulfur-containing L-amino acid from the medium, the said β- or γ-substituted L-amino acid being characterized as one which is converted to pyruvic or α-keto butyric acid when held in an aqueous medium with methioninase, the said sulfur-containing compound being characterized as one which contains an active hydrogen atom and at least one unshared electron pair associated with the sulfur atom, the substituted sulfur-containing L-amino acid being characterized as one in which the original β- or γ-substitute is replaced by the entire nucleophilic moiety of the sulfur-containing compound which remains after removal of hydrogen therefrom.
Claim 2
Independent Claim
158 words
A method for the production of substituted sulfur-containing L-amino acids in which the sulfur is attached to the β- or γ-carbon atom of the amino acid, which comprises: a. contacting a β- or γ-substituted L-amino acid in an aqueous reaction medium containing methioninase together with a sulfur containing compound to accumulate the substituted sulfur-containing L-amino acid in the medium, and b. recovering the substituted sulfur-containing L-amino acid from the medium, the said β- or γ-substituted L-amino acid being characterized as one which is converted to pyruvic or α-keto butyric acid when held in an aqueous medium with methioninase, the said sulfur-containing compound being characterized as one which contains an active hydrogen atom and at least one unshared electron pair associated with the sulfur atom, the substituted sulfur-containing L-amino acid being characterized as one in which the original β- or γ-substitute is replaced by the entire nucleophilic moiety of the sulfur-containing compound which remains after removal of hydrogen therefrom.
Claim 3
Dependent Claim
92 words
A method as in claim 1 wherein the β- or γ-substituted L-amino acid is represented by the formula X(CH 2 ) n CH(NH 2 )COOH in which n is 1 or 2 and X is selected from the group consisting of halogen, R 1 O-, R 2 S-, R 2 SO-, R 2 SO 2 -, and HSO 3 wherein R 1 is hydrogen, acyl, alkyl, aryl and aralkyl, and R 2 is hydrogen, alkyl, aryl, aralkyl, HOOC CH(NH 2 )CH 2 S-, and HOOC CH(NH 2 )CH 2 CH 2 S-.
Claim 4
Dependent Claim
11 words
A method as in claim 2, wherein said X is halogen.
Claim 5
Dependent Claim
44 words
A method as in claim 1, wherein said sulfur-containing compound is selected from the group consisting of hydrogen sulfide and disulfide, sulfurous acid; alkyl, alkenyl, aryl and aralkyl mercaptans; alkyl, alkenyl, aryl and aralkyl sulfenic acids and alkyl, alkenyl, aryl and aralkyl sulfinic acids.
Claim 6
Dependent Claim
30 words
A method as in claim 4, wherein said alkyl and alkenyl radicals contain up to six carbon atoms and said aryl and aralkyl radicals contain up to twelve carbon atoms.
Claim 7
Dependent Claim
18 words
A method as in claim 1, wherein said methioninase is produced by a microorganism of the genus Pseudomonas.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-01-30 | 1981-08-01 | 1982-01-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-30 | 1985-08-01 | 1986-01-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-30 | 1989-08-01 | 1990-01-31 | $7700.00 | Window Closed / Lapsed |