US3887432A
Expired / Lapsed
US
⏱️ 0.0 years remaining
6-Aminopenicillanic acid preparation
Assignee: Beecham Group PLC
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Filing: 1973-11-14
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Granted: 1975-06-03
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Expires: 1993-11-14
Abstract
Abstract 6-Aminopenicillanic acid is prepared by enzymatic degradation of benzylpenicillin or of phenoxymethylpenicillin at pH 6.0-9.0 using a novel water-soluble enzyme complex derived from a penicillin deacylase enzyme bonded to a water-soluble polymeric material, the formed 6-aminopenicillanic acid being separated from the complex by an ultrafiltration technique, the said complex being recycled for re-use and the formed 6aminopenicillanic acid being recovered. Preferably the complex is formed from a maleic acid copolymer or a modified polysaccharide, especially from a sucrose-epichlorhydrin copolymer.
Inventors
- 👤 Michael Anthony Cawthorne
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 18:01
CPC Classifications
C; C07; C07D; C07D499/00; C07D499/21; C07D499/42; Y; Y10; Y10S; Y10S435/00; Y10S435/813
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
91 words
A PROCESS FOR THE PREPARATION OF 6-AMINOPENICILLANIC ACID WHICH CONSISTS ESSENTIALLY IN: A. CONTACTING, IN AQUEOUS SOLUTION AT A PH WITHIN THE RANGE 6.0 TO 9.0, BENZYLPENICILLIN OR PHENOXYMETHYLPENICILLIN OR A SALT THEREOF WITH A WATER-SOLUBLE ENZYME COMPLEX CONSISTING OF PENICILLIN DEACYLASE ENZYME BONDED TO A SUCROSE-EPICHLORHYDRIN COPOLYMER; B. SEPARATING THE SAID ENZYME COMPLEX FROM THE AQUEOUS REACTION MIXTURE IN AN ULTRAFILTRATION UNIT; C. RECOVERING THE FORMED 6-AMINOPENICILLANIC ACID; AND D. RE-USING THE SEPARATED AQUEOUS SOLUTION OF THE SAID ENZYME COMPLEX BY CONTACTING IT WITH A FURTHER QUANTITY OF THE PENICILLIN.
Claim 2
Dependent Claim
91 words
A PROCESS FOR THE PREPARATION OF 6-AMINOPENICILLANIC ACID WHICH CONSISTS ESSENTIALLY IN: A. CONTACTING, IN AQUEOUS SOLUTION AT A PH WITHIN THE RANGE 6.0 TO 9.0, BENZYLPENICILLIN OR PHENOXYMETHYLPENICILLIN OR A SALT THEREOF WITH A WATER-SOLUBLE ENZYME COMPLEX CONSISTING OF PENICILLIN DEACYLASE ENZYME BONDED TO A SUCROSE-EPICHLORHYDRIN COPOLYMER; B. SEPARATING THE SAID ENZYME COMPLEX FROM THE AQUEOUS REACTION MIXTURE IN AN ULTRAFILTRATION UNIT; C. RECOVERING THE FORMED 6-AMINOPENICILLANIC ACID; AND D. RE-USING THE SEPARATED AQUEOUS SOLUTION OF THE SAID ENZYME COMPLEX BY CONTACTING IT WITH A FURTHER QUANTITY OF THE PENICILLIN.
Claim 3
Dependent Claim
91 words
A process for the preparation of 6-aminopenicillanic acid which consists essentially in: a. contacting, in aqueous solution at a pH within the range 6.0 to 9.0, benzylpenicillin or phenoxymethylpenicillin or a salt thereof with a water-soluble enzyme complex consisting of penicillin deacylase enzyme bonded to a sucrose-epichlorhydrin copolymer; b. separating the said enzyme complex from the aqueous reaction mixture in an ultrafiltration unit; c. recovering the formed 6-aminopenicillanic acid; and d. re-using the separated aqueous solution of the said enzyme complex by contacting it with a further quantity of the penicillin.
Claim 4
Dependent Claim
91 words
A process for the preparation of 6-aminopenicillanic acid which consists essentially in: a. contacting, in aqueous solution at a pH within the range 6.0 to 9.0, benzylpenicillin or phenoxymethylpenicillin or a salt thereof with a water-soluble enzyme complex consisting of penicillin deacylase enzyme bonded to a sucrose-epichlorhydrin copolymer; b. separating the said enzyme complex from the aqueous reaction mixture in an ultrafiltration unit; c. recovering the formed 6-aminopenicillanic acid; and d. re-using the separated aqueous solution of the said enzyme complex by contacting it with a further quantity of the penicillin.
Claim 5
Dependent Claim
64 words
A process for the preparation of 6-aminopenicillanic acid according to claim 1 which is operated in a continuous manner wherein the reaction mixture from step (a) is withdrawn from a reactor vessel to the said ultrafiltration unit at approximately the same rate as unreacted penicillin is added thereto and wherein the retentate solution from the ultrafiltration unit is recycled to the said reactor vessel.
Claim 6
Dependent Claim
61 words
A continuous process for the preparation of 6-aminopenicillanic acid according to claim 2, wherein the permEate solution from the said ultrafiltration unit is fed to a second reactor vessel and thence to a second ultrafiltration unit, the retentate solution from which is recycled to the said second reactor vessel and wherein 6-aminopenicillanic acid is recovered from the said second ultrafiltration unit.
Claim 7
Dependent Claim
59 words
A process according to claim 3, wherein a solution of benzylpenicillin of about 7% w/v is employed and the average residence times of the reaction mixture in the two said reactor vessels are arranged to be about 3 hours and 1 hour respectively and wherein the retentate solution from the said second ultrafiltration unit contains substantially no unreacted penicillin.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-06-02 | 1978-12-02 | 1979-06-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-06-02 | 1982-12-02 | 1983-06-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-06-02 | 1986-12-02 | 1987-06-03 | $7700.00 | Window Closed / Lapsed |