GB1212551A - Penicillins - Google Patents

Penicillins

Info

Publication number
GB1212551A
GB1212551A GB01530/68A GB1153068A GB1212551A GB 1212551 A GB1212551 A GB 1212551A GB 01530/68 A GB01530/68 A GB 01530/68A GB 1153068 A GB1153068 A GB 1153068A GB 1212551 A GB1212551 A GB 1212551A
Authority
GB
United Kingdom
Prior art keywords
penicillin
apa
solvent
micro
hydrolysis
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB01530/68A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Glaxochem SpA
Original Assignee
Ankerfarm SpA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ankerfarm SpA filed Critical Ankerfarm SpA
Publication of GB1212551A publication Critical patent/GB1212551A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J47/00Ion-exchange processes in general; Apparatus therefor
    • B01J47/014Ion-exchange processes in general; Apparatus therefor in which the adsorbent properties of the ion-exchanger are involved, e.g. recovery of proteins or other high-molecular compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

1,212,551. Penicillins. ANKERFARM S.p.A. 8 March, 1968 [8 March, 1967], No. 11530/68. Heading C2A. A semi-synthetic penicillin is produced by the acylatiqn of 6 - aminopenicillanic acid adsorbed on an anion exchange resin e.g. Amberlite (Registered Trade Mark) IRA-401. The 6-APA is obtained by the enzymatic hydrolysis of a penicillin such as benzyl penicillin. Preferably the penicillin acylase is derived from a micro-organism resistant to high concentrations of the acyl moiety of the starting penicillin, e.g. phenylacetic acid or phenoxyacetic acid. Thus, in the case of benzylpenicillin, the micro-organism may be a mutant of E. coli Ankerfarm Sp. 27/14 (CBS 128À67) cultured serially on media containing increasing concentrations of phenylacetic acid or phenoxyacetic acid. The hydrolysis of the penicillin may be carried out with cultures or enzyme extracts of the micro-organisms. After hydrolysis, impurities may be removed by extraction with a water-immiscible solvent, e.g. ether, and the aqueous phase containing the 6- APA treated with the resin at pH 6À0. The 6-APA resinate is separated from the solvent, washed to remove impurities and then suspended in water of pH 7 to 9 containing sodium chloride. The acylating agent is used as the chloride or anhydride, which is dissolved in a watermiscible solvent such as acetone and added to the aqueous suspension of 6-APA resinate at e.g. 0‹ C. After acidifying to e.g. pH 2À0, the result ant penicillin may be extracted with a waterimmiscible solvent e.g. ethyl acetate. The penicillin may be recovered as a salt by extracting the organic solution thereof with an aqueous solution of a base, e.g. sodium bicarbonate solution.
GB01530/68A 1967-03-08 1968-03-08 Penicillins Expired GB1212551A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT1345267 1967-03-08

Publications (1)

Publication Number Publication Date
GB1212551A true GB1212551A (en) 1970-11-18

Family

ID=11144455

Family Applications (1)

Application Number Title Priority Date Filing Date
GB01530/68A Expired GB1212551A (en) 1967-03-08 1968-03-08 Penicillins

Country Status (6)

Country Link
AT (1) AT284336B (en)
CH (1) CH529787A (en)
DE (1) DE1670024A1 (en)
ES (1) ES340130A1 (en)
GB (1) GB1212551A (en)
NL (1) NL6705787A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4113941A (en) 1975-06-26 1978-09-12 Bayer Aktiengesellschaft Process for purifying products obtained from enzymatic cleavage of beta-lactam antibiotics
EP0012395A1 (en) * 1978-12-07 1980-06-25 Mitsubishi Kasei Corporation Method for synthesis of penicillin
WO1997035029A1 (en) * 1996-03-15 1997-09-25 Antibioticos, S.A. Alternative process for producing 6-amino-penicillanic acid (6-apa)
ES2105988A1 (en) * 1996-03-15 1997-10-16 Antibioticos Sa Process for purifying 7-substituted-amino-desacetoxy-cephalosporines through the use of filtration membranes

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4113941A (en) 1975-06-26 1978-09-12 Bayer Aktiengesellschaft Process for purifying products obtained from enzymatic cleavage of beta-lactam antibiotics
EP0012395A1 (en) * 1978-12-07 1980-06-25 Mitsubishi Kasei Corporation Method for synthesis of penicillin
WO1997035029A1 (en) * 1996-03-15 1997-09-25 Antibioticos, S.A. Alternative process for producing 6-amino-penicillanic acid (6-apa)
ES2105988A1 (en) * 1996-03-15 1997-10-16 Antibioticos Sa Process for purifying 7-substituted-amino-desacetoxy-cephalosporines through the use of filtration membranes
US6110699A (en) * 1996-03-15 2000-08-29 Antibioticos, S.A. Process for producing 6-amino-penicillanic acid and phenylacetic acid

Also Published As

Publication number Publication date
CH529787A (en) 1972-10-31
NL6705787A (en) 1968-09-09
DE1670024A1 (en) 1971-02-25
ES340130A1 (en) 1968-08-16
AT284336B (en) 1970-09-10

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees