GB945637A - Process for the production of ª -aminobenzyl penicillin - Google Patents

Process for the production of ª -aminobenzyl penicillin

Info

Publication number
GB945637A
GB945637A GB3567262A GB3567262A GB945637A GB 945637 A GB945637 A GB 945637A GB 3567262 A GB3567262 A GB 3567262A GB 3567262 A GB3567262 A GB 3567262A GB 945637 A GB945637 A GB 945637A
Authority
GB
United Kingdom
Prior art keywords
penicillin
bacteria
aminopenicillanic acid
bacterial cells
splitting
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
GB3567262A
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB945637A publication Critical patent/GB945637A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic 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
    • C07D499/21—Heterocyclic 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 with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
    • C07D499/48—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
    • C07D499/58—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
    • C07D499/64—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms
    • C07D499/68—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms with aromatic rings as additional substituents on the carbon chain

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

a -Aminobenzyl penicillin is produced by cultivating in a nutrient medium under aerobic conditions at an approximately neutral pH, a culture of penicillin-splitting bacteria, separating the bacterial cells from the culture solution and suspending them in an aqueous medium, adding thereto 6-aminopenicillanic acid and a -phenylglycylamide or a -phenyl-glycine ethyl ester, the bacterial cells functioning to link the 6-amino group of the 6-aminopenicillanic acid with the a -aminophenyl-acetyl radical, adjusting the pH to between 4.5 and 8 and incubating the resulting reaction mixture for at least one hour, the penicillin-splitting bacteria being selected from bacteria capable of preferentially attacking the amide bond in the 6-position of a penicillin molecule with the formation of 6-aminopenicillanic acid as evidenced by the ability of the bacteria to inactivate penicillin G by at least 20% within 24 hours to yield a solution in which the inactivated penicillin G can be at least partially reactivated by the addition of phenylacetyl chloride thereto. Examples describe the process utilizing Escherichia coli ATCC 11,105.
GB3567262A 1961-10-07 1962-09-19 Process for the production of ª -aminobenzyl penicillin Expired GB945637A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0035078 1961-10-07

Publications (1)

Publication Number Publication Date
GB945637A true GB945637A (en) 1964-01-02

Family

ID=7095841

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3567262A Expired GB945637A (en) 1961-10-07 1962-09-19 Process for the production of ª -aminobenzyl penicillin

Country Status (4)

Country Link
AT (1) AT243986B (en)
DK (1) DK131428B (en)
GB (1) GB945637A (en)
SE (1) SE362078B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2070135A1 (en) * 1969-10-16 1971-09-10 Kyowa Hakko Kogyo Kk

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5343597B1 (en) * 1970-12-25 1978-11-21
JPS5548797B1 (en) * 1971-04-02 1980-12-08

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2070135A1 (en) * 1969-10-16 1971-09-10 Kyowa Hakko Kogyo Kk

Also Published As

Publication number Publication date
DK131428C (en) 1975-12-01
AT243986B (en) 1965-12-10
SE362078B (en) 1973-11-26
DK131428B (en) 1975-07-14

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