Synthesis of isopenicillin derivatives in the absence of living cells
AssigneeMassachusetts Institute of Technology
InventorsArnold L. Demain, Toshio Konomi, Jack E. Baldwin
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Abstract
Isopenicillin derivatives having antimicrobial properties and a general formula of: ##STR1## where R, R.sub.1, and R.sub.2 are hydrogen, methyl, ethyl, propyl, isopropyl, or halogenated methyl, ethyl, propyl or isopropyl radicals and R.sub.3 is ##STR2## are produced in a cell-free system using an extract from Cephalosporium acremonium. The starting materials for the synthesis consist of tripeptides composed of unsubstituted or .beta.-substituted D-valine, unsubstituted or substituted L cysteine, and L- .alpha.-aminoadipic acid or its analogues. Certain enzymes in the cell-free extract are inactivated so that conversion does not proceed past the isopenicillin stage.
Claims10
A process for producing an isopenicillin derivative which exhibits antimicrobial activity, said process comprising the steps of:
- 1. providing a starting material selected from the group consisting of:
- ##STR18## wherein R, R.sub.1, and R.sub.2 are the same or different and are selected from the group consisting of hydrogen, methyl, ethyl, propyl, and isopropyl and R.sub.3 is ##STR19##
Dependencies are inferred from the claim text.