Penicillin amidase-catalysed preparative synthesis of cephem - 7- (2-benzoxazolon-3-yl-acetamido)-desacetoxycephalosporanic acid using a non-specific polyethyleneglycol-modified acyl donor |
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Authors: | Z. Mincheva N. Stambolieva K. Petrova B. Galunsky |
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Affiliation: | (1) Department of Chemistry, Sofia University, 1126 Sofia, Bulgaria;(2) Institute of Organic Chemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria |
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Abstract: | Summary Penicillin amidase (EC 3.5.1.11) catalysed the synthesis of cephem 7-(2-benzoxazolon-3-yl-acetamido)-desacetoxycephalosporanic acid by a kinetically controlled transfer of the non-specific 2-benzoxazolon-3-yl-acetyl moiety from its polyethyleneglycol ester (m.w. 400, nine monomeric units) to the nucleophile 7-aminodesacetoxycephalosporanic acid. Penicillin amidase from E.Coli immobilised in polyacrylamide gel was used as biocatalyst. A high degree of nucleophile conversion (98 %) into the corresponding cephem at biotechnologically relevant concentrations (50 mM) was achieved. |
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