STEPWISE HYDROGEN REMOVAL IN THE ENZYMATIC RING EXPANSION OF PENICILLIN-N TO DEACETOXYCEPHALOSPORIN-C

STEPWISE HYDROGEN REMOVAL IN THE ENZYMATIC RING EXPANSION OF PENICILLIN-N TO DEACETOXYCEPHALOSPORIN-C

Reaction of a 1:1 mixture of penicillin N and 2,2-bis(trideuteriomethyl) penicillin N with partially purified deacetoxy-cephalosporin C/deacetylcephalosporin C synthetase from Cephalosporium acremonium CO 728 resulted in preferential conversion of the protiated substrate, whereas in similar experime...

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Bibliographische Detailangaben
Hauptverfasser: Baldwin, J, Adlington, R, Aplin, R, Crouch, N, Schofield, C, Ting, H
Format: Journal article
Sprache:English
Veröffentlicht: 1987
Beschreibung
Zusammenfassung:Reaction of a 1:1 mixture of penicillin N and 2,2-bis(trideuteriomethyl) penicillin N with partially purified deacetoxy-cephalosporin C/deacetylcephalosporin C synthetase from Cephalosporium acremonium CO 728 resulted in preferential conversion of the protiated substrate, whereas in similar experiments with a 1:1 mixture of penicillin N and 3-deuteriopenicillin N both substrates were converted at the same rate; these results accord with a stepwise process for hydrogen removal during the ring expansion in which the methyl hydrogen is first removed.

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