The effect of compounds related to penicillin G biosynthesis on the in vitro formation and bioassay of isopenicillin N
1993
Meersschaert, B.D. (Catholic Polytechnic West-Flanders, Oostende (Belgium). Lab. for Biochemistry and Microbiology) | Alvarez-Ruiz, E. | Martin, J.F.
L-cysteine, L-cystenyl-L-valine and L-cysteinyl-D-valine showed an apparent inhibition of the isopenicillin N synthase that was due to inactivation of isopenicillin N during bioassay. In contrast to their phenylacetylated analogs (prepared by a new chemical synthesis procedure), these aminothiols caused a concentration and pH-dependent hydrolysis of the beta-lactam ring. Other compounds related to the biosynthetic pathway of the penicillins, such as alpha-aminoadipic acid, phenylacetic acid, L-valine, isopenicillin N, penicillin G, 6-aminopenicillanic acid and their corresponding penicilloic acids did not show any effect on the isopenicillin N synthase of Penicillium chrysogenum.
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