PMP–diketopiperazine adducts form at the active site of a PLP dependent enzyme involved in formycin biosynthesis?

Chemical Communications Pub Date: 2019-11-15 DOI: 10.1039/C9CC06975E

Abstract

ForI is a PLP-dependent enzyme from the biosynthetic pathway of the C-nucleoside antibiotic formycin. Cycloserine is thought to inhibit PLP-dependent enzymes by irreversibly forming a PMP–isoxazole. We now report that ForI forms novel PMP–diketopiperazine derivatives following incubation with both D and L cycloserine. This unexpected result suggests chemical diversity in the chemistry of cycloserine inhibition.

Graphical abstract: PMP–diketopiperazine adducts form at the active site of a PLP dependent enzyme involved in formycin biosynthesis
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