Biosynthesis of the trichothecene 3-acetyldeoxynivalenol: cell-free hydroxylations of isotrichodermin

Abstract

3-Acetyldeoxynivalenol is the major trichothecene produced by the fungus Fusarium culmorum. Studies in vivo with F. culmorum have established the following biosynthetic precursors of 3-acetyldeoxynivalenol: isotrichool → isotrichodiol → isotrichodermin → 15-deacetylcalonectrin, 7α-hydroxyisotrichodermin, 8α-hydroxyisotrichodermin → calonectrin → deoxynivalenol. In this paper, we describe in vitro investigations of one of these metabolic steps. The cell-free system of F. culmorum that converts isotrichodermin into 15-deacetylcalonectrin, 7α-hydroxyisotrichodermin, and 8α-hydroxyisotrichodermin is described here. This preparation requires NADPH but not NADH for activity and is not inhibited by carbon monoxide, cyanide, or known oxygenase inhibitors, such as SKF-525-A or ancymidol.Key words: trichothecene, Fusarium culmorum, cell-free system, isotrichodermin, 15-deacetylcalonectrin.