73972-04-0Relevant articles and documents
Biogenesis of Epidithiadiketopiperazines. Synthesis of Three Isomeric (β-Aminoethyl)benzene Oxides
Rastetter, William H.,Nummy, Larry J.
, p. 3149 - 3155 (2007/10/02)
Three isomeric amine-substituted arene oxides have been synthesized to serve as models for the postulated involvement of amino acid derived arene oxides during the biosyntheses of various epidithiadiketopiperazines.No biogenetic-type reactivity was noted for the arene oxides.In all three cases aromatization rather than amine/epoxide cyclization was observed.The failure to duplicate the presumed in vivo reactivity of aminoarene oxides is discussed in terms of possible enzyme-mediated cyclizations in the natural systems.