Figure 1.
FIG. 1. Resonance forms of TNT. Panel A, structure of TNT
as the resonance hybrid of several canonical forms, illustrating
the enhancement in the electrophilicity of C3 and C5, the site
of hydride ion addition. Panel B, reduction of TNT by PETN
reductase to form the Meisenheimer-hydride complex.
The above figure is reprinted
by permission from the ASBMB:
J Biol Chem
(2004,
279,
30563-30572)
copyright 2004.