Biochemistry, Biophysics and Molecular Biology
Journal or Book Title
Bacteria have evolved gibberellin phytohormone biosynthesis independently of plants and fungi. Through 13C-labeling and NMR analysis, the mechanistically unusual “B” ring contraction catalyzed by a cytochrome P450 (CYP114), which is the committed step in gibberellin biosynthesis, was shown to occur via oxidative extrusion of carbon-7 from ent-kaurenoic acid in bacteria. This is identical to the convergently evolved chemical transformation in plants and fungi, suggesting a common semipinacol rearrangement mechanism potentially guided by carbon-4α carboxylate proximity.
American Chemical Society
Nett, Ryan S.; Dickschat, Jeroen S.; and Peters, Reuben J., "Labeling Studies Clarify the Committed Step in Bacterial Gibberellin Biosynthesis" (2016). Biochemistry, Biophysics and Molecular Biology Publications. 96.