Fig. 4. B3LYP-D3BJ/6-311+g(2d,2p)//B3LYP/6-31g(d,p) optimized geometries corresponding to the different steps of the BmEH mechanism of action for the (S)-p-NSO substrate oriented towards region 1 for the attack at the benzylic position (C1): (A) epoxide ring opening (TS1-S-C1-r1), (B) alkyl-enzyme intermediate (Int1-S-C1-r1), (C) hydrolysis of the alkyl-enzyme intermediate (TS2-S-C1-r1), (D) tetrahedral intermediate (Int2-S-C1-r1), (E) dissociation of tetrahedral (TS3-S-C1-r1) and (F) product complex (Prod-S-C1-r1). All distances are in Å. Active site pocket residues are shown as transparent sticks and spheres and non-polar hydrogen atoms are omitted for clarity. Atoms in black spheres and asterisks are kept fixed.
