Table 3

Experimentally measured energy differences in activation energies for aromatic and aliphatic P450 oxidation reactions

CompoundReferenceRegioselectivity PositionsMeasured3-aPredicted3-b
Ethylbenzene White et al., 1986 Aromatic (para)/benzylic−4.1−3.2
Toluene Hanzlik et al., 1984 Aromatic (meta)/benzylic−2.3−1.9
p-Xylene Iyer et al., 1997 Aromatic (ortho)/benzylic−2.2−2.3
o-Xylene Iyer et al., 1997 Aromatic (para)/benzylic−1.5−1.8
Anisole Hanzlik et al., 1984 Aromatic (meta)/O-demethylation−0.9−0.6
Toluene Hanzlik et al., 1984 Aromatic (ortho)/benzylic−0.9−1.7
Toluene Hanzlik et al., 1984 Aromatic (para)/benzylic−0.6−1.4
2-Methylanisole Higgins et al., 2001 Aromatic (para)/O-demethylation0.170.5
Anisole Hanzlik et al., 1984 Aromatic (ortho)/O-demethylation0.250.7
Anisole Hanzlik et al., 1984 Aromatic (para)/O-demethylation1.020.8
• 3-a  The energy difference in kcal/mol as determined by taking the ln of the measured ratios and multiplying by 0.616, as described under Materials and Methods.

• 3-b  The energy difference between the predicted activation energy for aromatic addition based on Eq. 3 and the predicted activation energy for hydrogen atom abstractions based on Eq. 2.