TABLE 4

Kinetic deuterium isotope effects on the cytochrome P450-mediated oxidation of deuterated pulegones to an E-allylic alcohol and menthofuran a Graphic

Substrates
R1
R2
(kH/kD)obsb
E-Allylic alcohol
Menthofuran
Pulegone-d3 CD3 CH3 1.18 ± 0.12 1.22 ± 0.10
Pulegone-d6 CD3 CD3 1.94 ± 0.09 1.89 ± 0.06
Pulegone-d4
CD2H
CD2H
7.69 ± 0.80
7.72 ± 0.74

  • ↵ a The relative amounts of hydrogen and deuterium in the products are dependent on the substrate used

  • ↵ b Values are means ± S.D. (N = 5)