The oxidation of norbornane by a reconstituted liver cytochrome P-450 system affords exo- and endo-2-norborneol in a ratio of 3.4:1. The ratio of these products was found to be 0.76:1 when exo,exo,exo,exo-2,3,5,6-tetradueteronorbornane was oxidized. Analysis of the mass spectra of the products from the deuterated hydrocarbon showed that 25% of the exo-norborneol contained four deuterium atoms whereas 9% of the endo-norborneol contained three deuterium atoms. These results, which indicate a very large isotope effect ( kH kD = 11.5±1) and a significant amount of epimerization for the hydroxylation of norbornane by cytochrome P-450, suggest an initial hydrogen abstraction to give a carbon radical intermediate.
|Original language||English (US)|
|Number of pages||7|
|Journal||Biochemical and Biophysical Research Communications|
|State||Published - Mar 15 1978|
All Science Journal Classification (ASJC) codes
- Molecular Biology
- Cell Biology