Radical Pair Generation, Stabilization and Reactivity in B12 Enzyme Catalysis

K. Warncke

Department of Physics, Emory University, Atlanta, GA 30322 USA


The use of highly reactive, electron-deficient radical intermediates to perform biologically-challenging reactions is an emergent theme in enzyme catalysis.  In the family of vitamin B12 coenzyme- (adenosylcobalamin-) dependent enzymes, substrate binding-triggered thermal cleavage of the cobalt-carbon bond of B12 generates low spin (S=1/2) CoII and the 5'-deoxyadenosyl organic radical.  In the proposed minimal mechanism, the deoxyadenosyl radical abstracts a hydrogen atom from the bound substrate to form a substrate radical, which rearranges to a product radical.  Thus, a sequence of different CoII-radical pair states exists during the radical-mediated steps of catalysis.  The structure and dynamics of these states in ethanolamine deaminase from Salmonella typhimurium are revealed by using techniques of X-band continuous-wave and high-resolution pulsed-electron paramagnetic resonance spectroscopy, in combination with specific 2H-, 15N- and 13C-labeled reactants.  We have directly identified, for the first time in any B12 system, a product radical intermediate, and propose the contribution of a "product radical trap" to radical pair yield in Class II B12 enzymes.  Electron spin echo envelope modulation (ESEEM) spectroscopy is used to pinpoint the relative positions of the 5'-carbon deoxyadenosine and the substrate-based unpaired spin. The CoII ligation in catalytically-engaged enzyme is characterized and compared to model cobalamin by using 14N ESEEM.  The results merge to provide insight into the principles of high-yield radical pair generation in vitamin B12 coenzyme-dependent enzymes.