W0238
Synchrotron Radiation Damage Cleaves the Thioester Bond In
HMG-Coa, Mimicing the First Hydride Transfer from NADH to form the Proposed
Aldehyde Reaction Intermediate. Chandra J. Duncan, John W. Burgner II,
Calvin N. Steussy, Jeff Watson, Timothy J. Schmidt, Cynthia V. Stauffacher,
Dept. of Biology, Purdue Univ., Lilly Hall, State St., West Lafayette, IN 47907
USA.
The (S)-HMG-CoA reductase (HMGR) from Pseudomonas mevalonii
catalyzes the four electron reduction of (S)-HMG-CoA to (R)-mevalonate using
NAD(P)H as the reductant. In this report, we consider the structure of a binary
complex of enzyme and (S)-HMG-CoA at a resolution of 2.1Å The X-ray data
for this study was obtained from two different synchrotron beam lines. In
determining the structure of this this complex, we have noted progressive
specific radiation damage at two locations in the structure of the complex. The
S-S bond of an intermolecular cystine seems to be cleaved with increased
exposure. In addition, the thioester bond of the bound HMG-CoA is also cleaved
during the course of data collection. The product of this cleavage clearly
involves formation of C=O and is likely to be mevaldehyde, which is an
intermediate in the four electron reduction. We assume that a solvated electron
reacts with the thioester forming a radical which, in turn, undergoes homolytic
cleavage to form CoA and mevaldehyde. The thiohemiacetal, formed from the
aldehyde and the CoA, might be expected to be a product here; however, the S-H
of the CoA rotates away from the C=O of the aldehyde.