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Papers In Press, published online ahead of print November 2, 2000
J. Biol. Chem, 10.1074/jbc.M007867200
Submitted on August 28, 2000
Revised on October 30, 2000
Accepted on November 1, 2000
on templates containing N 2-guanine adducts of 1,3-butadiene metabolites
Sealy Center for Molecular Science, University of Texas Medical Branch, Galveston, TX 77555-1071
Corresponding Author: rslloyd{at}utmb.edu
Yeast DNA polymerase 
can replicate through cis-syn cyclobutane pyrimidine dimers and 8-oxoguanine lesions with the same efficiency and accuracy as replication of an undamaged template. Previously, it has been shown that Escherichia coli DNA polymerases I, II and III are incapable of bypassing DNA substrates containing N2r-guanine adducts of stereoisomeric 1,3-butadiene metabolites. Here, we showed that yeast polymerase replicates DNA containing the monoadducts, (S)-butadiene monoepoxide and (S,S)-butadiene diolepoxide N2r-guanines, albeit at an ~ 200 - 300-fold lower efficiency relative to control guanine. Interestingly, nucleotide incorporation opposite the (R)-butadiene monoepoxide and the (R,R)-butadiene diolepoxide N2r-guanines was ~ 10-fold less efficient than opposite their S-stereoisomers. Polymerase preferentially incorporates the correct nucleotide opposite and downstream of all four adducts, except that it shows high misincorporation frequencies for elongation of C paired with (R)-butadiene monoepoxide N2r-guanine. Additionally, polymerase does not bypass the (R,R)- and (S,S)- butadiene diolepoxide N2r-guanine-N2r-guanine intrastrand crosslinks, and replication is completely blocked just prior to the lesion. Collectively, these data suggest that polymerase can tolerate the geometric distortions in DNA conferred by the N2r-guanine butadiene monoadducts, but not the intrastrand crosslinks.
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