Abstract
Endonuclease III is a base excision repair enzyme that recognizes oxidized pyrimidine bases including thymine glycol. This enzyme is a glycosylase/AP-lyase and forms a Schiff base-type intermediate with the substrate after the damaged base is removed. To investigate its substrate recognition mechanism by X-ray crystallography, we synthesized oligonucleotides containing 2'-fluorothymidine glycol (1-(2-deoxy-2-fluoro-beta-D-ribofuranosyl)-5,6-dihydro-5,6-dihydroxythymine), expecting that the electron-withdrawing fluorine atom at the 2' position would stabilize the covalent intermediate. Complex formation of the substrate analogs containing each thymine glycol isomer with endonuclease III was analyzed.
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