A Phototautomerizable Model DNA Base Pair

摘要: 2-(2‘-Hydroxyphenyl)benzoxazole (HBO) undergoes rapid photoinduced proton transfer from the enol-imine to keto-amine tautomer. When incorporated in duplex DNA opposite an abasic site, HBO appears be a good mimic of natural base pair based on stability, UV and CD spectroscopy, molecular dynamics simulations. In chosen sequence context, exists exclusively as syn-enol tautomer, which is consistent with environment model that dominated by neighboring nucleobases not solvation. The efficiently keto-tautomer, should allow for study tautomerization within DNA.