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Published July 11, 1994 | Published
Journal Article Open

Sequence specificity of the non-natural pyrido[2,3-d]pyrimidine nucleoside in triple helix formation

Abstract

The non-natural pyrido[2,3-d]pyrimidine nucleoside F, which pairs preferentially with guanine (G) and adenine (A) within double-helical DNA, recognizes with high selectivity AT base pairs within triple-helical complexes. These observations suggest that F may exist in different tautomeric forms within double-helical and triple-helical complexes. Analysis of the base stacking properties of this extended ring system using two oligodeoxyribonucleotides containing terminal thymines and/or pyrido[2,3-d]pyrimidines bound to adjacent sites showed a decrease in free energy of binding in a triple-helical complex in the order (5′ – 3′) TT > FT > TF > FF.

Additional Information

© 1994 Oxford University Press. Received March 4, 1994; Revised and Accepted May 17, 1994. Plasmids pPG1133 and pMD5152 were obtained from Justine Garvey. We are thankful for the support from the Office of Naval Research and for a postdoctoral fellowship from the Swiss National Science Foundation to A.B.S.

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