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

Andrea B. Staubli | Zendy; Peter B. Dervan | Zendy

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

Author(s) -

Andrea B. Staubli,

Peter B. Dervan

Publication year - 1994

Publication title -

nucleic acids research

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 9.008

H-Index - 537

eISSN - 1362-4954

pISSN - 0305-1048

DOI - 10.1093/nar/22.13.2637

Subject(s) - triple helix , pyrimidine , biology , guanine , stereochemistry , tautomer , dna , stacking , base pair , nucleoside , cytosine , helix (gastropod) , sequence (biology) , nucleotide , biochemistry , gene , genetics , chemistry , ecology , organic chemistry , snail

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.

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