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Literature DB >> 8041626

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.

Entities: Chemical

Mesh：

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Year: 1994 PMID： 8041626 PMCID： PMC308221 DOI： 10.1093/nar/22.13.2637

Source DB: PubMed Journal: Nucleic Acids Res ISSN： 0305-1048 Impact factor: 16.971

20 in total

1. NMR studies of triple-strand formation from the homopurine-homopyrimidine deoxyribonucleotides d(GA)4 and d(TC)4.

Authors: P Rajagopal; J Feigon
Journal: Biochemistry Date: 1989-09-19 Impact factor: 3.162

2. Site-specific oligonucleotide binding represses transcription of the human c-myc gene in vitro.

Authors: M Cooney; G Czernuszewicz; E H Postel; S J Flint; M E Hogan
Journal: Science Date: 1988-07-22 Impact factor: 47.728

3. Base stacking and molecular polarizability: effect of a methyl group in the 5-position of pyrimidines.

Authors: L C Sowers; B R Shaw; W D Sedwick
Journal: Biochem Biophys Res Commun Date: 1987-10-29 Impact factor: 3.575

4. Sequence-specific cleavage of double helical DNA by triple helix formation.

Authors: H E Moser; P B Dervan
Journal: Science Date: 1987-10-30 Impact factor: 47.728

5. Recognition of thymine adenine.base pairs by guanine in a pyrimidine triple helix motif.

Authors: L C Griffin; P B Dervan
Journal: Science Date: 1989-09-01 Impact factor: 47.728

6. Synthesis and hybridization of dodecadeoxyribonucleotides containing a fluorescent pyridopyrimidine deoxynucleoside.

Authors: H Inoue; A Imura; E Ohtsuka
Journal: Nucleic Acids Res Date: 1985-10-11 Impact factor: 16.971

7. Sequence-specific recognition, photocrosslinking and cleavage of the DNA double helix by an oligo-[alpha]-thymidylate covalently linked to an azidoproflavine derivative.

Authors: T Le Doan; L Perrouault; D Praseuth; N Habhoub; J L Decout; N T Thuong; J Lhomme; C Hélène
Journal: Nucleic Acids Res Date: 1987-10-12 Impact factor: 16.971

8. Polymer support oligonucleotide synthesis XVIII: use of beta-cyanoethyl-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product.

Authors: N D Sinha; J Biernat; J McManus; H Köster
Journal: Nucleic Acids Res Date: 1984-06-11 Impact factor: 16.971

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

1. NMR studies of triple-strand formation from the homopurine-homopyrimidine deoxyribonucleotides d(GA)4 and d(TC)4.

2. Site-specific oligonucleotide binding represses transcription of the human c-myc gene in vitro.

3. Base stacking and molecular polarizability: effect of a methyl group in the 5-position of pyrimidines.

4. Sequence-specific cleavage of double helical DNA by triple helix formation.

5. Recognition of thymine adenine.base pairs by guanine in a pyrimidine triple helix motif.

6. Synthesis and hybridization of dodecadeoxyribonucleotides containing a fluorescent pyridopyrimidine deoxynucleoside.

7. Sequence-specific recognition, photocrosslinking and cleavage of the DNA double helix by an oligo-[alpha]-thymidylate covalently linked to an azidoproflavine derivative.

8. Polymer support oligonucleotide synthesis XVIII: use of beta-cyanoethyl-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product.

9. Specific recognition of CG base pairs by 2-deoxynebularine within the purine.purine.pyrimidine triple-helix motif.

10. Sequence-specific cleavage of single-stranded DNA: oligodeoxynucleotide-EDTA X Fe(II).

1. Quinazoline-2,4(1H,3H)-dione as a substitute for thymine in triple-helix forming oligonucleotides: a reassessment.

2. Four base recognition by triplex-forming oligonucleotides at physiological pH.