SpringerProtocols: Abstract: Base-Modified Oligonucleotides With Increased Duplex Stability: Pyrazolo[3,4-d] Pyrimidines Replacing Purines

Base-Modified Oligonucleotides With Increased Duplex Stability: Pyrazolo[3,4-d] Pyrimidines Replacing Purines

By: Frank Seela², Yang He², Junlin He², Georg Becher², Rita Kröschel², Matthias Zulauf², Peter Leonard²

Abstract

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Oligonucleotides incorporating 8-aza-7-dazapurines (pyrazolo[3,4-d]pyrimidines) were synthesized. The corresponding nucleosides were prepared and were converted into phosphoramidites. The oligonucleotide duplex stability was studied and was compared to that of the parent compounds containing the canonical purine nucleosides. The presence of 7-halogeno or 7-alkynyl substituents increases the duplex stability significantly.

Affiliation(s): (2) Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Osnabrück, Germany

Book Title: Oligonucleotide Synthesis

Series: Methods in Molecular Biology | Volume: 288 | Pub. Date: Sep-01-2004 | Page Range: 165-186 | DOI: 10.1385/1-59259-823-4:165

Subject: Biochemistry

Key Words: Nucleosides - phosphoramidites - oligonucleotides - glycosylation - solid-phase synthesis - base modification - pyrazolo[3,4-d]pyrimidines - 8-aza-7-deazapurines - base pair stability - Tm values - hybridization - harmonization of base pair stability

References

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