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7-Deazapurine Oligodeoxyribonucleotides: The effects of 7-deaza-8-methylguanine on dna structure and stability

✍ Scribed by Frank Seela; Yaoming Chen; Cathrin Mittelbach

Publisher: John Wiley and Sons
Year: 1998
Tongue: German
Weight: 769 KB
Volume: 81
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19980810310

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✦ Synopsis

Oligodeoxyribonucleotides containing 7-deaza-2'-deoxy-8-methylguanosine (mRc7G,; 2b) were prepared. For this purpose, the phosphonate 3a and the phosphoramidite 3b were synthesized and employed in solidphase oligodeoxyribonucleotide synthesis. The structures and the thermodynamic data of duplex formation of oligodeoxyribonucleotides containing 2b were investigated by temperature-dependent C D and UV spectra and compared with those containing 7-deaza-2'-deoxy-7-methylguanosine (m7c7G,) or 7-deaza-2'-deoxyguanosine (c,G,: 2a). In general. compound 2b reduces the duplex stability. In case of the sequence d(m8c7G-C), (IS), the B + Z transition was facilitated by the incorporation of 2b. Moreover, a single 7-deaza-8-methylguanine residue present in a n oiigodeoxyribonucleotide tract of guanine residues destabilizes the dG quadruplex significantly. This destabilization is more pronounced than in the case of 7-deazaguanine or 7-deaza-7-methylguanine.

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