Biologically active oligodeoxyribonucleotides. Part 12: N-2-methylation of2 '-deoxyguanosines enhances stability of parallel G-quadruplex and anti-HIV-1 activity

Authors
Koizumi, M Akahori, K Ohmine, T Tsutsumi, S Sone, J Kosaka, T Kaneko, M Kimura, S Shimada, K
Citation
M. Koizumi et al., Biologically active oligodeoxyribonucleotides. Part 12: N-2-methylation of2 '-deoxyguanosines enhances stability of parallel G-quadruplex and anti-HIV-1 activity, BIOORG MED, 10(19), 2000, pp. 2213-2216
Citations number
15
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
19
Year of publication
2000
Pages
2213 - 2216
Database
ISI
SICI code
0960-894X(20001002)10:19<2213:BAOP1N>2.0.ZU;2-L
Abstract
2'-Deoxyguanosine residues of a 3',5'-end-modified hexadeoxyribonucleotide (R-95288) with anti-HIV-1 activity were substituted with N-2-methyl-2'-deox yguanosine (m(2)dG). These modified oligodeoxyribonucleotides (ODNs) showed a 2-fold higher activity than R-95288. Also, the CD spectra of these ODNs indicated that the m(2)dG modification stabilized the tertiary structure of the G-quadruplex. (C) 2000 Elsevier Science Ltd. All rights reserved.