Biologically active oligodeoxyribonucleotides. Part 12: N2-methylation of 2'-deoxyguanosines enhances stability of parallel G-quadruplex and anti-HIV-1 activity.
2'-Deoxyguanosine residues of a 3',5'-end-modified hexadeoxyribonucleotide (R-95288) with anti-HIV-1 activity were substituted with N2-methyl-2'-deoxyguanosine (m2dG). These modified oligodeoxyribonucleotides (ODNs) showed a 2-fold higher activity than R-95288. Also, the CD spectra of these ODNs indicated that the m2dG modification stabilized the tertiary structure of the G-quadruplex.
Koizumi
M
M
Exploratory Chemistry Research Laboratories, Sankyo Co., Ltd, Tokyo, Japan. koizum@shina.sankyo.co.jp
Akahori
K
K
Ohmine
T
T
Tsutsumi
S
S
Sone
J
J
Kosaka
T
T
Kaneko
M
M
Kimura
S
S
Shimada
K
K
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D002942:Circular Dichroism; D003849:Deoxyguanosine / Q000737:chemistry*; D004353:Drug Evaluation, Preclinical; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D008745:Methylation; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000494:pharmacology*
D019380:Anti-HIV Agents; D009838:Oligodeoxyribonucleotides; D003849:Deoxyguanosine