Oligonucleotides containing 7-vinyl-7-deazaguanine as a facile strategy for expanding the functional diversity of DNA.
A modified nucleobase 7-vinyl-7-deazaguanine ((V)G) produced adducts with maleimides through Diels-Alder cycloaddition under very mild conditions. By this method, post-synthetic modification to oligonucleotides with diverse functionality (carboxylic acid, pyrene, benzophenone, succinimidyl ester, nitroxide and biotin) was accomplished.
Okamoto
Akimitsu
A
Department of Synthetic Chemistry and Biological Chemistry, Faculty of Engineering, Kyoto University, SORST, Japan Science and Technology Corporation, Japan.
Taiji
Toshiji
T
Tainaka
Kazuki
K
Saito
Isao
I
D001483:Base Sequence; D004247:DNA / Q000737:chemistry*; D006147:Guanine / Q000031:analogs & derivatives* / Q000737:chemistry*; D008301:Maleimides / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis*
C470888:7-vinyl-7-deazaguanine; D008301:Maleimides; D009841:Oligonucleotides; D006147:Guanine; D004247:DNA