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.
Department of Synthetic Chemistry and Biological Chemistry, Faculty of Engineering, Kyoto University, SORST, Japan Science and Technology Corporation, Japan.
Akimitsu
A
Okamoto
Toshiji
T
Taiji
Kazuki
K
Tainaka
Isao
I
Saito
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