Synthesis and characterization of a DNA analogue stabilized by mercapto C-nucleoside induced disulfide bonding.
A redox-active nucleobase analogue of a nucleotide was synthesized and incorporated into DNA using phosphoramidite chemistry. An analogue-containing oligonucleotide in the absence of a reducing reagent formed a stable duplex with a substantially higher melting temperature compared to that of a standard DNA duplex of the same length.
Hatano
Akihiko
A
Department of Materials Science, Shizuoka Institute of Science and Technology, 2200-2 Toyosawa, Fukuroi, Shizuoka 437-8555, Japan. a-hatano@ms.sist.ac.jp
Makita
Seiji
S
Kirihara
Masayuki
M
D001483:Base Sequence; D004247:DNA / Q000138:chemical synthesis* / Q000737:chemistry; D004220:Disulfides / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D044367:Phase Transition; D013438:Sulfhydryl Compounds; D013696:Temperature; D013873:Thionucleotides / Q000138:chemical synthesis*
D004220:Disulfides; D013438:Sulfhydryl Compounds; D013873:Thionucleotides; D004247:DNA