Efficient synthesis of functionalized oligodeoxyribonucleotides with base-labile groups using a new silyl linker.
In this study, we developed new 3'-terminal deoxyribonucleoside-loading reagents 1 with a new silyl-type linker. These reagents could increase the efficiency of introduction of 3'-terminal deoxyribonucleoside components into polymer supports to a level of 17-29micromol/g. The efficiency was higher than that of previous T-loading reagents because reagents 1 contain a 4-aminobutyryl residue as a spacer. Moreover, we could synthesize not only unmodified DNA oligomers but also a base-labile modified DNA oligomer using resins 9a-d in the activated phosphite method without base protection.
Ohkubo
Akihiro
A
Department of Life Science, Tokyo Institute of Technology and CREST, JST (Japan Science and Technology Agency), Japan.
Kasuya
Rintaro
R
Aoki
Katsufumi
K
Kobori
Akio
A
Taguchi
Haruhiko
H
Seio
Kohji
K
Sekine
Mitsuo
M
D015394:Molecular Structure; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D012821:Silanes / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D009838:Oligodeoxyribonucleotides; D012821:Silanes