New strategies for oligonucleotide synthesis by use of 2-trimethylsilylethyl and 2-trimethylsilylethoxymethyl as the phosphate and 2'-hydroxyl protecting groups, respectively.
The 2-Trimethylsilylethyl (TSE) group was found to be useful as a protecting group for the internucleotidic phosphate in DNA synthesis. Oligodeoxyribonucleotides were synthesized in good yields by using phosphoramidite building blocks having the TSE group. In RNA synthesis, 2-trimethylsilylethoxymethyl (SEM) group was introduced as a new protecting group for the 2'-hydroxyl. Selective protection of this function with SEM-Cl was achieved in good yield by use of 3',5'-O-bis(tert-butyl)silanediyl ribonucleoside derivatives.
Wada
T
T
Department of Life Science, Faculty of Bioscience and Biotechnology, Tokyo Institute of Technology, Yokohama, Japan.
Tobe
M
M
Nagayama
T
T
Furusawa
K
K
Sekine
M
M
D006900:Hydroxylation; D009841:Oligonucleotides / Q000138:chemical synthesis*; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
D009841:Oligonucleotides; D014297:Trimethylsilyl Compounds