Tetrahedron p. 8717 - 8728 (1991)
Update date:2022-08-05
Topics:
Sakatsume, Osamu
Yamaguchi, Tohru
Ishikawa, Masahide
Hirao, Ichiro
Miura, Kin-ichiro
Takaku, Hiroshi
The new type protecting group, 1-(2-chloroethoxy)ethyl (Cee) group has been employed for the protection of the 2'-OH groups of ribonucleoside residues in the synthesis of oligoribonucleotides by the phosphoramidite approach on a solid support, using the acid-labile 5'-O-dimethoxytrityl (DMTr) group.This group is completely stable under the acidic conditions required to remove the 5'-terminal protecting groups in oligonucleotide synthesis on a solid support, and yet is easily removable under mild condition of acidic hydrolysis (pH 2.0) for the final unblocking step.The Cee-protected ribonucleoside 3'-phosphoramidite units were evaluated in the synthesis of a series of oligoribonucleotides consisting of the homopolymers of cytidine, the box 9R and 9R' sequences of Tetrahymena rRNA, and a leader sequence of phage Qβ-A protein mRNA.A full data for the deprotection and purification of synthetic oligoribonucleotides are also described.
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(1991)