Synthesis of oligoribonucleotides containing 4-thiouridine using the convertible nucleoside approach and the 1-(2-fluorophenyl)-4-methoxypiperidin-4-yl group.
Oligoribonucleotides containing 4-thiouridine were prepared using the Fpmp group for protection of the 2'-OH. Two uridine derivatives with the 1,2,4-triazolyl and the 2-nitrophenyl groups at position 4 were used to obtain 4-thiouridine by postsynthetic substitution with sodium hydrogen sulfide. Both uridine derivatives allow the preparation of the desired oligonucleotides in good yields.
Aviñó
Anna
A
Instituto de Biología Molecular de Barcelona, Barcelona, Spain.
García
Ramon Güimil
RG
Eritja
Ramon
R
D009705:Nucleosides / Q000737:chemistry*; D009843:Oligoribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D010880:Piperidines / Q000737:chemistry*; D013891:Thiouridine / Q000737:chemistry* / Q000378:metabolism
C499006:1-(2-fluorophenyl)-4-methoxypiperidin-4-yl; D009705:Nucleosides; D009843:Oligoribonucleotides; D010880:Piperidines; D013891:Thiouridine