A protected biotin containing deoxycytidine building block for solid phase synthesis of biotinylated oligonucleotides.
The synthesis of a modified 2'-deoxycytidine-3'-O-phosphoramidite carrying an N-t-butylbenzoyl protected biotin on a long polar spacer arm attached to the 4-N position is described. The presence of the bulky lipophilic t-butylbenzoyl protecting group enables the direct solid phase synthesis of biotinylated oligoribonucleotides and a variety of analogues in high yield without modification of the biotin moiety. Biotinylated antisense oligonucleotides incorporating this new derivative allow convenient isolation and purification of ribonucleic acid-protein complexes. The kinetics of biotin binding to streptavidin agarose is facilitated by the long polar spacer arm.
European Molecular Biology Laboratory, Heidelberg, FRG.
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D000478:Alkylation; D001426:Bacterial Proteins; D001483:Base Sequence; D001710:Biotin; D002851:Chromatography, High Pressure Liquid; D003841:Deoxycytidine; D004591:Electrophoresis, Polyacrylamide Gel; D007700:Kinetics; D008745:Methylation; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009843:Oligoribonucleotides / Q000138:chemical synthesis; D012313:RNA; D016372:RNA, Antisense; D019809:Streptavidin
D001426:Bacterial Proteins; D009843:Oligoribonucleotides; D016372:RNA, Antisense; D003841:Deoxycytidine; D012313:RNA; D001710:Biotin; D019809:Streptavidin