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. 1990 Aug 11;18(15):4355–4360. doi: 10.1093/nar/18.15.4355

A protected biotin containing deoxycytidine building block for solid phase synthesis of biotinylated oligonucleotides.

U Pieles 1, B S Sproat 1, G M Lamm 1
PMCID: PMC331251  PMID: 1697062

Abstract

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.

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Selected References

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