A protected biotin containing deoxycytidine building block for solid phase synthesis of biotinylated oligonucleotides
Open Access
- 11 August 1990
- journal article
- research article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 18 (15) , 4355-4360
- https://doi.org/10.1093/nar/18.15.4355
Abstract
The synthesis of a modified 2′-deoxycytidine-3′-Ophosphoramidite 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.This publication has 11 references indexed in Scilit:
- New synthetic routes to protected purine 2′-O-methylriboside-3′-O-phosphoramidites using a novel alkylation procedureNucleic Acids Research, 1990
- Synthesis and use of labelled nudeoside phosphoramidite building blocks bearing a reporter group: biotinyl, dinitrophenyl, pyrenyl and dansylNucleic Acids Research, 1989
- Highly efficient chemical synthesis of 2′-O-methyloligoribonucleotides and tetrabiotinylated derivatives; novel probes that are resistant to degradation by RNA or DNA specific nucleasesNucleic Acids Research, 1989
- The synthesis of oligonucleotides containing a primary amino group at the 5'-terminusNucleic Acids Research, 1987
- Chemical synthesis of oligonucleotides containing a free sulphydryl group and subsequent attachment of thiol specific probesNucleic Acids Research, 1985
- Biotin-Labeled Oligonucleotides: Enzymatic Synthesis and Use as Hybridization ProbesDNA, 1984
- Biotin and fluorescent labeling of RNA using T4 RNA ligaseNucleic Acids Research, 1983
- Site-directed psoralen crosslinking of DNA.Proceedings of the National Academy of Sciences, 1982
- [72] The biotin transport systemPublished by Elsevier ,1977
- AVIDIN. 1. THE USE OF [14C]BIOTIN FOR KINETIC STUDIES AND FOR ASSAYBiochemical Journal, 1963