Nucleosides, nucleotides and nucleic acids p. 157 - 172 (2008)
Update date:2022-08-03
Topics:
Tabatadze, David
Zamecnik, Paul
Yanachkov, Ivan
Wright, George
Pierson, Katherine
Zhang, Surong
Bogdanov Jr., Alexei
Metelev, Valeri
A novel thymidine phosphoramidite synthon was synthesized and successfully used for incorporation of primary amino groups, attached through a triethylene glycol linker to the internucleoside phosphates, at desired locations during automated oligodeoxynucleotide synthesis. The synthesized amino-linker bearing oligonucleotides are stable under deprotection conditions and exhibit Watson-Crick base-pairing properties. Covalent labeling of oligonucleotides with carbocyanine near-infrared fluorochromes resulted in 2.5 times higher labeling yields when compared with oligonucleotides containing base-attached aminolinkers. We anticipate that the developed synthetic approach will be useful for nucleotide sequence-specific attachment of single or multiple ligands or reporter molecules. Copyright Taylor & Francis Group, LLC.
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