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Synthesis 2011(17): 2724-2732
DOI: 10.1055/s-0030-1260104
DOI: 10.1055/s-0030-1260104
SPECIALTOPIC
© Georg Thieme Verlag
Stuttgart ˙ New York
Oligonucleotide Conjugates by Means of Copper-Free Click Chemistry - Expanding the Repertoire of Strained Cyclooctyne Phosphoramidites
Further Information
Received
7 April 2011
Publication Date:
08 July 2011 (online)
Publication History
Publication Date:
08 July 2011 (online)
Abstract
A set of four phosphoramidite building blocks containing a strained dibenzocyclooctyne moiety is reported, including one example equipped with a cleavable disulfide linker. Application of these amidites in solid-phase oligonucleotide synthesis yields either 5′- or 3′-cyclooctyne-modified nucleic acids. The strained cyclooctyne-bearing oligonucleotides are used in rapid and clean conjugation reactions with azide-containing (bio)molecules.
Key words
oligonucleotides - strain-induced cycloaddition - conjugates - phosphoramidites - bioconjugates
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