Synthesis and cellular uptake of fluorescently labeled multivalent hyaluronan disaccharide conjugates of oligonucleotides




Karskela M, Virta P, Malinen M, Urtti A, Lonnberg H

2008

Collection Symposium Series

CHEMISTRY OF NUCLEIC ACID COMPONENTS

COLL SYMPOS SERIES

10

369

371

3

978-80-86241-29-6



Clustered hyaluronan disaccharides were studied as mediators of cellular delivery of antisense oligonucleotides through receptor mediated endocytosis. A synthetic route for preparation of an appropriately protected hyaluronic acid dimer was devised. Three fluorescein-labeled phosphorothioate oligonucleotide glycoconjugates containing two, four or six hyaluronan disaccharides were prepared. The influence of the hyaluronan moieties on the cellular uptake of the thioated oligonucleotides was tested in a cell line expressing the hyaluronan receptor CD44.



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