A convenient 'click chemistry' approach to perylene diimide-oligonucleotide conjugates

Terminal alkyne-containing phosphoramidite and solid support were prepared and used for the synthesis of 5'- and 3'-alkyne-modified oligonucleotides. The copper-catalyzed Huisgen [3+2] cycloaddition reaction in water-DMSO was used for the efficient preparation of perylene diimide-oligonucleotide conjugates suitable for constructing various types of PDI-modified DNA duplexes. (c) 2007 Elsevier Ltd. All rights reserved.