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Synthesis of new building blocks for use in supramolecular DNA architectures

By Thomas Ruhl and Eugen Stulz

Abstract

New nucleoside building blocks for the synthesis of functional DNA are presented. A porphyrin-bis nucleoside dU-porphyrin-dU was synthesised from a di-acetylene-substituted porphyrin using Sonogashira coupling with 5-iodo deoxy uridine. The same strategy was used to obtain a new terpy-functionalised nucleoside dUterpy. This building block can be metallated with ruthenium(II) either to make a mono-nucleoside ruthenium complex (dUterpy)RuII(terpy), or to connect two building blocks to create a bis-nucleoside (dUterpy)2RuII. The terpy nucleoside building block dUterpy was incorporated into short strands of DNA to give TXT, TXXT and TXXXT as sequences (X = dUterpy). The functionalised DNA has the potential to create supramolecular assemblies through metal complexatio

Topics: QD
Year: 2010
OAI identifier: oai:eprints.soton.ac.uk:145817
Provided by: e-Prints Soton
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