Synthesis of new building blocks for use in supramolecular DNA architectures
Synthesis of new building blocks for use in supramolecular DNA architectures
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 complexation
porphyrin, terpy metal complex, nucleoside, DNA scaffold, functional DNA
103-108
Ruhl, Thomas
6cb8b8b2-e4b0-43d9-9ba0-5ef730c6c750
Stulz, Eugen
9a6c04cf-32ca-442b-9281-bbf3d23c622d
2 February 2010
Ruhl, Thomas
6cb8b8b2-e4b0-43d9-9ba0-5ef730c6c750
Stulz, Eugen
9a6c04cf-32ca-442b-9281-bbf3d23c622d
Ruhl, Thomas and Stulz, Eugen
(2010)
Synthesis of new building blocks for use in supramolecular DNA architectures.
Supramolecular Chemistry, 22 (2), .
(doi:10.1080/10610270903304418).
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 complexation
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Published date: 2 February 2010
Keywords:
porphyrin, terpy metal complex, nucleoside, DNA scaffold, functional DNA
Identifiers
Local EPrints ID: 145817
URI: http://eprints.soton.ac.uk/id/eprint/145817
ISSN: 1061-0278
PURE UUID: 0d7f779f-5c77-4791-8830-4dd0dfbafb42
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Date deposited: 20 Apr 2010 07:22
Last modified: 14 Mar 2024 02:51
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Author:
Thomas Ruhl
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