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The structural analysis of Porphyrin modified DNA and the construction of a molecular wire

The structural analysis of Porphyrin modified DNA and the construction of a molecular wire
The structural analysis of Porphyrin modified DNA and the construction of a molecular wire
During this work, porphyrins have been attached onto oligonucleotides using several different methods with the aim of creating an organic electronic wire. Due to their planar, aromatic nature, porphyrins can interact with each other and transfer electrons along a self-assembled chain.
Porphyrins, as a substance class have been studied extensively over the years due to their potential application in making optoelectronic devices. DNA, on the other hand has only recently been found to be an ideal supramolecular scaffold for the construction of functional molecules. Hence, combining the chemical properties of porphyrins and DNA opens the door to produce multiporphyrin arrays that have applications for example, in molecular electronic devices.
Two systems have been investigated. The first, named a Zipper array, relies on ?-stacking of porphyrins which are held in close proximity by the DNA scaffold. The second is designed to covalently link porphyrins in a DNA directed reaction.
As well as producing a porphyrin wire, the effects of increasing modification on the circular dichroism signature and other spectroscopic techniques was investigated. This sought a greater understanding of the porphyrin-DNA structure and modified DNA in general. Circular dichroism spectroscopy was used to probe the effect porphyrin-modified nucleobases have on the DNA’s helical structure, and how porphyrins in different numbers and positions interact with each other.
Wood, James
db9db54a-ccb8-400f-a444-972fcf9d0c20
Wood, James
db9db54a-ccb8-400f-a444-972fcf9d0c20
Stulz, Eugen
9a6c04cf-32ca-442b-9281-bbf3d23c622d

(2015) The structural analysis of Porphyrin modified DNA and the construction of a molecular wire. University of Southampton, Chemistry, Doctoral Thesis, 308pp.

Record type: Thesis (Doctoral)

Abstract

During this work, porphyrins have been attached onto oligonucleotides using several different methods with the aim of creating an organic electronic wire. Due to their planar, aromatic nature, porphyrins can interact with each other and transfer electrons along a self-assembled chain.
Porphyrins, as a substance class have been studied extensively over the years due to their potential application in making optoelectronic devices. DNA, on the other hand has only recently been found to be an ideal supramolecular scaffold for the construction of functional molecules. Hence, combining the chemical properties of porphyrins and DNA opens the door to produce multiporphyrin arrays that have applications for example, in molecular electronic devices.
Two systems have been investigated. The first, named a Zipper array, relies on ?-stacking of porphyrins which are held in close proximity by the DNA scaffold. The second is designed to covalently link porphyrins in a DNA directed reaction.
As well as producing a porphyrin wire, the effects of increasing modification on the circular dichroism signature and other spectroscopic techniques was investigated. This sought a greater understanding of the porphyrin-DNA structure and modified DNA in general. Circular dichroism spectroscopy was used to probe the effect porphyrin-modified nucleobases have on the DNA’s helical structure, and how porphyrins in different numbers and positions interact with each other.

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Published date: 25 June 2015
Organisations: University of Southampton, Chemistry

Identifiers

Local EPrints ID: 380884
URI: http://eprints.soton.ac.uk/id/eprint/380884
PURE UUID: 64bb3efa-4281-425b-b9a1-e929ae41debb
ORCID for Eugen Stulz: ORCID iD orcid.org/0000-0002-5302-2276

Catalogue record

Date deposited: 21 Sep 2015 09:22
Last modified: 25 Jun 2018 04:01

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