Peptide Nucleic Acid-DNA Duplexes: Long Range Hole Migration from an Internally Linked Anthraquinone

The discovery that peptide nucleic acids (PNA) mimic DNA and RNA by forming complementary duplex structures following Watson--Crick base pairing rules opens fields in biochemistry, diagnostics, and medicine for exploration. Progress requires the development of modified PNA duplexes having unique and...

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Bibliographic Details
Published in:Proceedings of the National Academy of Sciences - PNAS 1997-11, Vol.94 (23), p.12320-12325
Main Authors: Armitage, Bruce, Ly, Danith, Koch, Troels, Frydenlund, Henrik, Orum, Henrik, Batz, Hans G., Schuster, Gary B.
Format: Article
Language:English
Subjects:
Animals
Anthraquinones
Biochemistry
Biological Sciences
Chemical bases
Deoxyribonucleic acid
Dimerization
DNA
DNA - chemistry
DNA - genetics
DNA damage
Humans
Hybridity
Irradiation
Oligomers
Peptides
Peptides - chemistry
Peptides - genetics
Piperidines
Protein Binding
Quinones
RNA - chemistry
RNA - genetics
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Summary:The discovery that peptide nucleic acids (PNA) mimic DNA and RNA by forming complementary duplex structures following Watson--Crick base pairing rules opens fields in biochemistry, diagnostics, and medicine for exploration. Progress requires the development of modified PNA duplexes having unique and well defined properties. We find that anthraquinone groups bound to internal positions of a PNA oligomer intercalate in the PNA-DNA hybrid. Their irradiation with near-UV light leads to electron transfer and oxidative damage at remote GG doublets on the complementary DNA strand. This behavior mimics that observed in related DNA duplexes and provides the first evidence for long range electron (hole) transport in PNA-DNA hybrid. Analysis of the mechanism for electron transport supports hole hopping.
ISSN:0027-8424
1091-6490
DOI:10.1073/pnas.94.23.12320