Electronic structure of DNA--unique properties of 8-oxoguanosine

Journal of the American Chemical Society
Tal Z MarkusCynthia J Burrows

Abstract

8-Oxo-7,8-dihydroguanosine (8-oxoG) is among the most common forms of oxidative DNA damage found in human cells. The question of damage recognition by the repair machinery is a long standing one, and it is intriguing to suggest that the mechanism of efficiently locating damage within the entire genome might be related to modulations in the electronic properties of lesions compared to regular bases. Using laser-based methods combined with organizing various oligomers self-assembled monolayers on gold substrates, we show that indeed 8-oxoG has special electronic properties. By using oligomers containing 8-oxoG and guanine bases which were inserted in an all thymine sequences, we were able to determine the energy of the HOMO and LUMO states and the relative density of electronic states below the vacuum level. Specifically, it was found that when 8-oxoG is placed in the oligomer, the HOMO state is at higher energy than in the other oligomers studied. In contrast, the weakly mutagenic 8-oxo-7,8-dihydroadenosine (8-oxoA) has little or no effect on the electronic properties of DNA.

References

Apr 25, 1991·Nucleic Acids Research·W GuschlbauerG V Fazakerley
Aug 18, 1986·Physical Review Letters·J BokorP H Bucksbaum
Mar 29, 2000·Accounts of Chemical Research·N H GeC B Harris
Apr 25, 2002·Annual Review of Physical Chemistry·X-Y Zhu
Jun 6, 2003·Physical Review Letters·G HanelT D Märk
Oct 4, 2003·The Journal of Biological Chemistry·J Christopher Fromme, Gregory L Verdine
Jan 1, 1997·Annual Review of Physical Chemistry·C B HarrisC M Wong
Jun 1, 2004·Physical Review Letters·Hassan Abdoul-CarimeEugen Illenberger
Dec 14, 2004·Advances in Protein Chemistry·J Christopher Fromme, Gregory L Verdine
Dec 24, 2004·Proceedings of the National Academy of Sciences of the United States of America·S G RayR Naaman
Oct 6, 2005·Angewandte Chemie·Sylwia PtasinskaTilmann D Märk
Jan 6, 2006·The Journal of Chemical Physics·S PtasińskaT D Märk
Feb 25, 2006·Science·Anirban BanerjeeGregory L Verdine
Mar 1, 2006·Proceedings of the National Academy of Sciences of the United States of America·Eylon YavinJacqueline K Barton
Apr 13, 2006·Chemical Research in Toxicology·William L Neeley, John M Essigmann
Oct 18, 2006·The Journal of Chemical Physics·Sylwia Ptasińska, Léon Sanche
Jun 22, 2007·Nature·Sheila S DavidSucharita Kundu

❮ Previous
Next ❯

Citations

Oct 7, 2009·Proceedings of the National Academy of Sciences of the United States of America·Cynthia J Burrows, Aaron M Fleming
Jan 19, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Xiuxiu WuWolfgang Domcke
Dec 10, 2015·Physical Chemistry Chemical Physics : PCCP·Deniz Tuna, Wolfgang Domcke
Oct 14, 2009·Journal of the American Chemical Society·Panagiotis KaloudisChryssostomos Chatgilialoglu
Oct 15, 2010·The Journal of Physical Chemistry. B·Tal Z MarkusRon Naaman
Sep 15, 2020·Journal of Chemical Theory and Computation·Polydefkis DiamantisUrsula Rothlisberger
Dec 14, 2018·Journal of the American Chemical Society·Suryakant MishraCynthia J Burrows

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.