Dynamics and efficiency of electron injection and transport in DNA using pyrenecarboxamide as an electron donor and 5-bromouracil as an electron acceptor

The Journal of Physical Chemistry. B
Pierre DaublainFrederick D Lewis

Abstract

The photophysical and photochemical behavior of a series of hairpin-forming DNA conjugates possessing a 5'-tethered pyrenecarboxamide chromophore and one or two bromouracil bases has been investigated. Quenching of the pyrene fluorescence and transient absorption spectra characteristic of the pyrene cation radical are observed only when bromouracil is located at the first or second base pair position nearest to the point of pyrene attachment. These observations are consistent with an intercalated structure for these conjugates in which pyrene is adjacent to the second base pair. Selective quenching of singlet pyrene by bromouracil but not by thymine is consistent with the free energy for charge separation estimated using Weller's equation. Low quantum yields for loss of bromide when bromouracil is not adjacent to pyrene are attributed to inefficient charge separation via either a multistep electron transport or a single-step superexchange mechanism. Quantum yields are only weakly dependent upon the distance between pyrene and bromouracil, as expected for a multistep electron transport mechanism. Loss of bromide from conjugates possessing two bromouracils occurs sequentially. For adjacent bromouracils, competitive loss of bromid...Continue Reading

References

Nov 15, 2001·Journal of the American Chemical Society·E M Conwell, D M Basko
Apr 19, 2002·Journal of the American Chemical Society·Jennifer TumaClemens Richert
Sep 14, 2002·Proceedings of the National Academy of Sciences of the United States of America·Frederick D LewisDavid N Beratan
Apr 17, 2003·Journal of the American Chemical Society·Frederick D LewisMichael R Wasielewski
Aug 30, 2003·Organic & Biomolecular Chemistry·Thomas CarellJohannes Gierlich
Sep 18, 2003·Journal of the American Chemical Society·Takeo Ito, Steven E Rokita
Feb 5, 2004·Journal of the American Chemical Society·Sascha BreegerThomas Carell
Nov 26, 2004·Journal of the American Chemical Society·Takeo Ito, Steven E Rokita
Mar 3, 2005·Angewandte Chemie·Peter KadenHans-Achim Wagenknecht
Oct 13, 2005·Journal of the American Chemical Society·Frederick D LewisGeorge C Schatz
Jan 19, 2006·Journal of the American Chemical Society·Frederick D LewisVladimir Shafirovich
Jun 28, 2006·Proceedings of the National Academy of Sciences of the United States of America·Linda ValisTorsten Fiebig
Jan 1, 2008·The Journal of Physical Chemistry. B·Till von FeilitzschMaria E Michel-Beyerle
Jan 11, 2008·Journal of the American Chemical Society·Benjamin EliasJacqueline K Barton
May 17, 2002·Angewandte Chemie·Christoph BehrensThomas Carell
Oct 22, 2009·The Journal of Physical Chemistry. B·Karsten SiegmundFrederick D Lewis
Nov 3, 2000·Angewandte Chemie·Anja SchwöglerThomas Carell

❮ Previous
Next ❯

Citations

Feb 14, 2013·Journal of the American Chemical Society·Nicolas RenaudMark A Ratner
Jan 8, 2016·The Journal of Physical Chemistry. B·Shih-Hsun LinTetsuro Majima
Sep 24, 2015·Chemistry : a European Journal·Shih-Hsun LinTetsuro Majima
Oct 15, 2013·Angewandte Chemie·Thorsten Stafforst, Jens M Stadler
Mar 19, 2015·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Effi BätznerHans-Achim Wagenknecht
Jul 3, 2013·Chemical Communications : Chem Comm·Fazel FakhariSteven E Rokita
Jun 5, 2015·The Journal of Physical Chemistry. B·Shih-Hsun LinTetsuro Majima
May 13, 2014·The Journal of Physical Chemistry. a·Xing YinDavid H Waldeck
Jul 1, 2014·The Journal of Physical Chemistry. B·Xing YinDavid H Waldeck

❮ 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.