Acceleration of Long-Range Photoinduced Electron Transfer through DNA by Hydroxyquinolines as Artificial Base Pairs

Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry
Effi BätznerHans-Achim Wagenknecht

Abstract

The C-nucleoside based on the hydroxyquinoline ligand (Hq) is complementary to itself and forms stable Hq-Hq pairs in double-stranded DNA. These artificial Hq-Hq pairs may serve as artificial electron carriers for long-range photoinduced electron transfer in DNA, as elucidated by a combination of gel electrophoretic analysis of irradiated samples and time-resolved transient absorption spectroscopy. For this study, the Hq-Hq pair was combined with a DNA-based donor-acceptor system consisting of 6-N,N-dimethylaminopyrene conjugated to 2'-deoxyuridine as photoinducible electron donor, and methyl viologen attached to the 2'-position of uridine as electron acceptor. The Hq radical anion was identified in the time-resolved measurements and strand cleavage products support its role as an intermediate charge carrier. Hence, the Hq-Hq pair significantly enhances the electron hopping capability of DNA compared to natural DNA bases over long distances while keeping the self-assembly properties as the most attractive feature of DNA as a supramolecular architecture.

References

Nov 20, 2002·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Torsten FiebigAhmed H Zewail
Jun 12, 2003·Angewandte Chemie·Hans-Achim Wagenknecht
Jun 21, 2006·Bioorganic & Medicinal Chemistry·Bernd Giese
Jul 21, 2007·Angewandte Chemie·Guido H CleverThomas Carell
Jun 18, 2009·Chemical Communications : Chem Comm·Reji Varghese, Hans-Achim Wagenknecht
Dec 22, 2009·Physical Chemistry Chemical Physics : PCCP·Christa PrunklHans-Achim Wagenknecht
Jan 30, 2010·Chemical Society Reviews·Vladimir L MalinovskiiRobert Häner
Mar 20, 2010·The Journal of Organic Chemistry·Makiko TanakaJacqueline K Barton
Aug 10, 2010·Chemical Society Reviews·Thomas J BandyEugen Stulz
Oct 6, 2010·Chemistry : a European Journal·Sumana Ghosh, Eric Defrancq
Feb 22, 2011·Nature Chemistry·Jason D SlinkerJacqueline K Barton
Sep 6, 2011·Journal of the American Chemical Society·Man Jae ParkTetsuro Majima
Oct 21, 2011·Chemical Society Reviews·Christopher K McLaughlinHanadi F Sleiman
Mar 20, 2012·Chemical Reviews·Yin Nah Teo, Eric T Kool
Feb 27, 2013·Nucleic Acids Research·Hironobu MorinagaHiroshi Sugiyama
Jul 3, 2013·Chemical Communications : Chem Comm·Fazel FakhariSteven E Rokita
Jul 31, 2013·Chemistry : a European Journal·Thomas EhrenschwenderHans-Achim Wagenknecht
Aug 13, 2015·Organic & Biomolecular Chemistry·M-J ZhouN C Fletcher

❮ Previous
Next ❯

Citations

Jun 23, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Marie FlammeMarcel Hollenstein
Oct 5, 2018·Organic & Biomolecular Chemistry·Jennifer FrommerSabine Müller
Dec 20, 2016·Chemistry : a European Journal·Pascal RoethlisbergerChristian J Leumann
Aug 28, 2020·Angewandte Chemie·Jennifer Frommer, Sabine Müller
Apr 15, 2020·Bioorganic & Medicinal Chemistry·Pascal RöthlisbergerMarcel Hollenstein

❮ 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.