The cyclobutane dimers of 2'-deoxyuridine, 2'-deoxycytidine, 5-methyl-2'-deoxycytidine and 5-bromo-2'-deoxyuridine

Photochemistry and Photobiology
Martin D Shetlar, Janet Chung

Abstract

Irradiation of DNA and RNA pyrimidine nucleosides with UV light in frozen aqueous solution or in solution with acetone often results in the formation of cyclobutane dimers (CBDs). Many of these photodimers have not been characterized. We present here the results of work designed to achieve the isolation, spectroscopic characterization and determination of the stereochemical nature of a number of little studied or previously unstudied CBDs of four 2'-deoxyribonuclesides. These nucleosides are 2'-deoxyuridine (dUrd), 2'-deoxycytidine (dCyd), 5-methyl-2'-deoxycytidine (5-MedCyd) and 5-bromo-2'-deoxyuridine (5-BrdUrd). In particular, we have isolated and characterized six dUrd CBDs, five dCyd CBDs, five 5-MedCyd CBDs and four 5-BrdUrd CBDs. Photoproducts were studied by UV spectroscopy, mass spectrometry, proton NMR spectroscopy and via chemical approaches. Also presented are results from less definitive studies of a number of (6-4) (or 5-4) photoadducts of these nucleosides. In addition, results from exploratory photochemical studies of other 2'-deoxyribonucleosides in frozen solution, as well as some mixtures of two nucleosides, are given. The latter results indicate that 5-iodo-2'-deoxyuridine (5-IdUrd), 5-bromo-2'-deoxycytidine...Continue Reading

References

Nov 1, 1972·Photochemistry and Photobiology·M Ehrlich, M Riley
May 1, 1973·Quarterly Reviews of Biophysics·F Hutchinson
Nov 1, 1972·Photochemistry and Photobiology·M Ehrlich, M Riley
Nov 1, 1971·Biochemistry·A J Varghese
Jun 18, 1966·Nature·H Ishihara, S Y Wang
Jul 1, 1995·Plant Physiology·A B Britt
May 1, 1995·Biochemical Society Transactions·R J Davies
Jan 1, 1997·Critical Reviews in Biochemistry and Molecular Biology·K M Meisenheimer, T H Koch
Oct 31, 2001·Journal of Photochemistry and Photobiology. B, Biology·J L RavanatJ Cadet
Oct 1, 1963·Proceedings of the National Academy of Sciences of the United States of America·C W HELLEINERH E JOHNS
Oct 14, 2004·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Martin D ShetlarAnwer Mujeeb
Oct 21, 2004·Photochemistry and Photobiology·Lech CelewiczMartin D Shetlar
Mar 8, 2005·Mutation Research·Jean CadetThierry Douki
Aug 2, 2005·Mutation Research·Miral Dizdaroglu
Apr 25, 2006·Nucleosides, Nucleotides & Nucleic Acids·Yuan Gao, Yinsheng Wang
Oct 27, 2010·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Martin D Shetlar, Vladimir J Basus
Nov 17, 2010·Photochemistry and Photobiology·Martin D Shetlar, Vladimir J Basus
Apr 12, 2011·Photochemistry and Photobiology·Martin D Shetlar, Janet Chung

❮ Previous
Next ❯

Citations

Nov 29, 2013·Mass Spectrometry Reviews·Ed Dudley, Liz Bond
Oct 17, 2021·Photochemistry and Photobiology·Frédéric PeyranePascale Clivio

❮ 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.