Retracted Article: Divergent synthesis of 5-substituted pyrimidine 2'-deoxynucleosides and their incorporation into oligodeoxynucleotides for the survey of uracil DNA glycosylases.

Chemical Science
Ai TranYana Cen

Abstract

Recent studies have indicated that 5-methylcytosine (5mC) residues in DNA can be oxidized and potentially deaminated to the corresponding thymine analogs. Some of these oxidative DNA damages have been implicated as new epigenetic markers that could have profound influences on chromatin function as well as disease pathology. In response to oxidative damage, the cells have a complex network of repair systems that recognize, remove and rebuild the lesions. However, how the modified nucleobases are detected and repaired remains elusive, largely due to the limited availability of synthetic oligodeoxynucleotides (ODNs) containing these novel DNA modifications. A concise and divergent synthetic strategy to 5mC derivatives has been developed. These derivatives were further elaborated to the corresponding phosphoramidites to enable the site-specific incorporation of modified nucleobases into ODNs using standard solid-phase DNA synthesis. The synthetic methodology, along with the panel of ODNs, is of great value to investigate the biological functions of epigenetically important nucleobases, and to elucidate the diversity in chemical lesion repair.

References

Feb 3, 1986·European Journal of Biochemistry·G MatlashewskiL Crawford
Aug 1, 1998·The Journal of Biological Chemistry·T R Waters, P F Swann
Dec 20, 2000·Proceedings of the National Academy of Sciences of the United States of America·V Rusmintratip, L C Sowers
Aug 30, 2001·The Journal of Biological Chemistry·R J BoorsteinG W Teebor
Jan 18, 2003·DNA Repair·Pingfang LiuLawrence C Sowers
Jun 25, 2003·Molecular Cell·Jane E A WibleyLaurence H Pearl
Oct 21, 2003·Nucleosides, Nucleotides & Nucleic Acids·V GuerniouJ Cadet
Apr 2, 2004·Biological & Pharmaceutical Bulletin·Hiroshi Ide, Mitsuharu Kotera
Jul 3, 2007·The Journal of Biological Chemistry·Michael T MorganAlexander C Drohat
Oct 2, 2008·Chemical Research in Toxicology·Joseph I Kang, Lawrence C Sowers
Mar 28, 2009·The Journal of Biological Chemistry·Agus DarwantoLawrence C Sowers
Feb 2, 2010·Journal of Medicinal Chemistry·Yazan El SafadiValérie Vivet-Boudou
Oct 5, 2010·Genes & Development·Eric L Fritz, F Nina Papavasiliou
Nov 19, 2010·Organic Letters·Martin MünzelThomas Carell
Jul 2, 2011·Angewandte Chemie·Toni PfaffenederThomas Carell
Nov 21, 2012·Cell Cycle·Nathalia Meireles da CostaLuis Felipe Ribeiro Pinto
Aug 13, 2013·Trends in Biochemical Sciences·Chun-Xiao Song, Chuan He
Feb 5, 2014·Cold Spring Harbor Perspectives in Biology·Denise P Barlow, Marisa S Bartolomei
Apr 11, 2014·Journal of the American Chemical Society·Zita LiutkevičiūtėSaulius Klimašauskas

❮ Previous
Next ❯

Citations


❮ Previous
Next ❯

Methods Mentioned

BETA
deamination
glycosylases
electrophoresis
glycosylase
glycosylase assay

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.