Direct strand scission in double stranded RNA via a C5-pyrimidine radical.

Journal of the American Chemical Society
Marino J E ResendizMarc M Greenberg

Abstract

Nucleobase radicals are the major family of reactive intermediates produced when nucleic acids are exposed to γ-radiolysis. The 5,6-dihydrouridin-5-yl radical (1), the formal product of hydrogen atom addition and a model for hydroxyl radical addition, was independently generated from a ketone precursor via Norrish Type I photocleavage in single and double stranded RNA. Radical 1 produces direct strand breaks at the 5'-adjacent nucleotide and only minor amounts of strand scission are observed at the initial site of radical generation. Strand scission occurs preferentially in double stranded RNA and in the absence of O(2). The dependence of strand scission efficiency from the 5,6-dihydrouridin-5-yl radical (1) on secondary structure under anaerobic conditions suggests that this reactivity may be useful for extracting additional RNA structural information from hydroxyl radical reactions. Varying the identity of the 5'-adjacent nucleotide has little effect on strand scission. Internucleotidyl strand scission occurs via β-elimination of the 3'-phosphate following C2'-hydrogen atom abstraction by 1. The subsequently formed olefin cation radical yields RNA fragments containing 3'-phosphate or 3'-deoxy-2'-ketonucleotide termini from co...Continue Reading

References

Apr 16, 1975·Journal of the American Chemical Society·M DizdarogluD Schulte-Frohlinde
May 1, 1989·International Journal of Radiation Biology·K Hildenbrand, D Schulte-Frohlinde
Sep 1, 1985·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·D Schulte-FrohlindeE Bothe
Jun 1, 1986·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·D J DeebleC von Sonntag
Jan 1, 1987·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·M S AkhlaqC von Sonntag
Feb 1, 1987·International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine·D G LemaireD Schulte-Frohlinde
Jul 25, 1995·Nucleic Acids Research·F WincottN Usman
Aug 26, 1998·Proceedings of the National Academy of Sciences of the United States of America·B BalasubramanianT D Tullius
Jun 1, 2000·Methods in Enzymology·C Y RalstonM Brenowitz
Oct 25, 2001·The Journal of Organic Chemistry·Steffi KörnerBernd Giese
Jun 5, 2002·Annual Review of Biochemistry·Bernd Giese
Oct 30, 2003·Journal of the American Chemical Society·K Nolan Carter, Marc M Greenberg
Oct 9, 2004·The Journal of Organic Chemistry·In Seok HongMarc M Greenberg
Apr 7, 2005·Current Opinion in Chemical Biology·Thomas D Tullius, Jason A Greenbaum
Sep 28, 2005·Nucleic Acids Research·Brian C BalesMarc M Greenberg
Dec 13, 2005·Bioorganic & Medicinal Chemistry·Georges LahoudAmanda Bryant-Friedrich
Mar 6, 2007·Journal of the American Chemical Society·In Seok HongMarc M Greenberg
Sep 12, 2008·Nature·Tadepalli AdilakshmiSarah A Woodson
Aug 21, 2009·The Journal of Organic Chemistry·Cory A NewmanMarc M Greenberg
Jan 27, 2010·Chemical Reviews·Marguerite Pitié, Geneviève Pratviel
Feb 27, 2010·Journal of the American Chemical Society·Aaron C JacobsMarc M Greenberg
Mar 12, 2011·Journal of the American Chemical Society·Aaron C JacobsMarc M Greenberg

❮ Previous
Next ❯

Citations

May 24, 2012·Organic Letters·Joanna Maria N San Pedro, Marc M Greenberg
Oct 15, 2014·Nucleic Acids Research·Shakti IngleThomas D Tullius
Mar 4, 2014·Journal of the American Chemical Society·Joanna Maria N San Pedro, Marc M Greenberg
Oct 18, 2014·The Journal of Organic Chemistry·Rakesh Paul, Marc M Greenberg
Jan 1, 2014·Wiley Interdisciplinary Reviews. RNA·Zhongwei LiJames M Li
Jun 11, 2015·The Journal of Physical Chemistry. B·Janusz RakŁukasz Golon
Jan 13, 2015·Journal of the American Chemical Society·Rakesh Paul, Marc M Greenberg
Nov 5, 2016·Radiation Physics and Chemistry·Marc M Greenberg
Sep 27, 2016·The Journal of Organic Chemistry·Rakesh Paul, Marc M Greenberg
Feb 13, 2021·International Journal of Molecular Sciences·Michael BellMichael D Sevilla

❮ 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.

Related Papers

Journal of the American Chemical Society
Aaron C JacobsMarc M Greenberg
Journal of the American Chemical Society
Aaron C JacobsMarc M Greenberg
Annual Review of Biochemistry
A RichA H Wang
Proceedings of the National Academy of Sciences of the United States of America
B BalasubramanianT D Tullius
© 2022 Meta ULC. All rights reserved