ArticleThe Journal of organic chemistry2017
Aminyl Radical Generation via Tandem Norrish Type I Photocleavage, β-Fragmentation: Independent Generation and Reactivity of the 2'-Deoxyadenosin- N6-yl Radical.
Article in The Journal of organic chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Who cites it
18 citing papers in PubMed, 23 citations in OpenAlex.
- Contribution of One-Electron Oxidation of Purine and Pyrimidine Bases to the Photo- and Radiation-Induced Damage to Cellular DNA.Chemphyschem : a European journal of chemical physics and physical chemistry · 2026Review
- Mechanistic Studies on DNA Damage via Independent Generation of Purine Reactive Intermediates.Journal of physical organic chemistry · 2026Article
- Nitrogen-Centered Radicals Derived from Azidonucleosides.Molecules (Basel, Switzerland) · 2024Review
- DNA-Histone Cross-Link Formation via Hole Trapping in Nucleosome Core Particles.Journal of the American Chemical Society · 2023Article
- Photochemical and Single Electron Transfer Generation of 2'-Deoxycytidin-The Journal of organic chemistry · 2023Article
- The many roles of myeloperoxidase: From inflammation and immunity to biomarkers, drug metabolism and drug discovery.Redox biology · 2021Review
- Reactivity and DNA Damage by Independently Generated 2'-Deoxycytidin-Journal of the American Chemical Society · 2021Article
- Site of Azido Substitution in the Sugar Moiety of Azidopyrimidine Nucleosides Influences the Reactivity of Aminyl Radicals Formed by Dissociative Electron Attachment.The journal of physical chemistry. B · 2020Article
- Independent Generation and Time-Resolved Detection of 2'-Deoxyguanosin-N2-yl Radicals.Angewandte Chemie (International ed. in English) · 2020Article
- Independent Generation and Reactivity of 2'-Deoxyguanosin-The Journal of organic chemistry · 2020Article
- Positional Dependence of DNA Hole Transfer Efficiency in Nucleosome Core Particles.Journal of the American Chemical Society · 2019Article
- Direct synthesis of 2-oxo-acetamidines from methyl ketones, aromatic amines and DMFRSC advances · 2019Article
- Electron-Mediated Aminyl and Iminyl Radicals from C5 Azido-Modified Pyrimidine Nucleosides Augment Radiation Damage to Cancer Cells.Organic letters · 2018Article
- Independent Generation of Reactive Intermediates Leads to an Alternative Mechanism for Strand Damage Induced by Hole Transfer in Poly(dA-T) Sequences.Journal of the American Chemical Society · 2018Article
- Traceless Tandem Lesion Formation in DNA from a Nitrogen-Centered Purine Radical.Journal of the American Chemical Society · 2018Article
- DNA Damage Emanating From a Neutral Purine Radical Reveals the Sequence Dependent Convergence of the Direct and Indirect Effects of γ-Radiolysis.Journal of the American Chemical Society · 2017Article
- Independent Photochemical Generation and Reactivity of Nitrogen-Centered Purine Nucleoside Radicals from Hydrazines.Organic letters · 2017Article
- Prehydrated One-Electron Attachment to Azido-Modified Pentofuranoses: Aminyl Radical Formation, Rapid H-Atom Transfer, and Subsequent Ring Opening.The journal of physical chemistry. B · 2017Article
Corrections and comments
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Authors and funding
4 authors at 2 institutions in 2 countries.
Funding
Abstract
Formal hydrogen atom abstraction from the nitrogen-hydrogen bonds in purine nucleosides produces reactive intermediates that are important in nucleic acid oxidation. Herein we describe an approach for the independent generation of the purine radical resulting from hydrogen atom abstraction from the N6-amine of 2'-deoxyadenosine (dA•). The method involves sequential Norrish Type I photocleavage of a ketone (7b) and β-fragmentation of the initially formed alkyl radical (8b) to form dA• and acetone. The formation of dA• was followed by laser flash photolysis, which yields a transient with λ
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.