ArticleChemical science2020
Electron-driven proton transfer relieves excited-state antiaromaticity in photoexcited DNA base pairs.
Article in Chemical science, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 45 citations in OpenAlex.
- HOMAc: A Parameterization of the Harmonic Oscillator Model of Aromaticity (HOMA) That Includes Antiaromaticity.The Journal of organic chemistry · 2025Article
- Aromaticity and Antiaromaticity Reversals between the Electronic Ground State and the Two Lowest Triplet States of Thiophene.Chemphyschem : a European journal of chemical physics and physical chemistry · 2025Article
- Excited-State Aromaticity Reversals in Naphthalene and Anthracene.The journal of physical chemistry. A · 2023Article
- Modulating the Photocyclization Reactivity of Diarylethenes through Changes in the Excited-State Aromaticity of the π-Linker.The Journal of organic chemistry · 2022Article
- Intriguing Chloride: Involvement of Chloride Ions in Proton Transfers.Molecules (Basel, Switzerland) · 2022Article
- Barrier-Lowering Effects of Baird Antiaromaticity in Photoinduced Proton-Coupled Electron Transfer (PCET) Reactions.Journal of the American Chemical Society · 2021Article
- Relief of excited-state antiaromaticity enables the smallest red emitter.Nature communications · 2021Article
- Visualisation of Chemical Shielding Tensors (VIST) to Elucidate Aromaticity and Antiaromaticity.European journal of organic chemistry · 2021Article
- Hydrogen Bonding in Natural and Unnatural Base Pairs-A Local Vibrational Mode Study.Molecules (Basel, Switzerland) · 2021Article
- Antiaromaticity Gain Activates Tropone and Nonbenzenoid Aromatics as Normal-Electron-Demand Diels-Alder Dienes.Organic letters · 2020Article
Corrections and comments
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Authors and funding
4 authors at 2 institutions in 2 countries.
Funding
Abstract
The Watson-Crick A·T and G·C base pairs are not only electronically complementary, but also photochemically complementary. Upon UV irradiation, DNA base pairs undergo efficient excited-state deactivation through electron driven proton transfer (EDPT), also known as proton-coupled electron transfer (PCET), at a rate too fast for other reactions to take place. Why this process occurs so efficiently is typically reasoned based on the oxidation and reduction potentials of the bases in their electronic ground states. Here, we show that the occurrence of EDPT can be traced to a reversal in the aromatic/antiaromatic character of the base upon photoexcitation. The Watson-Crick A·T and G·C base pairs are aromatic in the ground state, but the purines become highly antiaromatic and reactive in the first
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Registered trials
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.