On the existence of the H3 tautomer of adenine in aqueous solution. Rationalizations based on hybrid quantum mechanics/molecular mechanics predictions

Literature Information

Publication Date 2009-11-27
DOI 10.1039/B915604F
Impact Factor 3.676
Authors

Kęstutis Aidas, Kurt V. Mikkelsen, Jacob Kongsted


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Abstract

The 15N NMR spectrum of adenine in aqueous solution has been modeled using high-level combined density functional theory/molecular mechanics techniques coupled to a dynamical averaging scheme. The explicit consideration of the three lowest-energy tautomers of adenine—H9, H7 and H3—allows for a well-founded comparison to experimental data. Based on a very good agreement between the predicted and measured 15N NMR spectrum of adenine, we have estimated the populations of the H9 and H7 tautomers to be around 83 and 17%, respectively—in good agreement with experimental data—and thus concluded that the H3 tautomer is likely not to be formed in aqueous solution. In addition to the 15N NMR spectrum we have also predicted the 13C NMR spectrum and 2J(15N–H) indirect spin–spin coupling constants. Finally we have calculated and rationalized the general shape of the low-resolution UV absorption spectrum of adenine in water.

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Source Journal

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
Self-citation Rate: 10.3%
Articles per Year: 3036

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

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