DFT calculations of amine‐imine tautomerism in some pyrimidine derivatives and their 1:1 and 1:2 complexes with water

Hasanein, Ahmed A.; Senior, Samir A.

doi:10.1002/qua.22739

Cited by 9 publications

(1 citation statement)

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“…The aminopyridine and pyrimidine dimers are known as mimic models of DNA base pair with two hydrogen bonds between AP molecules. − Ionization of (AP) 2 causes a proton transfer along the hydrogen bonds, and it forms a defect of hydrogen bond in DNA. Time scale of PT process was estimated to be 100–200 fs, which is a very fast process as a chemical reaction .…”

Section: Introductionmentioning

confidence: 99%

Molecular Design of Ionization-Induced Proton Switching Element Based on Fluorinated DNA Base Pair

Tachikawa

Kawabata

2016

J. Phys. Chem. A

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To design theoretically the high-performance proton switching element based on DNA base pair, the effects of fluorine substitution on the rate of proton transfer (PT) in the DNA model base pair have been investigated by means of direct ab initio molecular dynamics (AIMD) method. The 2-aminopyridine dimer, (AP)2, was used as the model of the DNA base pair. One of the hydrogen atoms of the AP molecule in the dimer was substituted by a fluorine (F) atom, and the structures of the dimer, expressed by F-(AP)2, were fully optimized at the MP2/6-311++G(d,p) level. The direct AIMD calculations showed that the proton is transferred within the base pair after the vertical ionization. The rates of PT in F-(AP)2(+) were calculated and compared with that of (AP)2(+) without an F atom. It was found that PT rate is accelerated by the F-substitution. Also, the direction of PT between F-AP and AP molecules can be clearly controlled by the position of F-substitution (AP)2 in the dimer.

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