FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2891430351> ?p ?o ?g. }

• W2891430351 endingPage "7879" @default.
• W2891430351 startingPage "7863" @default.
• W2891430351 abstract "Intramolecular proton-transfers (prototropic conversions) have been studied for the guanine building block isocytosine (iC), and effects of positive ionization, called one-electron oxidation (iC - e → iC+•), and negative ionization, called one-electron reduction (iC + e → iC-•), on tautomeric conversions when proceeding from neutral to ionized isocytosine have been discussed. Although radical cations and radical anions are very short-lived species, the ionization effects could be investigated by quantum-chemical methods. Such kind of studies gives some information about the labile protons and the most basic positions in the neutral and radical forms of the tautomeric system. For investigations, the complete isomeric mixture of isocytosine has been considered and calculations performed in two extreme environments, apolar {DFT(B3LYP)/6-311+G(d,p)} and polar {PCM(water)//DFT(B3LYP)/6-311+G(d,p)}. For selected isomers, the G4 theory has also been applied. There are no good relations for energetic parameters of neutral and ionized forms. Ionization energies depend on localization of labile protons. Tautomeric equilibria for neutral and ionized isocytosine, favored sites of protonation and deprotonation, and favored structures of protonated and deprotonated forms strongly depend on environment. Acidity of iC+• is close to that of the iC conjugate acid, and basicity of iC-• is close to that of the iC conjugate base. This increase of acid-base properties of charged radicals explains the proton-transfer in ionized pairs of nucleobases. When compared to other pyrimidine bases such as uracil (U) and cytosine (C), which exhibit analogous tautomeric equilibria between nine prototropic tautomers as isocytosine, the tautomeric preferences for iC, iC+•, iC-•, U, U+•, U-•, C, C+•, and C-• are completely different. The differences suggest that acid-base properties of functional groups, their stabilities, and ionization energies play a principal role in proton-transfers for pyrimidine bases and influence compositions of tautomeric mixtures." @default.
• W2891430351 created "2018-09-27" @default.
• W2891430351 creator A5003180390 @default.
• W2891430351 creator A5047456767 @default.
• W2891430351 date "2018-09-07" @default.
• W2891430351 modified "2023-10-13" @default.
• W2891430351 title "Effects of Positive and Negative Ionization on Prototropy in Pyrimidine Bases: An Unusual Case of Isocytosine" @default.
• W2891430351 cites W1508053909 @default.
• W2891430351 cites W1619013365 @default.
• W2891430351 cites W1824558481 @default.
• W2891430351 cites W1966858628 @default.
• W2891430351 cites W1967482965 @default.
• W2891430351 cites W1967556854 @default.
• W2891430351 cites W1970716070 @default.
• W2891430351 cites W1970859646 @default.
• W2891430351 cites W1978679146 @default.
• W2891430351 cites W1979158103 @default.
• W2891430351 cites W1983760550 @default.
• W2891430351 cites W1984529732 @default.
• W2891430351 cites W1984759551 @default.
• W2891430351 cites W1986354763 @default.
• W2891430351 cites W1993091782 @default.
• W2891430351 cites W1993531730 @default.
• W2891430351 cites W1993901856 @default.
• W2891430351 cites W1995748745 @default.
• W2891430351 cites W1995892588 @default.
• W2891430351 cites W1998235006 @default.
• W2891430351 cites W1998551243 @default.
• W2891430351 cites W2001443129 @default.
• W2891430351 cites W2001526928 @default.
• W2891430351 cites W2001531829 @default.
• W2891430351 cites W2001979902 @default.
• W2891430351 cites W2004138506 @default.
• W2891430351 cites W2008499111 @default.
• W2891430351 cites W2009894611 @default.
• W2891430351 cites W2010790627 @default.
• W2891430351 cites W2010868305 @default.
• W2891430351 cites W2011254594 @default.
• W2891430351 cites W2012277121 @default.
• W2891430351 cites W2014493857 @default.
• W2891430351 cites W2018025352 @default.
• W2891430351 cites W2019785548 @default.
• W2891430351 cites W2019946007 @default.
• W2891430351 cites W2021461784 @default.
• W2891430351 cites W2021503922 @default.
• W2891430351 cites W2023271753 @default.
• W2891430351 cites W2025650018 @default.
• W2891430351 cites W2029069263 @default.
• W2891430351 cites W2029654108 @default.
• W2891430351 cites W2031291966 @default.
• W2891430351 cites W2032673647 @default.
• W2891430351 cites W2033308436 @default.
• W2891430351 cites W2034663299 @default.
• W2891430351 cites W2035755017 @default.
• W2891430351 cites W2037459593 @default.
• W2891430351 cites W2039127202 @default.
• W2891430351 cites W2044039308 @default.
• W2891430351 cites W2044285778 @default.
• W2891430351 cites W2044437889 @default.
• W2891430351 cites W2049817179 @default.
• W2891430351 cites W2051465936 @default.
• W2891430351 cites W2051531745 @default.
• W2891430351 cites W2052831849 @default.
• W2891430351 cites W2054712423 @default.
• W2891430351 cites W2056092790 @default.
• W2891430351 cites W2064165074 @default.
• W2891430351 cites W2069878925 @default.
• W2891430351 cites W2075711588 @default.
• W2891430351 cites W2076058016 @default.
• W2891430351 cites W2078712074 @default.
• W2891430351 cites W2080744117 @default.
• W2891430351 cites W2082325700 @default.
• W2891430351 cites W2084743201 @default.
• W2891430351 cites W2085953571 @default.
• W2891430351 cites W2087439387 @default.
• W2891430351 cites W2087673603 @default.
• W2891430351 cites W2088430073 @default.
• W2891430351 cites W2091033507 @default.
• W2891430351 cites W2095474273 @default.
• W2891430351 cites W2101555129 @default.
• W2891430351 cites W2119616026 @default.
• W2891430351 cites W2120619739 @default.
• W2891430351 cites W2126466006 @default.
• W2891430351 cites W2129075031 @default.
• W2891430351 cites W2132615452 @default.
• W2891430351 cites W2139999439 @default.
• W2891430351 cites W2140951184 @default.
• W2891430351 cites W2142263256 @default.
• W2891430351 cites W2142923305 @default.
• W2891430351 cites W2143981217 @default.
• W2891430351 cites W2151248432 @default.
• W2891430351 cites W2160327204 @default.
• W2891430351 cites W2168906023 @default.
• W2891430351 cites W2169655552 @default.
• W2891430351 cites W2185073752 @default.
• W2891430351 cites W2192135950 @default.
• W2891430351 cites W2220145047 @default.
• W2891430351 cites W2277668829 @default.

• next