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A theoretical prediction on the ground‐state complexes bound by metal ions to thymine base isomers
Author(s) -
Chen Jinpeng,
Ai Hongqi,
Zhao Yongping,
Liu Jingjing
Publication year - 2012
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1881
Subject(s) - tautomer , thymine , chemistry , denticity , ground state , metal , metal ions in aqueous solution , solvent , molecule , crystallography , ion , stereochemistry , dna , organic chemistry , biochemistry , physics , quantum mechanics
Stability orderings of 150 stable complexes formed by metal ions (Na + , K + , Ca 2+ , Mg 2+ , and Zn 2+ ) and 13 stable thymine tautomers in both solvent and gas phases are obtained, and the optimal binding site for a metal ion in a specific thymine tautomer is identified. Results indicate that the complex with the canonical thymine tautomer (T1) is more stable than those with the rare ones, and the monodentate complex M–T1 o4(o2) are their ground‐state form in the solvent phase. The ground‐state thymine complexes bound by Ca 2+ , Mg 2+ , or Zn 2+ become bidentate M–T3o4l o2,n3 , which is derived from a rare thymine tautomer T3o4l, whereas those bound by Na + and K + are still monodentate complexes M–T1 o4(o2) , however, in the gas phase. The differences in stability are discussed in detail from the binding strength of metal ions, relative energy of the corresponding thymine tautomers, and solution effect. Copyright © 2011 John Wiley & Sons, Ltd.