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- W2055715327 abstract "The prototropic molecular–zwitterionic tautomerism of xanthine (Xan) and hypoxanthine (Hyp) was investigated by the semi-empirical quantum-chemical AM1 method. Geometric, energetic and electronic features of their complete molecular–zwitterionic families of tautomers were established. The influence of the environment with universal solvatation mechanism on the tautomeric equilibrium was evaluated at Onzager approximation. The comparison of the calculations with the 1H NMR data favors the N7H Xan and the N9H Hyp tautomers in anhydrous DMSO solutions. The possible biochemical role of tautomeric (especially zwitterionic) forms of Xan and Hyp is discussed. Stabilizing influences of environment and specific interactions with proteins on rare tautomeric forms are considered." @default.
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- W2055715327 date "2000-05-01" @default.
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- W2055715327 title "Prototropic molecular–zwitterionic tautomerism of xanthine and hypoxanthine" @default.
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- W2055715327 doi "https://doi.org/10.1016/s0022-2860(99)00385-3" @default.
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