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The role of the σ-framework in the properties of the biological purines and pyrimidines: dipole moments and tautomeric equilibria

✍ Scribed by Hélène Berthod; Alberte Pullman

Publisher
Wiley (John Wiley & Sons)
Year
1964
Tongue
English
Weight
326 KB
Volume
2
Category
Article
ISSN
0006-3525

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✦ Synopsis

Synopsis

Del Re's method for the study of saturated compounds has been adapted so as to deal with the u-framework of conjugated molecules. This modified procedure is used in evaluating the u-contribution to the dipole moments of the nucleic bases and of the A-T and G-C base pairs and also to the free energy change in the tautomeric equilibria of the bases. Associated with an appropriate Huckel method for evaluating the r-contribution, the results obtained predict a small resultant moment for A-T versus a large moment for G-C. The energy calculations predict the keto and amino forms of the bases to be the most stable forms and cytosine to be the most easily involved in tautomeric shift to the rare form.

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