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■ Effect of the N⁶-Methyl Group on Adenine Ring on the Intramolecular Base-Pairing of Adenine with Thymine in Various Solvents

Toshio Itahara*

*Department of Bioengineering, Faculty of Engineering, Kagoshima University, Korimoto, Kagoshima 890-0065, Japan

Abstract

In order to study an intramolecular hydrogen bond between the adenine and thymine rings of 9-[12-(thymin-1- yl)dodecyl]adenine and N⁶-methyl-9-[12-(thymin-1-yl)- dodecyl]adenine, their NMR chemical shifts of NH of thymine ring at 3-position were compared with those of N⁶,N⁶-dimethyl-9-[12-(thymin-1-yl)dodecyl]adenine in various solvents. The thermodynamic parameters of the intramolecular hydrogen bond in chloroform and benzene were estimated. The hydrogen bond was confirmed by the IR spectroscopy.