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Paper | Regular issue | Vol 57, No. 7, 2002, pp.1247-1256
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9488
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


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.