Abstract

P-(4-n-Butylphenyl)-2'-deoxy-3,5'-cycloguanosine (cBuPdG) has been studied by one-dimensional 1H and 13C, two-dimensional TOCSY, HMQC, and HMBC, and long range selective INEPT NMR experiments. In DMF and DMSO solutions cBuPdG exists as a mixture of two isomers involved in a slow rate of interconversion which have been identified as N2 amino-imino tautomers, while in chloroform only the imino tautomer is present. It has been proved that the tautomeric form of the parent nucleoside, P-(4-n-butylphenyl)-2'-deoxyguanosine (BuPdG), is N2 amino. The selective INEPT experiment can be used efficiently in assignment of tautomeric structures of nucleosides. P-Phenylguanines and their nucleoside derivatives show interesting and important biological properties. lg2 For example P-(4-n-butylphenyl)-2'-deoxyguanosine

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