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The NMR studies of substituent effects on the N-H···N hydrogen bond in duplex DNA using 2′-deoxynebularine and 15N labeled 5-substituted-2′-deoxyuridine base pairs

The NMR studies of substituent effects on the N-H···N hydrogen bond in duplex DNA using 2′-deoxynebularine and 15N labeled 5-substituted-2′-deoxyuridine base pairs

Abstract

Abstract The effects of substitutions on various NMR parameters, which may influence the hydrogen bond strengths of Watson-Crick base pairs, were investigated for DNA dodecamers containing 5-substituted-2′-deoxyuridine derivatives and 2′-deoxynebularine in the oligomers, 5′-d(CGCG N A T X CGCG)-3′; where N and X are 2′-deoxy nebularine and N3- 15 N-2′-deoxyuridine derivatives. The substitution effects on NMR parameters were linearly correlated with the pKa values of the 2′-dexoyuridine derivatives. © 2003 Oxford University Press
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