Conformation of N 6 -Methyladenine, a Base Involved in DNA Modification: Restriction Processes

Abstract
Crystal structures of N6,N9-dimethyladenine and N6-methyladenine hydrochloride were determined from three-dimensional x-ray diffraction data. The bases assume a conformation in which the N(6)-methyl group blocks one of the hydrogen-bonding sites normally used by adenine to form Watson-Crick pairs with thymine in double-helical DNA. When in this conformation, N6-methyladenine residues might alter the secondary structure of DNA. thereby preventing the scission of modified DNA's by restriction enzymes.