The synthesis and properties of oligodeoxyribonucleotides containing N6-methoxyadenine.
Oligodeoxyribonucleotides containing N6-methoxyadenine (M) have been synthesized. The order of stability of duplexes consisting of synthesized oligodeoxyribonucleotides, 5'd(CCTGGTAXCAGGTCC)3'-5'd(GGACCTGNTACCAGG)3' (X = M, A, G. N = A, G, T, C), was M: A (Tm = 52 degrees C) greater than M: T (50 degrees C) greater than M: G (48 degrees C) greater than M: C (46 degrees C) observed by thermal denaturation in a buffer of 0.01 M Na cacodylate, and 0.1 M NaCl at pH 7.0. The Tms are within a range of 6 degrees of difference, which is smaller than those of Tms of the duplexes containing A:N pairs (11 degrees) and G:N pairs (11 degrees). DNA replication study on a template-primer system, 5'd(32p-CAGCTTTCGC)3' 3'd(GTCGAAAGCGMAGTCG)5', showed that TTP and dCTP were incorporated into DNA strands at a site opposite to M by Klenow DNA polymerase, but dATP and dGTP were not.
Nishio
H
H
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, Japan.
Ono
A
A
Matsuda
A
A
Ueda
T
T
D000225:Adenine / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry; D001482:Base Composition; D001483:Base Sequence; D004256:DNA Polymerase I / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D008969:Molecular Sequence Data; D009153:Mutagens / Q000378:metabolism*; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D013696:Temperature
D009153:Mutagens; D009838:Oligodeoxyribonucleotides; C073276:N(6)-methoxyadenine; D004256:DNA Polymerase I; D000225:Adenine