The synthesis and properties of oligodeoxyribonucleotides containing N6-methoxyadenine
- 25 February 1992
- journal article
- research article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 20 (4) , 777-782
- https://doi.org/10.1093/nar/20.4.777
Abstract
Oligodeoxyribonucleotides containing N6-methoxy-adenine (M) have been synthesized. The order of stability of duplexes consisting of synthesized oligodeoxyribonucleotides, 5d(CCTGGTAXCAGGTCC)3-5′d(GGACCTGNTACCAGG)3′ (X = M, A, G. N = A, G, T, C), was M: A (Tm = 52°C) >M: T (50°C) >M: G (48°C) >M: C (46°C) observed by thermal denaturation in a buffer of 0.01 M Na cacodylate, and 0.1 M NaCI 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.Keywords
This publication has 19 references indexed in Scilit:
- The stability of oligodeoxyribonucleotide duplexes containing degenerate basesNucleic Acids Research, 1987
- Biochemical studies on the mutagen, 6-N-hydroxylaminopurine. Synthesis of the deoxynucleoside triphosphate and its incorporation into DNA in vitro.Journal of Biological Chemistry, 1986
- Synthesis and properties of oligonucleotides containing 2′-deoxynebularine and 2′-deoxyxanthosineNucleic Acids Research, 1986
- NMR studies on oligodeoxyribonucleotides containing the dam methylation site GATC. Comparison between d(GGATCC) and d(GGm6ATCC)Biochemistry, 1985
- Base-base mismatches. Thermodynamics of double helix formation for dCA3XA3G + dCT3YT3G (X, Y = A,C,G,DNucleic Acids Research, 1985
- HYDROXYLAMINE AND METHOXYAMINE MUTAGENESIS - TAUTOMERIC EQUILIBRIUM OF THE PROMUTAGENIC, N-6-METHOXYADENOSINE IN SOLVENTS OF DIFFERENT POLARITIES1984
- Tautomerism and conformation of the promutagenic analogueN6-methoxy-2′,3′,5′-tri-O- methyladenosine+Nucleic Acids Research, 1984
- Chemical MutagenesisAnnual Review of Biochemistry, 1982
- Mechanism of the mutagenic action of hydroxylamineBiochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis, 1975
- The Chemical Modification of Nucleic AcidsProgress in Nucleic Acid Research and Molecular Biology, 1969