Literature DB >> 1542573

The synthesis and properties of oligodeoxyribonucleotides containing N6-methoxyadenine.

H Nishio1, A Ono, A Matsuda, T Ueda.   

Abstract

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.

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Year:  1992        PMID: 1542573      PMCID: PMC312017          DOI: 10.1093/nar/20.4.777

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN: 0305-1048            Impact factor:   16.971


  19 in total

1.  Mechanism of the mutagenic action of hydroxylamine. VIII. Functional properties of the modified adenosine residues.

Authors:  E I Budowsky; T N Spasokukotskaya; J Koudelka
Journal:  Biochim Biophys Acta       Date:  1975-04-16

2.  Synthesis and properties of oligonucleotides containing 2'-deoxynebularine and 2'-deoxyxanthosine.

Authors:  R Eritja; D M Horowitz; P A Walker; J P Ziehler-Martin; M S Boosalis; M F Goodman; K Itakura; B E Kaplan
Journal:  Nucleic Acids Res       Date:  1986-10-24       Impact factor: 16.971

Review 3.  The chemical modification of nucleic acids.

Authors:  N K Kochetkov; E I Budowsky
Journal:  Prog Nucleic Acid Res Mol Biol       Date:  1969

4.  Base-base mismatches. Thermodynamics of double helix formation for dCA3XA3G + dCT3YT3G (X, Y = A,C,G,T).

Authors:  F Aboul-ela; D Koh; I Tinoco; F H Martin
Journal:  Nucleic Acids Res       Date:  1985-07-11       Impact factor: 16.971

Review 5.  Chemical mutagenesis.

Authors:  B Singer; J T Kuśmierek
Journal:  Annu Rev Biochem       Date:  1982       Impact factor: 23.643

6.  Tautomerism and conformation of the promutagenic analogue N6-methoxy-2',3',5'-tri-O-methyladenosine.

Authors:  G I Birnbaum; B Kierdaszuk; D Shugar
Journal:  Nucleic Acids Res       Date:  1984-03-12       Impact factor: 16.971

7.  NMR studies on oligodeoxyribonucleotides containing the dam methylation site GATC. Comparison between d(GGATCC) and d(GGm6ATCC).

Authors:  G V Fazakerley; R Téoule; A Guy; H Fritzsche; W Guschlbauer
Journal:  Biochemistry       Date:  1985-08-13       Impact factor: 3.162

8.  The stability of oligodeoxyribonucleotide duplexes containing degenerate bases.

Authors:  N N Anand; D M Brown; S A Salisbury
Journal:  Nucleic Acids Res       Date:  1987-10-26       Impact factor: 16.971

9.  Hydroxylamine and methoxyamine mutagenesis: tautomeric equilibrium of the promutagenic, N6-methoxyadenosine in solvents of different polarities.

Authors:  B Kierdaszuk; R Stolarski; D Shugar
Journal:  Acta Biochim Pol       Date:  1984       Impact factor: 2.149

10.  Biochemical studies on the mutagen, 6-N-hydroxylaminopurine. Synthesis of the deoxynucleoside triphosphate and its incorporation into DNA in vitro.

Authors:  M T Abdul-Masih; M J Bessman
Journal:  J Biol Chem       Date:  1986-02-15       Impact factor: 5.157

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  4 in total

1.  Comparative mutagenicities of N6-methoxy-2,6-diaminopurine and N6-methoxyaminopurine 2'-deoxyribonucleosides and their 5'-triphosphates.

Authors:  F Hill; D M Williams; D Loakes; D M Brown
Journal:  Nucleic Acids Res       Date:  1998-03-01       Impact factor: 16.971

2.  Template directed incorporation of nucleotide mixtures using azole-nucleobase analogs.

Authors:  G C Hoops; P Zhang; W T Johnson; N Paul; D E Bergstrom; V J Davisson
Journal:  Nucleic Acids Res       Date:  1997-12-15       Impact factor: 16.971

3.  Polymerase recognition of synthetic oligodeoxyribonucleotides incorporating degenerate pyrimidine and purine bases.

Authors:  F Hill; D Loakes; D M Brown
Journal:  Proc Natl Acad Sci U S A       Date:  1998-04-14       Impact factor: 11.205

4.  5-Nitroindole as an universal base analogue.

Authors:  D Loakes; D M Brown
Journal:  Nucleic Acids Res       Date:  1994-10-11       Impact factor: 16.971

  4 in total

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