Literature DB >> 6340667

Imidazole open ring 7-methylguanine: an inhibitor of DNA synthesis.

S Boiteux, J Laval.   

Abstract

Guanine methylated at the N7 position (me7G) is susceptible to cleavage of the imidazole ring yielding: 2,6-diamino-4-hydroxy-5N-methyl-formamidopyrimidine (rom7G). DNA synthesis catalysed by E.coli DNA polymerase I, using as templates poly(dGC) containing either me7G or rom7G, show that rom7G blocks DNA chain elongation. It implies a potential killing effect. Furthermore rom7G does not induce mispairing with either dAMP or dTMP. me7G does not affect DNA synthesis. The results suggest that, beside AP-sites, rom7G is a potential killing lesion in cells treated by alkylating agents.

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Year:  1983        PMID： 6340667     DOI： 10.1016/0006-291x(83)91185-3

Source DB:  PubMed          Journal:  Biochem Biophys Res Commun        ISSN： 0006-291X            Impact factor:   3.575


  35 in total

Review 1.  The GO system protects organisms from the mutagenic effect of the spontaneous lesion 8-hydroxyguanine (7,8-dihydro-8-oxoguanine).

Authors:  M L Michaels; J H Miller
Journal:  J Bacteriol       Date:  1992-10       Impact factor: 3.490

2.  Replication of the 2,6-diamino-4-hydroxy-N(5)-(methyl)-formamidopyrimidine (MeFapy-dGuo) adduct by eukaryotic DNA polymerases.

Authors:  Plamen P Christov; Kinrin Yamanaka; Jeong-Yun Choi; Kei-ichi Takata; Richard D Wood; F Peter Guengerich; R Stephen Lloyd; Carmelo J Rizzo
Journal:  Chem Res Toxicol       Date:  2012-07-06       Impact factor: 3.739

3.  Opposite base-dependent reactions of a human base excision repair enzyme on DNA containing 7,8-dihydro-8-oxoguanine and abasic sites.

Authors:  M Bjorâs; L Luna; B Johnsen; E Hoff; T Haug; T Rognes; E Seeberg
Journal:  EMBO J       Date:  1997-10-15       Impact factor: 11.598

4.  MutM, a protein that prevents G.C----T.A transversions, is formamidopyrimidine-DNA glycosylase.

Authors:  M L Michaels; L Pham; C Cruz; J H Miller
Journal:  Nucleic Acids Res       Date:  1991-07-11       Impact factor: 16.971

5.  Site-specific synthesis and characterization of oligonucleotides containing an N6-(2-deoxy-D-erythro-pentofuranosyl)-2,6-diamino-3,4-dihydro-4-oxo-5-N-methylformamidopyrimidine lesion, the ring-opened product from N7-methylation of deoxyguanosine.

Authors:  Plamen P Christov; Kyle L Brown; Ivan D Kozekov; Michael P Stone; Thomas M Harris; Carmelo J Rizzo
Journal:  Chem Res Toxicol       Date:  2008-12       Impact factor: 3.739

6.  The formamidopyrimidine derivative of 7-(2-oxoethyl)-2'-deoxyguanosine.

Authors:  Plamen P Christov; Ivan D Kozekov; Carmelo J Rizzo; Thomas M Harris
Journal:  Chem Res Toxicol       Date:  2008-08-09       Impact factor: 3.739

Review 7.  Methylating agents and DNA repair responses: Methylated bases and sources of strand breaks.

Authors:  Michael D Wyatt; Douglas L Pittman
Journal:  Chem Res Toxicol       Date:  2006-12       Impact factor: 3.739

8.  Enzymatic excision from gamma-irradiated polydeoxyribonucleotides of adenine residues whose imidazole rings have been ruptured.

Authors:  L H Breimer
Journal:  Nucleic Acids Res       Date:  1984-08-24       Impact factor: 16.971

9.  Two rotameric forms of open ring 7-methylguanine are present in alkylated polynucleotides.

Authors:  S Boiteux; J Belleney; B P Roques; J Laval
Journal:  Nucleic Acids Res       Date:  1984-07-11       Impact factor: 16.971

10.  Physical association of the 2,6-diamino-4-hydroxy-5N-formamidopyrimidine-DNA glycosylase of Escherichia coli and an activity nicking DNA at apurinic/apyrimidinic sites.

Authors:  T R O'Connor; J Laval
Journal:  Proc Natl Acad Sci U S A       Date:  1989-07       Impact factor: 11.205
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