Literature DB >> 3903661

Stereospecific removal of methyl phosphotriesters from DNA by an Escherichia coli ada+ extract.

M Weinfeld, A F Drake, J K Saunders, M C Paterson.   

Abstract

The ada+ gene product, a DNA methyltransferase present in extracts from an Escherichia coli strain constitutive for the adaptive response, removes only half of the methyl phosphotriesters from alkylated DNA. Since DNA phosphotriesters occur in two isomeric configurations (denoted Rp and Sp), we examined whether this reflects a stereospecific mode of repair by the methyltransferase. Analysis by reverse-phase HPLC, phosphorus NMR and circular dichroism established that only triesters in the Sp configuration are acted upon by the E. coli extract.

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Year:  1985        PMID: 3903661      PMCID: PMC322023          DOI: 10.1093/nar/13.19.7067

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


  18 in total

1.  Methyl phosphotriesters in alkylated DNA are repaired by the Ada regulatory protein of E. coli.

Authors:  T V McCarthy; T Lindahl
Journal:  Nucleic Acids Res       Date:  1985-04-25       Impact factor: 16.971

Review 2.  N-nitroso alkylating agents: formation and persistence of alkyl derivatives in mammalian nucleic acids as contributing factors in carcinogenesis.

Authors:  B Singer
Journal:  J Natl Cancer Inst       Date:  1979-06       Impact factor: 13.506

3.  Syntheses and properties of adenine and thymine nucleoside alkyl phosphotriesters, the neutral analogs of dinucleoside monophosphates.

Authors:  P S Miller; K N Fang; N S Kondo; P O Ts'o
Journal:  J Am Chem Soc       Date:  1971-12       Impact factor: 15.419

4.  Reaction of DNA with alkylating agents. Quantitation of alkylation by ethylnitrosourea of oxygen and nitrogen sites on poly[dA-dT] including phosphotriester formation.

Authors:  D E Jensen; D J Reed
Journal:  Biochemistry       Date:  1978-11-28       Impact factor: 3.162

5.  The stability of methylated purines and of methylphosphotriesters in the DNA of V79 cells after treatment with N-methyl-N-nitrosourea.

Authors:  W Warren; A R Crathorn; K V Shooter
Journal:  Biochim Biophys Acta       Date:  1979-06-20

6.  Evidence for removal at different rates of O-ethyl pyrimidines and ethylphosphotriesters in two human fibroblast cell lines.

Authors:  W J Bodell; B Singer; G H Thomas; J E Cleaver
Journal:  Nucleic Acids Res       Date:  1979-06-25       Impact factor: 16.971

7.  Chemical synthesis of tridecanucleoside dodecaphosphate sequence of SV40 DNA.

Authors:  J B Chattopadhyaya; C B Reese
Journal:  Nucleic Acids Res       Date:  1980-05-10       Impact factor: 16.971

8.  Synthesis and template properties of an ethyl phosphotriester modified decadeoxyribonucleotide.

Authors:  P S Miller; S Chandrasegaran; D L Dow; S M Pulford; L S Kan
Journal:  Biochemistry       Date:  1982-10-26       Impact factor: 3.162

9.  Isolation of mutants of Escherichia coli with increased resistance to alkylating agents: mutants deficient in thiols and mutants constitutive for the adaptive response.

Authors:  B Sedgwick; P Robins
Journal:  Mol Gen Genet       Date:  1980

10.  Fluoride ion promoted deprotection and transesterification in nucleotide triesters.

Authors:  K K Ogilvie; S L Beaucage
Journal:  Nucleic Acids Res       Date:  1979-10-10       Impact factor: 16.971

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  27 in total

1.  Regulatory responses of the adaptive response to alkylation damage: a simple regulon with complex regulatory features.

Authors:  P Landini; M R Volkert
Journal:  J Bacteriol       Date:  2000-12       Impact factor: 3.490

2.  Differences in replication of a DNA template containing an ethyl phosphotriester by T4 DNA polymerase and Escherichia coli DNA polymerase I.

Authors:  Laura Tsujikawa; Michael Weinfield; Linda J Reha-Krantz
Journal:  Nucleic Acids Res       Date:  2003-09-01       Impact factor: 16.971

3.  Characterisation and nucleotide sequence of ogt, the O6-alkylguanine-DNA-alkyltransferase gene of E. coli.

Authors:  P M Potter; M C Wilkinson; J Fitton; F J Carr; J Brennand; D P Cooper; G P Margison
Journal:  Nucleic Acids Res       Date:  1987-11-25       Impact factor: 16.971

4.  Mass Spectrometric Quantitation of Pyridyloxobutyl DNA Phosphate Adducts in Rats Chronically Treated with N'-Nitrosonornicotine.

Authors:  Yupeng Li; Bin Ma; Qing Cao; Silvia Balbo; Lijiao Zhao; Pramod Upadhyaya; Stephen S Hecht
Journal:  Chem Res Toxicol       Date:  2019-02-26       Impact factor: 3.739

5.  Multiple species of Bacillus subtilis DNA alkyltransferase involved in the adaptive response to simple alkylating agents.

Authors:  F Morohoshi; N Munakata
Journal:  J Bacteriol       Date:  1987-02       Impact factor: 3.490

6.  Alkyl phosphotriester modified oligodeoxyribonucleotides. V. Synthesis and absolute configuration of Rp and Sp diastereomers of an ethyl phosphotriester (Et) modified EcoRI recognition sequence, d[GGAA(Et)TTCC]. A synthetic approach to regio- and stereospecific ethylation-interference studies.

Authors:  K A Gallo; K L Shao; L R Phillips; J B Regan; M Koziolkiewicz; B Uznanski; W J Stec; G Zon
Journal:  Nucleic Acids Res       Date:  1986-09-25       Impact factor: 16.971

7.  Catalysis of amide synthesis by RNA phosphodiester and hydroxyl groups.

Authors:  Stacy I Chamberlin; Edward J Merino; Kevin M Weeks
Journal:  Proc Natl Acad Sci U S A       Date:  2002-10-28       Impact factor: 11.205

8.  Alkyl phosphotriester modified oligodeoxyribonucleotides. VI. NMR and UV spectroscopic studies of ethyl phosphotriester (Et) modified Rp-Rp and Sp-Sp duplexes, (d[GGAA(Et)TTCC])2.

Authors:  M F Summers; C Powell; W Egan; R A Byrd; W D Wilson; G Zon
Journal:  Nucleic Acids Res       Date:  1986-09-25       Impact factor: 16.971

9.  Molecular analysis of the aidD6::Mu d1 (bla lac) fusion mutation of Escherichia coli K12.

Authors:  M R Volkert; L I Hajec
Journal:  Mol Gen Genet       Date:  1991-10

10.  Induction of the alkA gene of Escherichia coli in gram-negative bacteria.

Authors:  A R Fernandez de Henestrosa; J Barbé
Journal:  J Bacteriol       Date:  1991-12       Impact factor: 3.490

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