Literature DB >> 2216766

Synthesis and characterization of oligodeoxynucleotides containing the mutagenic base analogue 4-O-ethylthymine.

D Fernandez-Forner1, Y Palom, S Ikuta, E Pedroso, R Eritja.   

Abstract

A method for the preparation of oligonucleotides containing the mutagenic base 4-O-ethylthymine is described for the first time. Use of p-nitrophenylethyl type base protecting groups together with phosphitetriester solid-phase methodology makes possible the rapid and efficient preparation of oligonucleotides bearing 4-O-ethylthymine, while standard base protecting groups are not compatible with the presence of this base. Possible applications of this methodology are discussed.

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Year:  1990        PMID： 2216766      PMCID： PMC332307          DOI： 10.1093/nar/18.19.5729

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


  11 in total

1.  O2- and O4-alkyl pyrimidine nucleosides: stability of the glycosyl bond and of the alkyl group as a function of pH.

Authors:  B Singer; M Kröger; M Carrano
Journal:  Biochemistry       Date:  1978-04-04       Impact factor: 3.162

2.  Solid-phase synthesis and side reactions of oligonucleotides containing O-alkylthymine residues.

Authors:  H Borowy-Borowski; R W Chambers
Journal:  Biochemistry       Date:  1989-02-21       Impact factor: 3.162

3.  Hybridization triggered cross-linking of deoxyoligonucleotides.

Authors:  T R Webb; M D Matteucci
Journal:  Nucleic Acids Res       Date:  1986-10-10       Impact factor: 16.971

Review 4.  Formation and metabolism of alkylated nucleosides: possible role in carcinogenesis by nitroso compounds and alkylating agents.

Authors:  A E Pegg
Journal:  Adv Cancer Res       Date:  1977       Impact factor: 6.242

Review 5.  O-alkyl pyrimidines in mutagenesis and carcinogenesis: occurrence and significance.

Authors:  B Singer
Journal:  Cancer Res       Date:  1986-10       Impact factor: 12.701

Review 6.  Mechanisms of carcinogenesis induced by alkylating agents.

Authors:  R Saffhill; G P Margison; P J O'Connor
Journal:  Biochim Biophys Acta       Date:  1985-12-17

7.  Application of 2-cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite for in situ preparation of deoxyribonucleoside phosphoramidites and their use in polymer-supported synthesis of oligodeoxyribonucleotides.

Authors:  J Nielsen; M Taagaard; J E Marugg; J H van Boom; O Dahl
Journal:  Nucleic Acids Res       Date:  1986-09-25       Impact factor: 16.971

8.  Synthesis and characterization of oligodeoxynucleotides containing 4-O-methylthymine.

Authors:  B F Li; C B Reese; P F Swann
Journal:  Biochemistry       Date:  1987-02-24       Impact factor: 3.162

9.  Synthesis and properties of oligonucleotides containing 4-thiothymidine, 5-methyl-2-pyrimidinone-1-beta-D(2'-deoxyriboside) and 2-thiothymidine.

Authors:  B A Connolly; P C Newman
Journal:  Nucleic Acids Res       Date:  1989-07-11       Impact factor: 16.971

10.  A study of side reactions occurring during synthesis of oligodeoxynucleotides containing O6-alkyldeoxyguanosine residues at preselected sites.

Authors:  H Borowy-Borowski; R W Chambers
Journal:  Biochemistry       Date:  1987-05-05       Impact factor: 3.162
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  2 in total

1.  A simple method for N-15 labelling of exocyclic amino groups in synthetic oligodeoxynucleotides.

Authors:  M Acedo; C Fàbrega; A Aviño; M Goodman; P Fagan; D Wemmer; R Eritja
Journal:  Nucleic Acids Res       Date:  1994-08-11       Impact factor: 16.971

2.  Solid-phase synthesis of oligodeoxynucleotides containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine moieties.

Authors:  Sónia Pérez-Rentero; Alejandra V Garibotti; Ramón Eritja
Journal:  Molecules       Date:  2010-08-18       Impact factor: 4.411
  2 in total

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