Synthesis and characterization of oligodeoxynucleotides containing the mutagenic base analogue 4-O-ethylthymine
- PMID: 2216766
- PMCID: PMC332307
- DOI: 10.1093/nar/18.19.5729
Synthesis and characterization of oligodeoxynucleotides containing the mutagenic base analogue 4-O-ethylthymine
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.
Similar articles
-
A simple method for the solid phase synthesis of oligodeoxynucleotides containing O4-alkylthymine.Nucleic Acids Res. 1990 Jul 25;18(14):4061-5. doi: 10.1093/nar/18.14.4061. Nucleic Acids Res. 1990. PMID: 2377451 Free PMC article.
-
Use of shuttle vectors to study the molecular processing of defined carcinogen-induced DNA damage: mutagenicity of single O4-ethylthymine adducts in HeLa cells.Nucleic Acids Res. 1990 Jul 25;18(14):4131-7. doi: 10.1093/nar/18.14.4131. Nucleic Acids Res. 1990. PMID: 2377457 Free PMC article.
-
Solid-phase synthesis and side reactions of oligonucleotides containing O-alkylthymine residues.Biochemistry. 1989 Feb 21;28(4):1471-7. doi: 10.1021/bi00430a007. Biochemistry. 1989. PMID: 2719910
-
Synthesis of a thymine glycol building block and its incorporation into oligonucleotides.Nucleic Acids Symp Ser. 2000;(44):121-2. doi: 10.1093/nass/44.1.121. Nucleic Acids Symp Ser. 2000. PMID: 12903298
-
Synthesis of DNA fragments containing 5,6-dihydrothymine, a major product of thymine gamma radiolysis.Nucleic Acids Res. 1988 Jan 11;16(1):319-26. doi: 10.1093/nar/16.1.319. Nucleic Acids Res. 1988. PMID: 3340528 Free PMC article.
Cited by
-
Special Issue "Frontiers in Nucleic Acid Chemistry-In Memory of Professor Enrique Pedroso for His Outstanding Contributions to Nucleic Acid Chemistry".Molecules. 2023 Oct 26;28(21):7278. doi: 10.3390/molecules28217278. Molecules. 2023. PMID: 37959697 Free PMC article.
-
Solid-phase synthesis of oligodeoxynucleotides containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine moieties.Molecules. 2010 Aug 18;15(8):5692-707. doi: 10.3390/molecules15085692. Molecules. 2010. PMID: 20720521 Free PMC article.
-
A simple method for N-15 labelling of exocyclic amino groups in synthetic oligodeoxynucleotides.Nucleic Acids Res. 1994 Aug 11;22(15):2982-9. doi: 10.1093/nar/22.15.2982. Nucleic Acids Res. 1994. PMID: 8065910 Free PMC article.
References
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources