Work

Synthesis of oligonucleotides containing 2′-deoxy-6-thioguanosine at a predetermined site

Year: 1991

Type: article

Abstract: A new approach has been devised for the synthesis of oligonucleotides containing 2'-deoxy-6-thioguanosine [d(s6G)]. The synthesis of oligonucleotides containing d(s6G) requires special protection and deprotection strategies to prevent the thione functionality from undergoing oxidation and hydrolysis. Previous attempted syntheses have neglected to address this problem. By using the cyanoethyl protecting group for the thione and phenoxyacetyl for the exocyclic amino group, it was possible to deprotect oligonucleotides with a mixture of sodium hydroxide and sodium hydrogen sulfide without any significant conversion of d(s6G) to deoxyguanosine. Application of this strategy will allow investigation of the structural as well as biological activity of d(s6G)-containing oligonucleotides.

Source: Nucleic Acids Research

DOI: 10.1093/nar/19.20.5719

Authors: Micheal S. Christopherson, Arthur D Broom

Institution: University of Utah

Language: English

Topic: DNA and Nucleic Acid Chemistry

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: green

Funders: University of Utah, U.S. Public Health Service, National Cancer Institute, National Institute of Allergy and Infectious Diseases

Awards: G132551511, G206221135, Cancer Center Support Grant