title: Synthesis of the 5'-Se-thymidine phosphoramidite and convenient labeling of DNA oligonucleotide.
abstract: The synthesis of the 5'-Se-derivatized thymidine and phosphoramidite is reported, and the Se-phosphoramidite was incorporated into DNA. Because of its high nucleophilicity, this 5'-Se-moiety permits convenient postsynthetic modification of oligonucleotides. The proof of principle was successfully demonstrated by incorporating fluorescein into DNA. It was also found that the 5'-dye-labeled Se-DNA can be recognized by DNA polymerase as an efficient primer. This novel strategy opens a new avenue for nucleic acid probe preparation and detection.
authors: Department of Chemistry, Georgia State University, Atlanta, Georgia 30303, USA.
authors: Wen
authors: W
authors: Zhang
authors: Zhen
authors: Z
authors: Huang
mesh_terms: D004247:DNA / Q000737:chemistry*; D015394:Molecular Structure; D009841:Oligonucleotides / Q000737:chemistry*; D016566:Organoselenium Compounds / Q000138:chemical synthesis*; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis
chemical_list: C558887:5'-Se-thymidine phosphoramidite; D009841:Oligonucleotides; D016566:Organoselenium Compounds; D004247:DNA; D013936:Thymidine