title: Synthesis and incorporation into DNA of a chemically stable, functional abasic site analogue.
abstract: [reaction: see text] The abasic site building block 7 for DNA synthesis, containing a methylenephosphinic acid group at C3', was prepared in six steps and was incorporated into DNA via a combination of H-phosphonate and phosphoramidite chemistry. Corresponding oligodeoxynucleotides were shown to be chemically stable under basic conditions and fully functional at the respective hemiacetal center.
authors.affiliation: Department of Chemistry & Biochemistry, University of Bern, Freiestrasse 3, CH-3012 Bern, Switzerland.
authors.forename: Markus
authors.initials: M
authors.lastname: Mosimann
authors.forename: Pascal A
authors.initials: PA
authors.lastname: Küpfer
authors.forename: Christian J
authors.initials: CJ
authors.lastname: Leumann
mesh_terms: D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry*; D004260:DNA Repair; D007202:Indicators and Reagents; D015394:Molecular Structure; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis*; D010720:Phosphines / Q000138:chemical synthesis*
chemical_list: D007202:Indicators and Reagents; D009838:Oligodeoxyribonucleotides; D010720:Phosphines; D004247:DNA