title: Synthesis of a novel nucleic acid mimic: P-boranomethylphosphonate.
abstract: A new type of non-ionic nucleotide analogue with a doubly modified internucleotide linkage, P-boranomethylphosphonate, has been successfully synthesized and characterized. Dithymidine boranomethylphosphonate 5 is the first example of a P-boranomethylphosphonate compound; it is a highly lipophilic phosphodiester analog, which is almost totally resistant to both snake venom phosphodiesterase (SVPDE) and bovine spleen phosphodiesterase (BSPDE). P-boranomethylphosphonates are expected to be promising candidates for mechanistic, diagnostic and therapeutic applications.
authors.affiliation: Paul M. Gross Chemical Laboratory, Department of Chemistry, Duke University, Durham, North Carolina 27708-0346, USA.
authors.forename: J
authors.initials: J
authors.lastname: Lin
authors.forename: B R
authors.initials: BR
authors.lastname: Shaw
mesh_terms: D001880:Boranes / Q000138:chemical synthesis*; D018716:Molecular Mimicry; D009696:Nucleic Acids / Q000737:chemistry*; D009711:Nucleotides / Q000138:chemical synthesis*
chemical_list: D001880:Boranes; D009696:Nucleic Acids; D009711:Nucleotides; C442884:P-boranomethylphosphonate