Boranophosphates as mimics of natural phosphodiesters in DNA.
In boranophosphate-oligodeoxynucleosides (BH(3)(-)-ODN) a borane group replaces one of the two non-bridging oxygen atoms in the phosphodiester backbone of the naturally occurring congener. The chemical and biophysical properties of BH(3)(-) ODN are reviewed, as are their interactions with enzymes such as DNA polymerases, exo- and endonucleases, and ribonuclease H. Three approaches to synthesis of BH3- ODN are described: in solution, on solid supports, and by template directed enzymatic polymerization of appropriately modified nucleoside triphosphates. Comparisons are made to other members of the family of phosphorus modified nucleic acids, the phosphorothioates and methyl phos phonates. The potential applications of boranophosphate modified compounds to antisense therapeutics and DNA sequencing are discussed.
Summers
J S
JS
Department of Chemistry, Paul M. Gross Chemical Laboratory, Duke University, Durham, NC 27708-0346, USA.
Shaw
B R
BR
D001880:Boranes / Q000737:chemistry* / Q000378:metabolism; D016754:Boron Neutron Capture Therapy / Q000639:trends; D004259:DNA-Directed DNA Polymerase / Q000378:metabolism*; D003851:Deoxyribonucleases / Q000378:metabolism; D004789:Enzyme Activation; D008968:Molecular Conformation; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000737:chemistry* / Q000378:metabolism*; D016376:Oligonucleotides, Antisense / Q000138:chemical synthesis / Q000627:therapeutic use; D010710:Phosphates / Q000737:chemistry* / Q000378:metabolism; D016914:Ribonuclease H / Q000378:metabolism; D017422:Sequence Analysis, DNA
D001880:Boranes; D009838:Oligodeoxyribonucleotides; D016376:Oligonucleotides, Antisense; D010710:Phosphates; D004259:DNA-Directed DNA Polymerase; D003851:Deoxyribonucleases; D016914:Ribonuclease H