Boranophosphate backbone: a mimic of phosphodiesters, phosphorothioates, and methyl phosphonates.
Nucleoside boranophosphates are distinctive in that one of the non-bridging oxygens in the phosphate diester 1 is replaced by a borane moiety (BH3). Although they retain the same net charge, BH3(-)-ODN have unique chemical and biochemical characteristics relative to other analogs. The change in polarity, lipophilicity, nuclease resistance, and the activation of RNase H cleavage of RNA in RNA: boranophosphate hybrids make boranophosphates very attractive for applications in enzymology and molecular biology and as potential antisense agents.
Shaw
B R
BR
Department of Chemistry, Duke University, Durham, North Carolina 27708-0346, USA.
Sergueev
D
D
He
K
K
Porter
K
K
Summers
J
J
Sergueeva
Z
Z
Rait
V
V
D016375:Antisense Elements (Genetics) / Q000138:chemical synthesis*; D001483:Base Sequence; D001880:Boranes; D017931:DNA Primers; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D010755:Organophosphates; D009943:Organophosphorus Compounds; D016133:Polymerase Chain Reaction / Q000379:methods; D016914:Ribonuclease H; D013873:Thionucleotides
D016375:Antisense Elements (Genetics); D001880:Boranes; D017931:DNA Primers; D007202:Indicators and Reagents; D010755:Organophosphates; D009943:Organophosphorus Compounds; D013873:Thionucleotides; D016914:Ribonuclease H