Methylphosphonate LNA: a locked nucleic acid with a methylphosphonate linkage.
Synthesis of an oligonucleotide containing one methylphosphonate locked nucleic acid (LNA) thymine monomer using the phosphoramidite approach is described. The binding affinity of this 9-mer methylphosphonate LNA towards complementary DNA and RNA oligonucleotides was increased compared to the reference DNA, but decreased compared to the reference LNA. In the 9-mer sequence context studied, introduction of a single methylphosphonate LNA monomer, contrary to a single LNA monomer, efficiently inhibits 3'-exonucleolytic degradation.
Lauritsen
Anne
A
Department of Chemistry, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen, Denmark.
Dahl
Britta M
BM
Dahl
Otto
O
Vester
Birte
B
Wengel
Jesper
J
D004247:DNA / Q000138:chemical synthesis; D004277:DNA, Single-Stranded / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D005092:Exonucleases / Q000037:antagonists & inhibitors; D007202:Indicators and Reagents; D009841:Oligonucleotides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D009943:Organophosphorus Compounds / Q000737:chemistry*; D010727:Phosphoric Diester Hydrolases / Q000378:metabolism; D012313:RNA / Q000138:chemical synthesis
D004277:DNA, Single-Stranded; D004791:Enzyme Inhibitors; D007202:Indicators and Reagents; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; C032627:methylphosphonic acid; D012313:RNA; D004247:DNA; D005092:Exonucleases; D010727:Phosphoric Diester Hydrolases