The adenine derivative of alpha-L-LNA (alpha-L-ribo configured locked nucleic acid): synthesis and high-affinity hybridization towards DNA, RNA, LNA and alpha-L-LNA complementary sequences.
Synthesis of a 9-mer alpha-L-LNA (alpha-L-ribo configured locked nucleic acid) containing three 9-(2-O,4-C-methylene-alpha-L-ribofuranosyl)adenine nucleotide monomer(s) has been accomplished. The work involved synthesis of the bicyclic adenine nucleoside via a condensation reaction between L-threo-pentofuranose derivative 1 and 6-N-benzoyladenine followed by C2'-epimerization. Hybridization studies demonstrated very strong duplex formation with 9-mer complementary DNA, RNA, LNA and alpha-L-LNA target sequences.
Håkansson
A E
AE
Department of Chemistry, University of Copenhagen, Denmark.
Wengel
J
J
D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D004247:DNA / Q000737:chemistry*; D018076:DNA, Complementary / Q000737:chemistry; D008968:Molecular Conformation; D009693:Nucleic Acid Hybridization; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D012313:RNA / Q000737:chemistry*
D018076:DNA, Complementary; D009841:Oligonucleotides; D012313:RNA; D004247:DNA; D000225:Adenine