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-thre o-pentofuranose derivative 1 and 6-N-benzoyladenine followed by C2'-epimeri zation. Hybridization studies demonstrated very strong duplex formation wit h 9-mer complementary DNA, RNA, LNA and alpha -L-LNA target sequences. (C) 2001 Elsevier Science Ltd. All rights reserved.