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α ‐LNA (Locked Nucleic Acid with α ‐ D ‐Configuration): Synthesis and Selective Parallel Recognition of RNA
Author(s) -
Nielsen Poul,
Christensen Nanna K.,
Dalskov Jakob K.
Publication year - 2002
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20020201)8:3<712::aid-chem712>3.0.co;2-0
Subject(s) - locked nucleic acid , nucleic acid , rna , dna , monomer , circular dichroism , peptide nucleic acid , thymine , chemistry , pyrimidine , thermal stability , combinatorial chemistry , stereochemistry , biochemistry , gene , polymer , organic chemistry
α ‐LNA is presented as a stereoisomer of LNA (locked nucleic acid) with α ‐ D ‐configuration. Three different approaches towards the thymine α ‐LNA monomer as well as the 5‐methylcytosine α ‐LNA monomer are presented. Different α ‐LNA sequences have been synthesised and their hybridisation with complementary DNA and RNA has been evaluated by means of thermal stability experiments and circular dichroism spectroscopy. In a mixed pyrimidine sequence, α ‐LNA displays unprecedented parallel‐stranded and selective RNA binding. Furthermore, a remarkable selectivity for hybridisation with RNA over DNA is indicated.