2′-N-(pyren-1-yl)acetyl-2′-amino-α-L-LNA: Synthesis and detection of single nucleotide mismatches in DNA and RNA targets

Abstract

(Chemical Equation Presented) Precise positioning of intercalators furnishes a SNP-detection tool. The conformationally locked 2-oxo-5-aza-bicyclo- [2.2.1]heptane skeleton of 2′-amino-α-L-LNA monomer X directs the N2′-linked pyrene moiety into nucleic acid duplex cores to give highly stabilized duplexes. We have used this precise positioning of pyrene moieties to develop probes that signal the presence of single-nucleotide mismatches in DNA/RNA targets by excimer signal formation. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.