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DOI: 10.1055/s-1999-3112
Pyranosyl-RNA Supramolecules Containing Non-Hydrogen Bonding Base-Pairs
Publication History
Publication Date:
31 December 1999 (online)
![](https://www.thieme-connect.de/media/synlett/1999Sup1/lookinside/thumbnails/10.1055-s-1999-3112-1.jpg)
Synthesis and properties of a new pyranosyl-RNA nucleoside using tryptamine as nucleo-base is reported. Incorporation of this unit into oligomers using standard phosphoamidite chemistry yielded self-complementary and non-selfcomplementary oligonucleotide pairs. Thermal melting experiments of these examples showed the sequence dependent stabilising characteristics of the incorporated base in the symmetric pairing constitution with a standard Tm near that of a similar A-T-pair as well as pairing selectivity with respect to non-symmetric pairing tolerating thymine but destabilizing if confronted to an adenine as complementary base in the antiparallel strand.
N-glycosides - synthetic nucleotides - supramolecular chemistry - base pairing - nanotechnology