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Synthesis and Structure of an α,β‐D‐CNA Featuring a Noncanonical α/β Torsion Angle Combination within a Tetranucleotide
Author(s) -
Le Clézio Ingrid,
Dupouy Christelle,
Lavedan Pierre,
Escudier JeanMarc
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700229
Subject(s) - chemistry , torsion (gastropod) , stereochemistry , thymidine , crystallography , dna , biochemistry , anatomy , medicine
Synthesis and structural analysis of a ( S C5′ , R P )‐configured α,β‐D‐CNA TT within a tetranucleotide composed of four thymidine units showed that the solution structure determined at the dinucleotide level for the α,β‐D‐CNA with α and β torsional angles constrained to noncanonical values [ gauche (+), trans ] was unchanged and imposed a sharp turn in the single‐stranded tetranucleotide. The overall structure of the tetranucleotide T 4 has a hairpin loop shape. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)