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Screening the Structural Space of Bicyclo‐DNA: Synthesis and Thermal Melting Properties of bc 4,3 ‐DNA (Eur. J. Org. Chem. 8/2009)
Author(s) -
Stauffiger Andrea,
Leumann Christian J.
Publication year - 2009
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.200990015
Subject(s) - chemistry , dna , bicyclic molecule , monomer , oligonucleotide , helix (gastropod) , stereochemistry , crystallography , polymer , organic chemistry , biochemistry , ecology , snail , biology
Abstract The cover picture shows two low‐energy conformations of monomeric units of [4.3.0]bicyclo‐DNA, a conformationally restricted DNA analogue. In an energy‐minimized double helix containing a fully modified strand paired against its complementary DNA, the [4.3.0]bicyclo‐DNA sugar arranges in such a way that O(5′) adopts a pseudoaxial orientation. In the article by A. Stauffiger and C. J. Leumann on p. 1153 ff the synthesis of the modified DNA building block, the X‐ray structure of the monomeric unit as well as thermal melting properties of oligonucleotides are discussed. The authors would like to thank Michael Eggli for his help in designing the cover picture.