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Royal Society of Chemistry, Organic and Biomolecular Chemistry, 9(13), p. 2703-2715, 2015

DOI: 10.1039/c4ob02193b

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Synthesis of Locked Cyclohexene and Cyclohexane Nucleic Acids (LCeNA and LCNA) with Modified Adenosine Units

This paper is available in a repository.
This paper is available in a repository.

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Abstract

We describe the preparation of conformationally locked cyclohexane nucleic acids designed as hybrids between locked nucleic acids (LNA) and cyclohexene nucleic acids (CeNA), which both excel in hybridization with complementary RNAs. We have accomplished the synthesis of these adenine derivatives starting from simple ketoester and installed all four chiral centres by means of total synthesis. The acquired monomers were incorporated into nonamer oligonucleotides.