Synthesis of locked cyclohexene and cyclohexane nucleic acids (LCeNA and LCNA) with modified adenosine units
Language English Country England, Great Britain Media print
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
25594585
DOI
10.1039/c4ob02193b
Knihovny.cz E-resources
- MeSH
- Adenosine chemical synthesis chemistry MeSH
- Cyclohexanes chemical synthesis chemistry MeSH
- Molecular Structure MeSH
- Nucleic Acids chemical synthesis chemistry MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Adenosine MeSH
- Cyclohexane MeSH Browser
- Cyclohexanes MeSH
- Nucleic Acids MeSH
We describe here the preparation of conformationally locked cyclohexane nucleic acids designed as hybrids between locked nucleic acids (LNAs) and cyclohexene nucleic acids (CeNAs), both of which excel in hybridization with complementary RNAs. We have accomplished the synthesis of these adenine derivatives starting from a simple ketoester and installed all four chiral centres by means of total synthesis. The acquired monomers were incorporated into nonamer oligonucleotides.
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