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Synthesis and pairing properties of oligonucleotides containing 3-hydroxy-4-hydroxymethyl-1-cyclohexanyl nucleosides

Abstract:

The enantiomeric forms of cyclohexanyl adenine and thymine nucleosides were obtained by separation of their diastereomeric esters with (R)-(-)-methylmandelic acid. The four nucleoside analogues were appropriately protected, converted to their phosphoramidites and oligomerized. The resulting cyclohexanyl nucleic acids (CNAs) represent a new enantioselective Watson-Crick base-pairing system. Homochiral oligomers of equivalent chirality show Watson-Crick pairing, while those of opposite chiralit...

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Publication status:
Published

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Journal:
CHEMISTRY-A EUROPEAN JOURNAL
Volume:
5
Issue:
7
Pages:
2139-2150
Publication date:
1999-07-05
ISSN:
0947-6539
URN:
uuid:31d8c240-2c71-4813-b7f5-5c8e4abd53c7
Source identifiers:
11945
Local pid:
pubs:11945

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