Pentopyranosyl Oligonucleotide Systems. Communication No. 13: The α ‐ L ‐Arabinopyranosyl‐(4′→2′)‐oligonucleotide System: Synthesis and Pairing Properties 1

Abstract Among the members of a family of diastereoisomeric pentopyranosyl‐(4′→2′)‐oligonucleotide systems derived from D ‐ribose, D ‐xylose, L ‐lyxose, and L ‐arabinose, the α ‐arabinopyranosyl system shows by far the strongest Watson  Crick base pairing. The system is, in fact, one of the stronge...

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Bibliographic Details
Published in:Helvetica chimica acta 2003-05, Vol.86 (5), p.1259-1308
Main Authors: Jungmann, Oliver, Beier, Markus, Luther, Anatol, Huynh, Hoan K., Ebert, Marc‐Olivier, Jaun, Bernhard, Krishnamurthy, Ramanarayanan, Eschenmoser, Albert
Format: Article
Language:English
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Summary:Abstract Among the members of a family of diastereoisomeric pentopyranosyl‐(4′→2′)‐oligonucleotide systems derived from D ‐ribose, D ‐xylose, L ‐lyxose, and L ‐arabinose, the α ‐arabinopyranosyl system shows by far the strongest Watson  Crick base pairing. The system is, in fact, one of the strongest oligonucleotide‐type base‐pairing systems known. It undergoes efficient cross‐pairing with all the other members of the pentopyranosyl family, but not with RNA and DNA. The paper describes the synthesis and pairing of the properties of α ‐ L ‐arabinopyranosyl‐(4′→2′)‐oligonucleotides.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.200390118