Encyclopedia of Astrobiology

Living Edition
| Editors: Muriel Gargaud, William M. Irvine, Ricardo Amils, Henderson James Cleaves, Daniele Pinti, José Cernicharo Quintanilla, Michel Viso


  • Ramanarayanan KrishnamurthyEmail author
  • Eun-Kyong Kim
  • Tammy Campbell
Living reference work entry
DOI: https://doi.org/10.1007/978-3-642-27833-4_1277-3



Pyranosyl-RNA (“p-RNA”) is an oligonucleotide in which the ribose units exist in the pyranose form and are linked together repetitively by phosphodiester groups between the hydroxyl groups at positions C-2′ and C-4′ (Fig. 1).


Watson-Crick Pentopyranosyl Oligonucleotides Nucleic acids Homochiral Heterochiral Base-pairing 
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References and Further Reading

  1. Beier F, Reck F, Wagner T, Krishnamurthy R, Eschenmoser A (1999) Chemical etiology of nucleic acid structure: comparing pentopyranosyl-(2′→4′) oligonucleotides with RNA. Science 283:699–703CrossRefADSGoogle Scholar
  2. Bolli M, Micura R, Eschenmoser A (1997a) Pyranosyl-RNA: chiroselective self-assembly of base sequences by ligative oligomerization of tetra nucleotide-2′,3′-cyclophosphates (with a commentary concerning the origin of biomolecular homochirality). Chem Biol 4:309–320CrossRefGoogle Scholar
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  12. Krishnamurthy R, Pitsch S, Minton M, Miculka C, Windhab N, Eschenmoser A (1996) Pyranosyl-RNA: base pairing between homochiral oligonucleotide strands of opposite sense of chirality. Angew Chem Int Ed 35:1537–1541CrossRefGoogle Scholar
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  16. Pitsch S, Krishnamurthy R, Bolli M, Wendeborn S, Holzner A, Minton M, Lesueur C, Schlonvogt I, Jaun B, Eschenmoser A (1995) Pyranosyl-RNA (‘p-RNA’): base-pairing selectivity and potential to replicate. Helv Chim Acta 78:1621–1635CrossRefGoogle Scholar
  17. Pitsch S, Wendeborn S, Krishnamurthy R, Holzner A, Minton M, Bolli M, Miculka C, Windhab N, Micura R, Stanek M, Jaun B, Eschenmoser A (2003) The β-D-ribopyranosyl-(4′→2′)-oligonucleotide system (pyranosyl-RNA): synthesis and resumé of base-pairing properties. Helv Chim Acta 86:4270–4363CrossRefGoogle Scholar
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  19. Schlönvogt I, Pitsch S, Lesueur C, Eschenmoser A (1996) Pyranosyl-RNA (‘p-RNA’): NMR and molecular-dynamics study of the duplex formed by self-pairing of ribopyranosyl-(C-G-A-A-T-T-C-G). Helv Chim Acta 79:2316–2345CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg (outside the USA) 2014

Authors and Affiliations

  • Ramanarayanan Krishnamurthy
    • 1
    Email author
  • Eun-Kyong Kim
    • 1
  • Tammy Campbell
    • 1
  1. 1.ChemistryThe Scripps Research InstituteLa JollaUSA