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Encyclopedia of Astrobiology pp 1–6Cite as

p-RNA

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Synonyms

Pentopyranosyl-RNA; Pyranosyl-RNA; Ribopyranosyl nucleic acid

Definition

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).

Fig. 1
figure 1

A constitutional and an idealized conformational representation of pyranosyl-RNA (p-RNA); base = adenine, guanine, cytosine, uracil, thymine, as well as 2,4-diaminopurine, xanthine, iso-guanine, and iso-cytosine

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References and Further Reading

  • 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 283:699–703

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  • 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 4:309–320

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  • Bolli M, Micura R, Pitsch S, Eschenmoser A (1997b) Pyranosyl-RNA: further observations on replication. Helv Chim Acta 80:1901–1951

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  • Eschenmoser A (1993a) Hexose nucleic acids. Pure Appl Chem 65:1179–1188, Lecture at the ‘18th IUPAC Symposium on the Chemistry of Natural Products’, Strasbourg/F, August 1992

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  • Eschenmoser A (1993b) Toward a chemical etiology of the natural nucleic acids’ structure. In: Proc R. A. Welch Found, 37. Conf chem res 40 years of the DNA double Helix. R. A. Welch Foundation, Houston, p 201–235

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  • Eschenmoser A (1999) Chemical etiology of nucleic acid structure. Science 284:2118–2124

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  • Eschenmoser A (2011) Etiology of potentially primordial biomolecular structures: from vitamin B12 to the nucleic acids and an inquiry into the chemistry of life’s origin: a retrospective. Angew Chem Int Ed 50:12412–12472

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  • 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 35:1537–1541

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  • Micura R, Bolli M, Windhab N, Eschenmoser A (1997) Pyranosyl-RNA also forms hairpin structures. Angew Chem Int Ed 36:870–873

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  • Pitsch S, Wendeborn S, Jaun B, Eschenmoser A (1993) Why pentose- and not hexose-nucleic acids? Pyranosyl-RNA (‘p-RNA’). Helv Chim Acta 76:2161–2183

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Authors and Affiliations

  1. Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA

    Ramanarayanan Krishnamurthy, Eun-Kyong Kim & Tammy Campbell

Authors
  1. Ramanarayanan Krishnamurthy
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  2. Eun-Kyong Kim
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  3. Tammy Campbell
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Corresponding author

Correspondence to Ramanarayanan Krishnamurthy .

Editor information

Editors and Affiliations

  1. Centro de Biología Molecular, Universidad Autónoma de Madrid, Madrid, Spain

    Ricardo Amils

  2. Labo. d'Astrophysique de Bordeaux (LAB), Observatoire Aquitain des Sciences de l'Univers (OASU), Floirac CX, France

    Muriel Gargaud

  3. Centro de Astrobiología (CAB), Inst. Nacional de Técnica Aeroespacial, Torrejón de Ardoz, Madrid, Spain

    José Cernicharo Quintanilla

  4. Geophysical Lab., Carnegie Institution of Washington, Washington, District of Columbia, USA

    Henderson James Cleaves

  5. Astronomy Department, University of Massachusetts, Amherst, Massachusetts, USA

    William M. Irvine

  6. Dépt. Sc. de la Terre et de l’Atmosphère, Université du Québec, Montréal, Montreal, Québec, Canada

    Daniele Pinti

  7. Centre National d'Etudes Spatiale (CNES) DPI/E2U, Paris CX, France

    Michel Viso

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Krishnamurthy, R., Kim, EK., Campbell, T. (2014). p-RNA. In: Amils, R., et al. Encyclopedia of Astrobiology. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-27833-4_1277-3

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  • DOI: https://doi.org/10.1007/978-3-642-27833-4_1277-3

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  • Publisher Name: Springer, Berlin, Heidelberg

  • Online ISBN: 978-3-642-27833-4

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