Mapping the Landscape of Potentially Primordial Informational Oligomers: Oligodipeptides Tagged with 2,4-Disubstituted 5-Aminopyrimidines as Recognition Elements

Authors

  • Gopi Kumar Mittapalli Dr.,

    1. Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA, Fax: (+1) 858-784-9573
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  • Yazmin M. Osornio Dr.,

    1. Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA, Fax: (+1) 858-784-9573
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  • Miguel A. Guerrero Dr.,

    1. Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA, Fax: (+1) 858-784-9573
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  • Kondreddi Ravinder Reddy Dr.,

    1. Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA, Fax: (+1) 858-784-9573
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  • Ramanarayanan Krishnamurthy Prof. Dr.,

    1. Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA, Fax: (+1) 858-784-9573
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  • Albert Eschenmoser Prof. Dr.

    1. Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA, Fax: (+1) 858-784-9573
    2. Laboratorium für Organische Chemie, Eidgenössische Technische Hochschule, HCI Hönggerberg, 8093 Zürich, Switzerland, Fax: (+41) 1-632-1043
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  • Chemistry of α-Aminonitriles, Part 46. For Part 45, see the preceding paper (reference 1). This work was supported by the Skaggs Research Foundation. G.K.M., Y.M.O, M.A.G, and K.R.R. are Skaggs Postdoctoral Fellows.

Abstract

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Krass verschieden: 2,4-Dioxo- und 2,4-Diamino-5-aminopyrimidinkerne, die an Oligodipeptidgerüste gebunden sind, unterscheiden sich in ihrer Fähigkeit zur Basenpaarung umgekehrt wie entsprechende Triazinderivate. Das Verhalten der beiden heterocyclischen Systeme weist auf eine bemerkenswerte Korrelation zwischen der Paarungsstärke und den ΔpKa-Werten von Paaren komplementärer Basen hin.

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