Polycytidylate and poly(7-deazaguanylate): A pair of complementary templates |
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Authors: | Hansjörg Rembold Roland K. Robins Frank Seela Leslie E. Orgel |
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Affiliation: | (1) Department FC1, BYK-Gulden-Lomberg, D-7750 Konstanz, Germany;(2) Laboratorium für Organische and Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, D-49069 Osnabrück, Germany;(3) The Salk Institute for Biological Studies, Post Office Box 85800 San Diego, CA 92186-5800, USA |
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Abstract: | We have studied the template-directed oligomerization on polycytidylic acid of the 5 -phosphoro(2-methyl)imidazolides of a number of analogues of guanosine. None of the analogues reacted as efficiently as the original guanosine compound, and only the 7-deazaguanosine analogue gives a detectable yield of oligomers. Similar results are described for a reaction involving the intramolecular template-directed elongation of a short oligocytidylate primer.Oligocytidylates containing five or more cytidylate residues are extended on the single-stranded regions of poly(G). In the present study we show that these oligocytidylates are extended efficiently by reaction with cytidine-5 -phosphoro(2-methyl) imidazolide on a poly(7-deazaguanylic acid) template. The products are considerably longer than those obtained using a polyguanylic acid template. We believe that the formation of a tetrahelix inhibits the latter reaction, while poly(7-deazaguanylate) does not aggregate and, therefore, acts as a more efficient template. This work identifies for the first time a pair of homopolymers each of which facilitates the template-directed elongation of the other.DeceasedCorrespondence to: L.E. Orgel |
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Keywords: | Template-directed synthesis Polycytidylic acid Poly(7-deazaguanylic acid) Oligocytidylates Chemical evolution |
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