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Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1994 Aug 16;91(17):7864–7868. doi: 10.1073/pnas.91.17.7864

Design and synthesis of deoxynucleic guanidine: a polycation analogue of DNA.

R O Dempcy 1, O Almarsson 1, T C Bruice 1
PMCID: PMC44504  PMID: 8058725

Abstract

The basic strategy is described for the connection of nucleosides by guanidinium (g) linkers to provide the positively charged deoxynucleic guanidine putative antigene agents. The synthetic procedures are provided for d(gT)n. Molecular modeling of double-stranded [d(gT)10.d(Ap)10] and the triple-helical hybrids [d(Tp)10.d(Ap)10.d(gT)10] and [d(gT)10.d(Ap)10.d(gT)10] suggest modes of interaction and anticipated structural features.

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Selected References

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  1. Almarsson O., Bruice T. C. Peptide nucleic acid (PNA) conformation and polymorphism in PNA-DNA and PNA-RNA hybrids. Proc Natl Acad Sci U S A. 1993 Oct 15;90(20):9542–9546. doi: 10.1073/pnas.90.20.9542. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Buschauer A. Synthesis and in vitro pharmacology of arpromidine and related phenyl(pyridylalkyl)guanidines, a potential new class of positive inotropic drugs. J Med Chem. 1989 Aug;32(8):1963–1970. doi: 10.1021/jm00128a045. [DOI] [PubMed] [Google Scholar]
  3. Camerman N., Fawcett J. K., Cameran A. Molecular structure of a deoxyribose-dinucleotide, sodium thymidylyl-(5' yields to 3')-thymidylate-(5') hydrate (pTpT), and a possible structural model for polythymidylate. J Mol Biol. 1976 Nov 15;107(4):601–621. doi: 10.1016/s0022-2836(76)80086-1. [DOI] [PubMed] [Google Scholar]
  4. Glinski R. P., Khan M. S., Kalamas R. L., Sporn M. B. Nucleotide synthesis. IV. Phosphorylated 3'-amino-3'-deoxythymidine and 5'-amino-5'-deoxythymidine and derivatives. J Org Chem. 1973 Dec 14;38(25):4299–4305. doi: 10.1021/jo00964a020. [DOI] [PubMed] [Google Scholar]
  5. Raghunathan G., Miles H. T., Sasisekharan V. Symmetry and molecular structure of a DNA triple helix: d(T)n.d(A)n.d(T)n. Biochemistry. 1993 Jan 19;32(2):455–462. doi: 10.1021/bi00053a009. [DOI] [PubMed] [Google Scholar]

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