Literature DB >> 8058725

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

R O Dempcy1, O Almarsson, T C Bruice.   

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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Year:  1994        PMID: 8058725      PMCID: PMC44504          DOI: 10.1073/pnas.91.17.7864

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  5 in total

1.  Molecular structure of a deoxyribose-dinucleotide, sodium thymidylyl-(5' yields to 3')-thymidylate-(5') hydrate (pTpT), and a possible structural model for polythymidylate.

Authors:  N Camerman; J K Fawcett; A Cameran
Journal:  J Mol Biol       Date:  1976-11-15       Impact factor: 5.469

2.  Nucleotide synthesis. IV. Phosphorylated 3'-amino-3'-deoxythymidine and 5'-amino-5'-deoxythymidine and derivatives.

Authors:  R P Glinski; M S Khan; R L Kalamas; M B Sporn
Journal:  J Org Chem       Date:  1973-12-14       Impact factor: 4.354

3.  Symmetry and molecular structure of a DNA triple helix: d(T)n.d(A)n.d(T)n.

Authors:  G Raghunathan; H T Miles; V Sasisekharan
Journal:  Biochemistry       Date:  1993-01-19       Impact factor: 3.162

4.  Synthesis and in vitro pharmacology of arpromidine and related phenyl(pyridylalkyl)guanidines, a potential new class of positive inotropic drugs.

Authors:  A Buschauer
Journal:  J Med Chem       Date:  1989-08       Impact factor: 7.446

5.  Peptide nucleic acid (PNA) conformation and polymorphism in PNA-DNA and PNA-RNA hybrids.

Authors:  O Almarsson; T C Bruice
Journal:  Proc Natl Acad Sci U S A       Date:  1993-10-15       Impact factor: 11.205

  5 in total
  10 in total

Review 1.  The design of guanidinium-rich transporters and their internalization mechanisms.

Authors:  Paul A Wender; Wesley C Galliher; Elena A Goun; Lisa R Jones; Thomas H Pillow
Journal:  Adv Drug Deliv Rev       Date:  2007-11-09       Impact factor: 15.470

2.  Mercury-Free Automated Synthesis of Guanidinium Backbone Oligonucleotides.

Authors:  Kacper Skakuj; Katherine E Bujold; Chad A Mirkin
Journal:  J Am Chem Soc       Date:  2019-12-16       Impact factor: 15.419

3.  Solid-phase synthesis of oligopurine deoxynucleic guanidine (DNG) and analysis of binding with DNA oligomers.

Authors:  B A Linkletter; I E Szabo; T C Bruice
Journal:  Nucleic Acids Res       Date:  2001-06-01       Impact factor: 16.971

4.  Beyond Cell Penetrating Peptides: Designed Molecular Transporters.

Authors:  Paul A Wender; Christina B Cooley; Erika I Geihe
Journal:  Drug Discov Today Technol       Date:  2012

5.  Binding studies of cationic thymidyl deoxyribonucleic guanidine to RNA homopolynucleotides.

Authors:  K A Browne; R O Dempcy; T C Bruice
Journal:  Proc Natl Acad Sci U S A       Date:  1995-07-18       Impact factor: 11.205

6.  Synthesis of a thymidyl pentamer of deoxyribonucleic guanidine and binding studies with DNA homopolynucleotides.

Authors:  R O Dempcy; K A Browne; T C Bruice
Journal:  Proc Natl Acad Sci U S A       Date:  1995-06-20       Impact factor: 11.205

7.  Fifteen years of cell-penetrating, guanidinium-rich molecular transporters: basic science, research tools, and clinical applications.

Authors:  Erika Geihe Stanzl; Brian M Trantow; Jessica R Vargas; Paul A Wender
Journal:  Acc Chem Res       Date:  2013-05-22       Impact factor: 22.384

8.  Design and synthesis of ribonucleic guanidine: a polycationic analog of RNA.

Authors:  R O Dempcy; J Luo; T C Bruice
Journal:  Proc Natl Acad Sci U S A       Date:  1996-04-30       Impact factor: 11.205

9.  Automated Synthesis and Purification of Guanidine-Backbone Oligonucleotides.

Authors:  Kacper Skakuj; Katherine E Bujold; Chad A Mirkin
Journal:  Curr Protoc Nucleic Acid Chem       Date:  2020-06

Review 10.  Oligonucleotide analogues with cationic backbone linkages.

Authors:  Melissa Meng; Christian Ducho
Journal:  Beilstein J Org Chem       Date:  2018-06-04       Impact factor: 2.883

  10 in total

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