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Literature DB >> 9736687

Synthesis, biophysical properties, and nuclease resistance properties of mixed backbone oligodeoxynucleotides containing cationic internucleoside guanidinium linkages: deoxynucleic guanidine/DNA chimeras.

Abstract

The synthesis of mixed backbone oligodeoxynucleotides (18-mers) consisting of positively charged guanidinium linkages along with negatively charged phosphodiester linkages is carried out. The use of a base labile-protecting group for guanidinium linkage offers a synthetic strategy similar to standard oligonucleotide synthesis. The nuclease resistance of the oligodeoxyribonucleotides capped with guanidinium linkages at 5' and 3' ends are reported. The hybridization properties and sequence specificity of binding of these deoxynucleic guanidine/DNA chimeras with complementary DNA or RNA are described.

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Year: 1998 PMID： 9736687 PMCID： PMC21593 DOI： 10.1073/pnas.95.19.11047

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

12 in total

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Authors: A Blaskó; E E Minyat; R O Dempcy; T C Bruice
Journal: Biochemistry Date: 1997-06-24 Impact factor: 3.162

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Journal: Methods Enzymol Date: 1995 Impact factor: 1.600

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Authors: D A Barawkar; B Linkletter; T C Bruice
Journal: Bioorg Med Chem Lett Date: 1998-06-16 Impact factor: 2.823

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Authors: J M Kean; S A Kipp; P S Miller; M Kulka; L Aurelian
Journal: Biochemistry Date: 1995-11-14 Impact factor: 3.162

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Journal: J Med Chem Date: 1993-07-09 Impact factor: 7.446

6. Conformation of formacetal and 3'-thioformacetal nucleotide linkers and stability of their antisense RNA.DNA hybrid duplexes.

Authors: J S Rice; X Gao
Journal: Biochemistry Date: 1997-01-14 Impact factor: 3.162

Review 7. Medicinal chemistry of antisense oligonucleotides--future opportunities.

Authors: P D Cook
Journal: Anticancer Drug Des Date: 1991-12

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. Triplex formation at physiological pH by 5-Me-dC-N4-(spermine) [X] oligodeoxynucleotides: non protonation of N3 in X of X*G:C triad and effect of base mismatch/ionic strength on triplex stabilities.

Authors: D A Barawkar; K G Rajeev; V A Kumar; K N Ganesh
Journal: Nucleic Acids Res Date: 1996-04-01 Impact factor: 16.971

10. Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide.

Authors: P E Nielsen; M Egholm; R H Berg; O Buchardt
Journal: Science Date: 1991-12-06 Impact factor: 47.728

8 in total

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Journal: J Am Chem Soc Date: 2019-12-16 Impact factor: 15.419

2. 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

3. (Pseudo)amide-linked oligosaccharide mimetics: molecular recognition and supramolecular properties.

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Journal: Beilstein J Org Chem Date: 2010-02-22 Impact factor: 2.883

4. NAA-modified DNA oligonucleotides with zwitterionic backbones: stereoselective synthesis of A-T phosphoramidite building blocks.

Authors: Boris Schmidtgall; Claudia Höbartner; Christian Ducho
Journal: Beilstein J Org Chem Date: 2015-01-13 Impact factor: 2.883

5. Oligonucleotides with Cationic Backbone and Their Hybridization with DNA: Interplay of Base Pairing and Electrostatic Attraction.

Authors: Boris Schmidtgall; Arne Kuepper; Melissa Meng; Tom N Grossmann; Christian Ducho
Journal: Chemistry Date: 2017-12-27 Impact factor: 5.236