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Literature DB >> 25251903

Synthesis and properties of DNA oligonucleotides with a zwitterionic backbone structure.

Boris Schmidtgall¹, Anatol P Spork, Falk Wachowius, Claudia Höbartner, Christian Ducho.

Abstract

The nucleosyl amino acid (NAA)-modification of oligonucleotides is introduced, which enables the preparation of oligonucleotides with zwitterionic backbone structures. It is demonstrated that partially zwitterionic NAA-modified DNA oligonucleotides are capable of duplex formation with native polyanionic counterstrands and show retained sensitivity towards base-pairing mismatches.

Entities: Chemical

Mesh：

Substances：

Year: 2014 PMID： 25251903 DOI： 10.1039/c4cc06371f

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

10 in total

1. 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

Review 2. DNA and RNA derivatives to optimize distribution and delivery.

Authors: Eric Wickstrom
Journal: Adv Drug Deliv Rev Date: 2015-04-22 Impact factor: 15.470

3. Amide-Modified RNA: Using Protein Backbone to Modulate Function of Short Interfering RNAs.

Authors: Venubabu Kotikam; Eriks Rozners
Journal: Acc Chem Res Date: 2020-07-13 Impact factor: 22.384

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

Synthesis and properties of DNA oligonucleotides with a zwitterionic backbone structure.

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

Review 2. DNA and RNA derivatives to optimize distribution and delivery.

3. Amide-Modified RNA: Using Protein Backbone to Modulate Function of Short Interfering RNAs.

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

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

6. Enhanced Stability of DNA Oligonucleotides with Partially Zwitterionic Backbone Structures in Biological Media.

Review 7. Oligonucleotide analogues with cationic backbone linkages.

8. Charge-Dependent Regulation in DNA Adsorption on 2D Clay Minerals.

9. Towards Zwitterionic Oligonucleotides with Improved Properties: the NAA/LNA-Gapmer Approach.

Review 10. The Medicinal Chemistry of Artificial Nucleic Acids and Therapeutic Oligonucleotides.