Unknown

Dataset Information

0

A solid-phase CuAAC strategy for the synthesis of PNA containing nucleobase surrogates.

ABSTRACT: The synthesis of an azide containing PNA monomer is described. The monomer was incorporated into two PNA sequences for the purpose of synthesizing an intercalating fluorophore-labeled PNA and a metal binding hairpin using a solid phase copper catalyzed azide-alkyne Huisgen cycloaddition (CuAAC). Click chemistry was performed using 2-ethynylfluorene or 1-ethynylpyrene to add a fluorophore to the PNA, which were tested for their ability to recognize an abasic site on a DNA target. A PNA hairpin possessing azide monomers at each termini was synthesized and reacted with 2-ethynylpyridine to form a hairpin that is stabilized by Ni²?.

SUBMITTER: St Amant AH 

PROVIDER: S-EPMC3654728 | biostudies-literature | 2013 Jan-Mar

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

A solid-phase CuAAC strategy for the synthesis of PNA containing nucleobase surrogates.

St Amant André H AH   Engbers Christopher C   Hudson Robert H E RH  

Artificial DNA, PNA & XNA 20130101 1

The synthesis of an azide containing PNA monomer is described. The monomer was incorporated into two PNA sequences for the purpose of synthesizing an intercalating fluorophore-labeled PNA and a metal binding hairpin using a solid phase copper catalyzed azide-alkyne Huisgen cycloaddition (CuAAC). Click chemistry was performed using 2-ethynylfluorene or 1-ethynylpyrene to add a fluorophore to the PNA, which were tested for their ability to recognize an abasic site on a DNA target. A PNA hairpin po  ...[more]

Similar Datasets

Unknown PNA containing isocytidine nucleobase: synthesis and recognition of double helical RNA.
| S-EPMC3056986 | biostudies-literature
Unknown A CuAAC-Hydrazone-CuAAC Trifunctional Scaffold for the Solid-Phase Synthesis of Trimodal Compounds: Possibilities and Limitations.
| S-EPMC6332392 | biostudies-literature
Proteomics Solid Phase Synthesis of Fluorosulfate Containing Macrocycles for Chemoproteomic Workflows
2023-03-02 | PXD039931 | Pride
Unknown Synthesis of Sulfotyrosine-Containing Peptides by Incorporating Fluorosulfated Tyrosine Using an Fmoc-Based Solid-Phase Strategy.
| S-EPMC4928576 | biostudies-literature
Unknown Synthesis of Polyheterocyclic Dimers Containing Restricted and Constrained Peptidomimetics via IMCR-Based Domino/Double CuAAC Click Strategy.
| S-EPMC7696539 | biostudies-literature
Unknown Automated solid-phase synthesis of oligosaccharides containing sialic acids.
| S-EPMC4464161 | biostudies-literature
Unknown An Unconventional Acid-Labile Nucleobase Protection Concept for Guanosine Phosphoramidites in RNA Solid-Phase Synthesis.
| S-EPMC5408931 | biostudies-literature
Unknown Solid-phase synthesis of peptoid-like oligomers containing diverse diketopiperazine units.
| S-EPMC4148721 | biostudies-literature
Unknown Solid-phase synthesis of DNA-encoded libraries via an "aldehyde explosion" strategy.
| S-EPMC7298663 | biostudies-literature
Unknown Enumerating Microorganism Surrogates for Groundwater Transport Studies Using Solid-Phase Cytometry.
| S-EPMC3928530 | biostudies-literature