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Visible Light-Induced Templated Metathesis of Peptide–Nucleic Acid Conjugates with a Diselenide Bridge

The use of template molecules as chemical scaffolds that significantly influence the course of the reaction has recently been intensively studied. Peptide nucleic acids (PNA) are molecules that mimic natural nucleic acids. They are a promising matrix in such reactions because they possess high affin...

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Detalles Bibliográficos
Autores principales: Waliczek, Mateusz, Gancarz, Wiktoria, Pochwała, Paulina, Pehlivan, Özge, Stefanowicz, Piotr
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10669671/
https://www.ncbi.nlm.nih.gov/pubmed/38002358
http://dx.doi.org/10.3390/biom13111676
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author Waliczek, Mateusz
Gancarz, Wiktoria
Pochwała, Paulina
Pehlivan, Özge
Stefanowicz, Piotr
author_facet Waliczek, Mateusz
Gancarz, Wiktoria
Pochwała, Paulina
Pehlivan, Özge
Stefanowicz, Piotr
author_sort Waliczek, Mateusz
collection PubMed
description The use of template molecules as chemical scaffolds that significantly influence the course of the reaction has recently been intensively studied. Peptide nucleic acids (PNA) are molecules that mimic natural nucleic acids. They are a promising matrix in such reactions because they possess high affinity and specificity in their interactions. The manner of PNA interaction is predictable based on sequence complementarity. Recently, we report the visible light-induced metathesis reaction in peptides containing a diselenide bond. Herein, we present an efficient and straightforward method of the visible light-driven diselenide-based metathesis of peptide–nucleic acid conjugates. Compared to a similar photochemical transformation in peptides, a significant increase in the metathesis efficiency was obtained due to the template effect.
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spelling pubmed-106696712023-11-20 Visible Light-Induced Templated Metathesis of Peptide–Nucleic Acid Conjugates with a Diselenide Bridge Waliczek, Mateusz Gancarz, Wiktoria Pochwała, Paulina Pehlivan, Özge Stefanowicz, Piotr Biomolecules Article The use of template molecules as chemical scaffolds that significantly influence the course of the reaction has recently been intensively studied. Peptide nucleic acids (PNA) are molecules that mimic natural nucleic acids. They are a promising matrix in such reactions because they possess high affinity and specificity in their interactions. The manner of PNA interaction is predictable based on sequence complementarity. Recently, we report the visible light-induced metathesis reaction in peptides containing a diselenide bond. Herein, we present an efficient and straightforward method of the visible light-driven diselenide-based metathesis of peptide–nucleic acid conjugates. Compared to a similar photochemical transformation in peptides, a significant increase in the metathesis efficiency was obtained due to the template effect. MDPI 2023-11-20 /pmc/articles/PMC10669671/ /pubmed/38002358 http://dx.doi.org/10.3390/biom13111676 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Waliczek, Mateusz
Gancarz, Wiktoria
Pochwała, Paulina
Pehlivan, Özge
Stefanowicz, Piotr
Visible Light-Induced Templated Metathesis of Peptide–Nucleic Acid Conjugates with a Diselenide Bridge
title Visible Light-Induced Templated Metathesis of Peptide–Nucleic Acid Conjugates with a Diselenide Bridge
title_full Visible Light-Induced Templated Metathesis of Peptide–Nucleic Acid Conjugates with a Diselenide Bridge
title_fullStr Visible Light-Induced Templated Metathesis of Peptide–Nucleic Acid Conjugates with a Diselenide Bridge
title_full_unstemmed Visible Light-Induced Templated Metathesis of Peptide–Nucleic Acid Conjugates with a Diselenide Bridge
title_short Visible Light-Induced Templated Metathesis of Peptide–Nucleic Acid Conjugates with a Diselenide Bridge
title_sort visible light-induced templated metathesis of peptide–nucleic acid conjugates with a diselenide bridge
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10669671/
https://www.ncbi.nlm.nih.gov/pubmed/38002358
http://dx.doi.org/10.3390/biom13111676
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