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Tryptophan-PNA gc Conjugates Self-Assemble to Form Fibers

[Image: see text] Peptide nucleic acids and their conjugates to peptides can self-assemble and generate complex architectures. In this work, we explored the self-assembly of PNA dimers conjugated to the dipeptide WW. Our studies suggest that the indole ring of tryptophan promotes aggregation of the...

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Autores principales: Mosseri, Andrea, Sancho-Albero, María, Mercurio, Flavia Anna, Leone, Marilisa, De Cola, Luisa, Romanelli, Alessandra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10436247/
https://www.ncbi.nlm.nih.gov/pubmed/37486977
http://dx.doi.org/10.1021/acs.bioconjchem.3c00200
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author Mosseri, Andrea
Sancho-Albero, María
Mercurio, Flavia Anna
Leone, Marilisa
De Cola, Luisa
Romanelli, Alessandra
author_facet Mosseri, Andrea
Sancho-Albero, María
Mercurio, Flavia Anna
Leone, Marilisa
De Cola, Luisa
Romanelli, Alessandra
author_sort Mosseri, Andrea
collection PubMed
description [Image: see text] Peptide nucleic acids and their conjugates to peptides can self-assemble and generate complex architectures. In this work, we explored the self-assembly of PNA dimers conjugated to the dipeptide WW. Our studies suggest that the indole ring of tryptophan promotes aggregation of the conjugates. The onset of fluorescence is observed upon self-assembly. The structure of self-assembled WWgc is concentration-dependent, being spherical at low concentrations and fibrous at high concentrations. As suggested by molecular modeling studies, fibers are stabilized by stacking interactions between tryptophans and Watson-Crick hydrogen bonds between nucleobases.
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spelling pubmed-104362472023-08-19 Tryptophan-PNA gc Conjugates Self-Assemble to Form Fibers Mosseri, Andrea Sancho-Albero, María Mercurio, Flavia Anna Leone, Marilisa De Cola, Luisa Romanelli, Alessandra Bioconjug Chem [Image: see text] Peptide nucleic acids and their conjugates to peptides can self-assemble and generate complex architectures. In this work, we explored the self-assembly of PNA dimers conjugated to the dipeptide WW. Our studies suggest that the indole ring of tryptophan promotes aggregation of the conjugates. The onset of fluorescence is observed upon self-assembly. The structure of self-assembled WWgc is concentration-dependent, being spherical at low concentrations and fibrous at high concentrations. As suggested by molecular modeling studies, fibers are stabilized by stacking interactions between tryptophans and Watson-Crick hydrogen bonds between nucleobases. American Chemical Society 2023-07-24 /pmc/articles/PMC10436247/ /pubmed/37486977 http://dx.doi.org/10.1021/acs.bioconjchem.3c00200 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Mosseri, Andrea
Sancho-Albero, María
Mercurio, Flavia Anna
Leone, Marilisa
De Cola, Luisa
Romanelli, Alessandra
Tryptophan-PNA gc Conjugates Self-Assemble to Form Fibers
title Tryptophan-PNA gc Conjugates Self-Assemble to Form Fibers
title_full Tryptophan-PNA gc Conjugates Self-Assemble to Form Fibers
title_fullStr Tryptophan-PNA gc Conjugates Self-Assemble to Form Fibers
title_full_unstemmed Tryptophan-PNA gc Conjugates Self-Assemble to Form Fibers
title_short Tryptophan-PNA gc Conjugates Self-Assemble to Form Fibers
title_sort tryptophan-pna gc conjugates self-assemble to form fibers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10436247/
https://www.ncbi.nlm.nih.gov/pubmed/37486977
http://dx.doi.org/10.1021/acs.bioconjchem.3c00200
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