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Facile Peptide Bond Formation: Effective Interplay between Isothiazolone Rings and Silanol Groups at Silver/Iron Oxide Nanocomposite Surfaces

[Image: see text] Proportional to considerable progress in protein–drug conjugations, attention to the efficient peptide coupling reagents is being increased. Hence, in this study, a versatile heterogeneous nanoscale reagent is presented for chemical, biological, and medical purposes. A combination...

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Autores principales: Maleki, Ali, Taheri-Ledari, Reza, Rahimi, Jamal, Soroushnejad, Mahya, Hajizadeh, Zoleikha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6649058/
https://www.ncbi.nlm.nih.gov/pubmed/31460161
http://dx.doi.org/10.1021/acsomega.9b00986
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author Maleki, Ali
Taheri-Ledari, Reza
Rahimi, Jamal
Soroushnejad, Mahya
Hajizadeh, Zoleikha
author_facet Maleki, Ali
Taheri-Ledari, Reza
Rahimi, Jamal
Soroushnejad, Mahya
Hajizadeh, Zoleikha
author_sort Maleki, Ali
collection PubMed
description [Image: see text] Proportional to considerable progress in protein–drug conjugations, attention to the efficient peptide coupling reagents is being increased. Hence, in this study, a versatile heterogeneous nanoscale reagent is presented for chemical, biological, and medical purposes. A combination of silver and silica-coated iron oxide nanoparticles (Ag/Fe(3)O(4)) has been well functionalized with isothiazolone rings via a silver-modified Heck mechanism. An appropriate condition is provided for peptide bond formation through the surface interplay between silanol groups and the loaded isothiazolone rings. A logical mechanism including a series of successive covalent bonds onto the surface of Ag/Fe(3)O(4) nanocomposites is suggested for this catalyzed peptide bond formation. Accurate comparisons have been made to obtain the optimum value of the nanocatalyst and suitable conditions. As an additional application, the biological activity of the desired product has also been investigated through antibacterial assay tests. The results showed that our desired product could also be used as an effective heterogeneous nanoscale antibacterial agent for different purposes. In this regard, all of the essential structural and practical analyses have been carried out and precisely interpreted.
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spelling pubmed-66490582019-08-27 Facile Peptide Bond Formation: Effective Interplay between Isothiazolone Rings and Silanol Groups at Silver/Iron Oxide Nanocomposite Surfaces Maleki, Ali Taheri-Ledari, Reza Rahimi, Jamal Soroushnejad, Mahya Hajizadeh, Zoleikha ACS Omega [Image: see text] Proportional to considerable progress in protein–drug conjugations, attention to the efficient peptide coupling reagents is being increased. Hence, in this study, a versatile heterogeneous nanoscale reagent is presented for chemical, biological, and medical purposes. A combination of silver and silica-coated iron oxide nanoparticles (Ag/Fe(3)O(4)) has been well functionalized with isothiazolone rings via a silver-modified Heck mechanism. An appropriate condition is provided for peptide bond formation through the surface interplay between silanol groups and the loaded isothiazolone rings. A logical mechanism including a series of successive covalent bonds onto the surface of Ag/Fe(3)O(4) nanocomposites is suggested for this catalyzed peptide bond formation. Accurate comparisons have been made to obtain the optimum value of the nanocatalyst and suitable conditions. As an additional application, the biological activity of the desired product has also been investigated through antibacterial assay tests. The results showed that our desired product could also be used as an effective heterogeneous nanoscale antibacterial agent for different purposes. In this regard, all of the essential structural and practical analyses have been carried out and precisely interpreted. American Chemical Society 2019-06-19 /pmc/articles/PMC6649058/ /pubmed/31460161 http://dx.doi.org/10.1021/acsomega.9b00986 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Maleki, Ali
Taheri-Ledari, Reza
Rahimi, Jamal
Soroushnejad, Mahya
Hajizadeh, Zoleikha
Facile Peptide Bond Formation: Effective Interplay between Isothiazolone Rings and Silanol Groups at Silver/Iron Oxide Nanocomposite Surfaces
title Facile Peptide Bond Formation: Effective Interplay between Isothiazolone Rings and Silanol Groups at Silver/Iron Oxide Nanocomposite Surfaces
title_full Facile Peptide Bond Formation: Effective Interplay between Isothiazolone Rings and Silanol Groups at Silver/Iron Oxide Nanocomposite Surfaces
title_fullStr Facile Peptide Bond Formation: Effective Interplay between Isothiazolone Rings and Silanol Groups at Silver/Iron Oxide Nanocomposite Surfaces
title_full_unstemmed Facile Peptide Bond Formation: Effective Interplay between Isothiazolone Rings and Silanol Groups at Silver/Iron Oxide Nanocomposite Surfaces
title_short Facile Peptide Bond Formation: Effective Interplay between Isothiazolone Rings and Silanol Groups at Silver/Iron Oxide Nanocomposite Surfaces
title_sort facile peptide bond formation: effective interplay between isothiazolone rings and silanol groups at silver/iron oxide nanocomposite surfaces
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6649058/
https://www.ncbi.nlm.nih.gov/pubmed/31460161
http://dx.doi.org/10.1021/acsomega.9b00986
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