Functionalization of Reduced Graphene Oxide ...
Type de document :
Compte-rendu et recension critique d'ouvrage
DOI :
Titre :
Functionalization of Reduced Graphene Oxide via Thiol–Maleimide “Click” Chemistry: Facile Fabrication of Targeted Drug Delivery Vehicles
Auteur(s) :
Oz, Yavuz [Auteur]
Boǧaziçi üniversitesi = Boğaziçi University [Istanbul]
Barras, Alexandre [Auteur]
Institut d’Électronique, de Microélectronique et de Nanotechnologie - UMR 8520 [IEMN]
NanoBioInterfaces - IEMN [NBI - IEMN]
Sanyal, Rana [Auteur]
Boukherroub, Rabah [Auteur]
Institut d’Électronique, de Microélectronique et de Nanotechnologie - UMR 8520 [IEMN]
Szunerits, Sabine [Auteur]
Institut d’Électronique, de Microélectronique et de Nanotechnologie - UMR 8520 [IEMN]
Sanyal, Amitav [Auteur]
Boǧaziçi üniversitesi = Boğaziçi University [Istanbul]
Boǧaziçi üniversitesi = Boğaziçi University [Istanbul]
Barras, Alexandre [Auteur]
Institut d’Électronique, de Microélectronique et de Nanotechnologie - UMR 8520 [IEMN]
NanoBioInterfaces - IEMN [NBI - IEMN]
Sanyal, Rana [Auteur]
Boukherroub, Rabah [Auteur]
Institut d’Électronique, de Microélectronique et de Nanotechnologie - UMR 8520 [IEMN]
Szunerits, Sabine [Auteur]
Institut d’Électronique, de Microélectronique et de Nanotechnologie - UMR 8520 [IEMN]
Sanyal, Amitav [Auteur]
Boǧaziçi üniversitesi = Boğaziçi University [Istanbul]
Titre de la revue :
ACS Applied Materials & Interfaces
Pagination :
34194 - 34203
Éditeur :
Washington, D.C. : American Chemical Society
Date de publication :
2017-04-07
ISSN :
1944-8244
Mot(s)-clé(s) en anglais :
cellular targeting
click chemistry
DOX delivery
graphene oxide
photothermal effect
thiol−maleimide conjugation
click chemistry
DOX delivery
graphene oxide
photothermal effect
thiol−maleimide conjugation
Discipline(s) HAL :
Chimie
Résumé en anglais : [en]
Materials based on reduced graphene oxide (rGO) have shown to be amenable to noncovalent functionalization through hydrophobic interactions. The scaffold, however, does not provide sufficient covalent linkage given the low ...
Lire la suite >Materials based on reduced graphene oxide (rGO) have shown to be amenable to noncovalent functionalization through hydrophobic interactions. The scaffold, however, does not provide sufficient covalent linkage given the low number of reactive carboxyl and alcohol groups typically available on the rGO. The integration of clickable groups, particularly the ones that can undergo efficient conjugation without any metal catalyst, would allow facile functionalization of these materials. This study reports on the noncovalent association of a maleimide-containing catechol (dopa-MAL) surface anchor onto the rGO. Thiol–maleimide chemistry allows thereafter the facile attachment of thiol-containing molecules under ambient metal-free conditions. Although the attachment of glutathione and 6-(ferrocenyl)hexanethiol Post-print 2 DOI: 10.1021/acsami.7b08433 – Journal: ACS Appl. Mater. Interfaces – Post-print was used as model thiols, the attachment of a cancer cell targeting cyclic peptide, c(RGDfC), opened the possibility of using the dopa-MAL-modified rGO as a targeted drug delivery system for doxorubicin (DOX). Although free DOX showed to be more effective at killing the human cervical cancer cells (HeLa) over human breast adenocarcinoma cancer cells (MDA-MB-231), the DOX-loaded rGO/dopa-MAL-c (RGDfC) nanostructure showed an opposite effect being notably more effective at targeting and killing the MDA-MB-231 cells. The effect is enhanced upon laser irradiation for 10 min at 2 W cm –2. The facile fabrication and functionalization to readily obtain a functional material in a modular fashion make this clickable-rGO construct an attractive platform for various applications.Lire moins >
Lire la suite >Materials based on reduced graphene oxide (rGO) have shown to be amenable to noncovalent functionalization through hydrophobic interactions. The scaffold, however, does not provide sufficient covalent linkage given the low number of reactive carboxyl and alcohol groups typically available on the rGO. The integration of clickable groups, particularly the ones that can undergo efficient conjugation without any metal catalyst, would allow facile functionalization of these materials. This study reports on the noncovalent association of a maleimide-containing catechol (dopa-MAL) surface anchor onto the rGO. Thiol–maleimide chemistry allows thereafter the facile attachment of thiol-containing molecules under ambient metal-free conditions. Although the attachment of glutathione and 6-(ferrocenyl)hexanethiol Post-print 2 DOI: 10.1021/acsami.7b08433 – Journal: ACS Appl. Mater. Interfaces – Post-print was used as model thiols, the attachment of a cancer cell targeting cyclic peptide, c(RGDfC), opened the possibility of using the dopa-MAL-modified rGO as a targeted drug delivery system for doxorubicin (DOX). Although free DOX showed to be more effective at killing the human cervical cancer cells (HeLa) over human breast adenocarcinoma cancer cells (MDA-MB-231), the DOX-loaded rGO/dopa-MAL-c (RGDfC) nanostructure showed an opposite effect being notably more effective at targeting and killing the MDA-MB-231 cells. The effect is enhanced upon laser irradiation for 10 min at 2 W cm –2. The facile fabrication and functionalization to readily obtain a functional material in a modular fashion make this clickable-rGO construct an attractive platform for various applications.Lire moins >
Langue :
Anglais
Vulgarisation :
Non
Source :
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