Design of engineered cyclodextrin derivatives for spontaneous coating of highly porous metal-organic framework nanoparticles in aqueous media
Nanosized metal-organic frameworks (nanoMOFs) MIL-100(Fe) are highly porous and biodegradable materials that have emerged as promising drug nanocarriers. A challenging issue concerns their surface functionalization in order to evade the immune system and to provide molecular recognition ability, so...
| Main Authors: | , , , , , , , , , , , , |
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| Format: | info:eu-repo/semantics/article |
| Language: | English |
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2019
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| Online Access: | http://hdl.handle.net/10835/7003 |
| _version_ | 1789406707183517696 |
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| author | Cutrone, Giovanna Li, Xue Casas-Solvas, Juan Manuel Menendez-Miranda, Mario Qiu, Jingwen Benkovics, Gábor Constantin, Doru Malanga, Milo Moreira-Alvarez, Borja Costa-Fernandez, Jose Manuel García-Fuentes, Luis Gref, Ruxandra Vargas-Berenguel, Antonio |
| author_facet | Cutrone, Giovanna Li, Xue Casas-Solvas, Juan Manuel Menendez-Miranda, Mario Qiu, Jingwen Benkovics, Gábor Constantin, Doru Malanga, Milo Moreira-Alvarez, Borja Costa-Fernandez, Jose Manuel García-Fuentes, Luis Gref, Ruxandra Vargas-Berenguel, Antonio |
| author_sort | Cutrone, Giovanna |
| collection | DSpace |
| description | Nanosized metal-organic frameworks (nanoMOFs) MIL-100(Fe) are highly porous and biodegradable materials that have emerged as promising drug nanocarriers. A challenging issue concerns their surface functionalization in order to evade the immune system and to provide molecular recognition ability, so that they can be used for specific targeting. A convenient method for their coating with tetraethylene glycol, polyethylene glycol, and mannose residues is reported herein. The method consists of the organic solvent-free self-assembly on the nanoMOFs of building blocks based on beta-cyclodextrin facially derivatized with the referred functional moieties, and multiple phosphate groups to anchor to the nanoparticles’ surface. The coating of nanoMOFs with cyclodextrin phosphate without further functional groups led to a significant decrease of macrophage uptake, slightly improved by polyethylene glycol or mannose-containing cyclodextrin phosphate coating. More notably, nanoMOFs modified with tetraethylene glycol-containing cyclodextrin phosphate displayed the most effcient “stealth” effect. Mannose-coated nanoMOFs displayed a remarkably
enhanced binding affnity towards a specific mannose receptor, such as Concanavalin A, due to the multivalent display of the monosaccharide, as well as reduced macrophage internalization. Coating with tetraethylente glycol of nanoMOFs after loading with doxorubicin is also described. Therefore, phosphorylated cyclodextrins o er a versatile platform to coat nanoMOFs in an organic solvent-free, one step manner, providing them with new biorecognition and/or “stealth” properties. |
| format | info:eu-repo/semantics/article |
| id | oai:repositorio.ual.es:10835-7003 |
| institution | Universidad de Cuenca |
| language | English |
| publishDate | 2019 |
| record_format | dspace |
| spelling | oai:repositorio.ual.es:10835-70032023-04-12T19:48:13Z Design of engineered cyclodextrin derivatives for spontaneous coating of highly porous metal-organic framework nanoparticles in aqueous media Cutrone, Giovanna Li, Xue Casas-Solvas, Juan Manuel Menendez-Miranda, Mario Qiu, Jingwen Benkovics, Gábor Constantin, Doru Malanga, Milo Moreira-Alvarez, Borja Costa-Fernandez, Jose Manuel García-Fuentes, Luis Gref, Ruxandra Vargas-Berenguel, Antonio Nanosized metal-organic frameworks (nanoMOFs) MIL-100(Fe) are highly porous and biodegradable materials that have emerged as promising drug nanocarriers. A challenging issue concerns their surface functionalization in order to evade the immune system and to provide molecular recognition ability, so that they can be used for specific targeting. A convenient method for their coating with tetraethylene glycol, polyethylene glycol, and mannose residues is reported herein. The method consists of the organic solvent-free self-assembly on the nanoMOFs of building blocks based on beta-cyclodextrin facially derivatized with the referred functional moieties, and multiple phosphate groups to anchor to the nanoparticles’ surface. The coating of nanoMOFs with cyclodextrin phosphate without further functional groups led to a significant decrease of macrophage uptake, slightly improved by polyethylene glycol or mannose-containing cyclodextrin phosphate coating. More notably, nanoMOFs modified with tetraethylene glycol-containing cyclodextrin phosphate displayed the most effcient “stealth” effect. Mannose-coated nanoMOFs displayed a remarkably enhanced binding affnity towards a specific mannose receptor, such as Concanavalin A, due to the multivalent display of the monosaccharide, as well as reduced macrophage internalization. Coating with tetraethylente glycol of nanoMOFs after loading with doxorubicin is also described. Therefore, phosphorylated cyclodextrins o er a versatile platform to coat nanoMOFs in an organic solvent-free, one step manner, providing them with new biorecognition and/or “stealth” properties. 2019-10-08T11:18:17Z 2019-10-08T11:18:17Z 2019-08-01 info:eu-repo/semantics/article Giovanna Cutrone et al., Nanomaterials 2019, 9, 1103 2079-4991 http://hdl.handle.net/10835/7003 10.3390/nano9081103 en https://www.mdpi.com/2079-4991/9/8/1103 info:eu-repo/grantAgreement/EC/FP7/608407 Attribution-NonCommercial-NoDerivatives 4.0 Internacional http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
| spellingShingle | Cutrone, Giovanna Li, Xue Casas-Solvas, Juan Manuel Menendez-Miranda, Mario Qiu, Jingwen Benkovics, Gábor Constantin, Doru Malanga, Milo Moreira-Alvarez, Borja Costa-Fernandez, Jose Manuel García-Fuentes, Luis Gref, Ruxandra Vargas-Berenguel, Antonio Design of engineered cyclodextrin derivatives for spontaneous coating of highly porous metal-organic framework nanoparticles in aqueous media |
| title | Design of engineered cyclodextrin derivatives for spontaneous coating of highly porous metal-organic framework nanoparticles in aqueous media |
| title_full | Design of engineered cyclodextrin derivatives for spontaneous coating of highly porous metal-organic framework nanoparticles in aqueous media |
| title_fullStr | Design of engineered cyclodextrin derivatives for spontaneous coating of highly porous metal-organic framework nanoparticles in aqueous media |
| title_full_unstemmed | Design of engineered cyclodextrin derivatives for spontaneous coating of highly porous metal-organic framework nanoparticles in aqueous media |
| title_short | Design of engineered cyclodextrin derivatives for spontaneous coating of highly porous metal-organic framework nanoparticles in aqueous media |
| title_sort | design of engineered cyclodextrin derivatives for spontaneous coating of highly porous metal-organic framework nanoparticles in aqueous media |
| url | http://hdl.handle.net/10835/7003 |
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