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A comparison of acyl-moieties for noncovalent functionalization of PLGA and PEG-PLGA nanoparticles with a cell-penetrating peptide

Efficient intracellular drug delivery in nanomedicine strongly depends on ways to induce cellular uptake. Conjugation of nanoparticles (NPs) with cell-penetrating peptides (CPPs) is a known means to induce uptake via endocytosis. Here, we functionalized NPs consisting of either poly(d,l-lactide-co-g...

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Autores principales: Paulino da Silva Filho, Omar, Ali, Muhanad, Nabbefeld, Rike, Primavessy, Daniel, Bovee-Geurts, Petra H., Grimm, Silko, Kirchner, Andreas, Wiesmüller, Karl-Heinz, Schneider, Marc, Walboomers, X. Frank, Brock, Roland
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9043423/
https://www.ncbi.nlm.nih.gov/pubmed/35492790
http://dx.doi.org/10.1039/d1ra05871a
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author Paulino da Silva Filho, Omar
Ali, Muhanad
Nabbefeld, Rike
Primavessy, Daniel
Bovee-Geurts, Petra H.
Grimm, Silko
Kirchner, Andreas
Wiesmüller, Karl-Heinz
Schneider, Marc
Walboomers, X. Frank
Brock, Roland
author_facet Paulino da Silva Filho, Omar
Ali, Muhanad
Nabbefeld, Rike
Primavessy, Daniel
Bovee-Geurts, Petra H.
Grimm, Silko
Kirchner, Andreas
Wiesmüller, Karl-Heinz
Schneider, Marc
Walboomers, X. Frank
Brock, Roland
author_sort Paulino da Silva Filho, Omar
collection PubMed
description Efficient intracellular drug delivery in nanomedicine strongly depends on ways to induce cellular uptake. Conjugation of nanoparticles (NPs) with cell-penetrating peptides (CPPs) is a known means to induce uptake via endocytosis. Here, we functionalized NPs consisting of either poly(d,l-lactide-co-glycolide) (PLGA) or polyethene glycol (PEG)-PLGA block-copolymer with a lactoferrin-derived cell-penetrating peptide (hLF). To enhance the association between the peptide and the polymer NPs, we tested a range of acyl moieties for N-terminal acylation of the peptide as a means to promote noncovalent interactions. Acyl moieties differed in chain length and number of acyl chains. Peptide-functionalized NPs were characterized for nanoparticle size, overall net charge, storage stability, and intracellular uptake. Coating particles with a palmitoylated hLF resulted in minimal precipitation after storage at −20C and homogeneous particle size (<200 nm). Palmitoyl-hLF coated NPs showed enhanced delivery in different cells in comparison to NPs lacking functionalization. Moreover, in comparison to acetyl-hLF, palmitoyl-hLF was also suited for coating and enhancing the cellular uptake of PEG-PLGA NPs.
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spelling pubmed-90434232022-04-28 A comparison of acyl-moieties for noncovalent functionalization of PLGA and PEG-PLGA nanoparticles with a cell-penetrating peptide Paulino da Silva Filho, Omar Ali, Muhanad Nabbefeld, Rike Primavessy, Daniel Bovee-Geurts, Petra H. Grimm, Silko Kirchner, Andreas Wiesmüller, Karl-Heinz Schneider, Marc Walboomers, X. Frank Brock, Roland RSC Adv Chemistry Efficient intracellular drug delivery in nanomedicine strongly depends on ways to induce cellular uptake. Conjugation of nanoparticles (NPs) with cell-penetrating peptides (CPPs) is a known means to induce uptake via endocytosis. Here, we functionalized NPs consisting of either poly(d,l-lactide-co-glycolide) (PLGA) or polyethene glycol (PEG)-PLGA block-copolymer with a lactoferrin-derived cell-penetrating peptide (hLF). To enhance the association between the peptide and the polymer NPs, we tested a range of acyl moieties for N-terminal acylation of the peptide as a means to promote noncovalent interactions. Acyl moieties differed in chain length and number of acyl chains. Peptide-functionalized NPs were characterized for nanoparticle size, overall net charge, storage stability, and intracellular uptake. Coating particles with a palmitoylated hLF resulted in minimal precipitation after storage at −20C and homogeneous particle size (<200 nm). Palmitoyl-hLF coated NPs showed enhanced delivery in different cells in comparison to NPs lacking functionalization. Moreover, in comparison to acetyl-hLF, palmitoyl-hLF was also suited for coating and enhancing the cellular uptake of PEG-PLGA NPs. The Royal Society of Chemistry 2021-11-10 /pmc/articles/PMC9043423/ /pubmed/35492790 http://dx.doi.org/10.1039/d1ra05871a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Paulino da Silva Filho, Omar
Ali, Muhanad
Nabbefeld, Rike
Primavessy, Daniel
Bovee-Geurts, Petra H.
Grimm, Silko
Kirchner, Andreas
Wiesmüller, Karl-Heinz
Schneider, Marc
Walboomers, X. Frank
Brock, Roland
A comparison of acyl-moieties for noncovalent functionalization of PLGA and PEG-PLGA nanoparticles with a cell-penetrating peptide
title A comparison of acyl-moieties for noncovalent functionalization of PLGA and PEG-PLGA nanoparticles with a cell-penetrating peptide
title_full A comparison of acyl-moieties for noncovalent functionalization of PLGA and PEG-PLGA nanoparticles with a cell-penetrating peptide
title_fullStr A comparison of acyl-moieties for noncovalent functionalization of PLGA and PEG-PLGA nanoparticles with a cell-penetrating peptide
title_full_unstemmed A comparison of acyl-moieties for noncovalent functionalization of PLGA and PEG-PLGA nanoparticles with a cell-penetrating peptide
title_short A comparison of acyl-moieties for noncovalent functionalization of PLGA and PEG-PLGA nanoparticles with a cell-penetrating peptide
title_sort comparison of acyl-moieties for noncovalent functionalization of plga and peg-plga nanoparticles with a cell-penetrating peptide
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9043423/
https://www.ncbi.nlm.nih.gov/pubmed/35492790
http://dx.doi.org/10.1039/d1ra05871a
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