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Role of Membrane Features on the Permeability Behavior of Polymersomes and the Potential Impacts on Drug Encapsulation and Release

  • Fernando A. de Oliveira
    Fernando A. de Oliveira
    Centro de Ciências Naturais e Humanas, Universidade Federal do ABC, Santo André 09210-580, Brazil
  • Carin Cristina da Silva Batista
    Carin Cristina da Silva Batista
    Centro de Ciências Naturais e Humanas, Universidade Federal do ABC, Santo André 09210-580, Brazil
  • Peter Černoch
    Peter Černoch
    Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovskeho nam. 2, Prague 6 162 06, Czech Republic
  • Vladimir Sincari
    Vladimir Sincari
    Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovskeho nam. 2, Prague 6 162 06, Czech Republic
  • Alessandro Jäger
    Alessandro Jäger
    Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovskeho nam. 2, Prague 6 162 06, Czech Republic
  • Eliézer Jäger
    Eliézer Jäger
    Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovskeho nam. 2, Prague 6 162 06, Czech Republic
  • , and 
  • Fernando C. Giacomelli*
    Fernando C. Giacomelli
    Centro de Ciências Naturais e Humanas, Universidade Federal do ABC, Santo André 09210-580, Brazil
    *Email: [email protected]
Cite this: Biomacromolecules 2023, 24, 5, 2291–2300
Publication Date (Web):April 27, 2023
https://doi.org/10.1021/acs.biomac.3c00162
Copyright © 2023 American Chemical Society

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    Abstract

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    Self-assembled bilayer structures such as those produced from amphiphilic block copolymers (polymersomes) are potentially useful in a wide array of applications including the production of artificial cells and organelles, nanoreactors, and delivery systems. These constructs are of important fundamental interest, and they are also frequently considered toward advances in bionanotechnology and nanomedicine. In this framework, membrane permeability is perhaps the most important property of such functional materials. Having in mind these considerations, we herein report the manufacturing of intrinsically permeable polymersomes produced using block copolymers comprising poly[2-(diisopropylamino)-ethyl methacrylate] (PDPA) as the hydrophobic segment. Although being water insoluble at pH 7.4, its pKa(PDPA) ∼ 6.8 leads to the presence of a fraction of protonated amino groups close to the physiological pH, thus conducting the formation of relatively swollen hydrophobic segments. Rhodamine B-loaded vesicles demonstrated that this feature confers inherent permeability to the polymeric membrane, which can still be modulated to some extent by the solution pH. Indeed, even at higher pH values where the PDPA chains are fully deprotonated, the experiments demonstrate that the membranes remain permeable. While membrane permeability can be, for instance, regulated by introducing membrane proteins and DNA nanopores, examples of membrane-forming polymers with intrinsic permeability have been seldom reported so far, and the possibility to regulate the flow of chemicals in these compartments by tuning block copolymer features and ambient conditions is of due relevance. The permeable nature of PDPA membranes possibly applies to a wide array of small molecules, and these findings can in principle be translocated to a variety of disparate bio-related applications.

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.biomac.3c00162.

    • RhB calibration curve used to determine the reported values of RhB loading efficiency and cumulative release; cumulative release profiles at different pH for RhB-loaded vesicles produced from PMeOxx-b-PDPAy; and 1H NMR spectra and GPC traces for PHPMAx-mCTA, PMeOxx-mCTA, and a series of diblock copolymers used in the investigation (PDF)

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    Cited By

    This article is cited by 2 publications.

    1. Gaurav Sinsinbar, Anivind Kaur Bindra, Shaoqiong Liu, Teck Wan Chia, Eunice Chia Yoong Eng, Ser Yue Loo, Jian Hang Lam, Katherine Schultheis, Madhavan Nallani. Amphiphilic Block Copolymer Nanostructures as a Tunable Delivery Platform: Perspective and Framework for the Future Drug Product Development. Biomacromolecules 2024, 25 (2) , 541-563. https://doi.org/10.1021/acs.biomac.3c00858
    2. Sanjana Hari Krishnan, Vaishnavi Devi D. Eswaran, Nitin Prakash Lobo, Bandaru V. N. Phani Kumar. Comprehensive NMR Investigation of Imidazolium-Based Ionic Liquids [BMIM][OSU] and [BMIM][Cl] Impact on Binding and Dynamics of the Anticancer Drug Doxorubicin Hydrochloride. The Journal of Physical Chemistry B 2023, 127 (47) , 10226-10235. https://doi.org/10.1021/acs.jpcb.3c06036

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