Stimuli-responsive multifunctional micelles of ABC vs. ACB triblock terpolymers using reversible covalent bonding of phenylboronic acid: controlled synthesis, self-assembly and model drug release
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F21%3A10431791" target="_blank" >RIV/00216208:11310/21:10431791 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=YHAXjOQ4Op" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=YHAXjOQ4Op</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.molliq.2021.116528" target="_blank" >10.1016/j.molliq.2021.116528</a>
Alternative languages
Result language
angličtina
Original language name
Stimuli-responsive multifunctional micelles of ABC vs. ACB triblock terpolymers using reversible covalent bonding of phenylboronic acid: controlled synthesis, self-assembly and model drug release
Original language description
We report the synthesis and self-assembly of well-defined, amphiphilic, biodegradable and glucose- and pH-responsive ABC and ACB triblock terpolymer multifunctional micelles in aqueous media using blocks consisting of poly(ethylene oxide) (PEO), poly(epsilon-caprolactone) (PCL), and boronic acid-functionalised poly (epsilon-caprolactone) (PBA). The terpolymers were synthesized by sequential ring-opening polymerisation (ROP) and functionalised using phenylboronic acid pinacolate via alkyne - azide cycloaddition (CuAAC). Lastly, the pinacole groups were deprotected by mild acidic catalysis to introduce phenylboronic acid for controlled drug solubilisation and delivery. ABC and ACB triblock terpolymers self-assembled into various multifunctional micelles in aqueous media depending on the state of the phenylboronic acid (pinacol protected, BAPin vs. deprotected, BA) and on the preparation procedure, as shown by dynamic and static light scattering (DLS and SLS) and by cryogenic transmission electron microscopy (cryo-TEM). The fluorescence probe Alizarin Red S (ARS) was used as a model drug, which covalently binds to BA, and its uptake was monitored by fluorescence spectroscopy and high-performance liquid chromatography (HPLC). When adding a surplus of glucose, which competitively binds to BA, ARS was released as a function of micelle morphology (core-shell corona (ABC) vs. mixed-shell (ACB) micelles). When transferring ARS-loaded nanoparticles to phosphate buffer saline (PBS) solutions at different pH values (7.4 and 5 or 3) simulating physiological and tumour conditions, respectively, ABC micelles released ARS only at low pH, while ACB micelles released ARS in response to glucose and to both low and physiological pH values. Therefore, in this system, ABC micelles are better suited for drug delivery to tumour cells than their ACB counterparts because they retain their cargo in PBS at high glucose concentrations but release it under acidic conditions, which occur in hypoxic cancer cells, thus highlighting the potential of ABC micelles for targeted drug delivery in the context of cancer therapy.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10404 - Polymer science
Result continuities
Project
<a href="/en/project/LTAIN19078" target="_blank" >LTAIN19078: Stimuli-Responsive Block Copolymer Based Nanostructured Single-/Multi-component Micelles: Materials and Applications</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Molecular Liquids
ISSN
0167-7322
e-ISSN
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Volume of the periodical
335
Issue of the periodical within the volume
August
Country of publishing house
NL - THE KINGDOM OF THE NETHERLANDS
Number of pages
11
Pages from-to
116528
UT code for WoS article
000662831600121
EID of the result in the Scopus database
2-s2.0-85107120951