RT Journal Article
T1 Choline-functionalized supramolecular copolymers: toward antimicrobial activity against Streptococcus pneumoniae
A1 Vleugels, Merle
A1 Varela-Aramburu, Silvia
A1 de Waal, Bas
A1 Schoenmakers, Sandra
A1 Maestro García-Donas, María Beatriz
A1 Palmans, Anja
A1 Sanz, Jesús
A1 Meijer, Bert
AB Dynamic binding events are key to arrive at functionality in nature, and these events are often governed by electrostatic or hydrophobic interactions. Synthetic supramolecular polymers are promising candidates to obtain biomaterials that mimic this dynamicity. Here, we created four new functional monomers based on the benzene-1,3,5-tricarboxamide (BTA) motif. Choline or atropine groups were introduced to obtain functional monomers capable of competing with the cell wall of Streptococcus pneumoniae for binding of essential choline-binding proteins (CBPs). Atropine-functionalized monomers BTA-Atr and BTA-Atr3 were too hydrophobic to form homogeneous assemblies, while choline-functionalized monomers BTA-Chol and BTA-Chol3 were unable to form fibers due to charge repulsion. However, copolymerization of BTA-Chol3 with non-functionalized BTA-(OH)3 yielded dynamic fibers, similar to BTA-(OH)3. These copolymers showed an increased affinity toward CBPs compared to free choline due to multivalent effects. BTA-based supramolecular copolymers are therefore a versatile platform to design bioactive and dynamic supramolecular polymers with novel biotechnological properties.
PB American Chemical Society
SN 1525-7797
YR 2021
FD 2021
LK https://hdl.handle.net/20.500.14352/95503
UL https://hdl.handle.net/20.500.14352/95503
LA eng
NO Vleugels, Marle E. J., et al. «Choline-Functionalized Supramolecular Copolymers: Toward Antimicrobial Activity against Streptococcus Pneumoniae». Biomacromolecules, vol. 22, n.o 12, diciembre de 2021, pp. 5363-73. https://doi.org/10.1021/acs.biomac.1c01293.
NO AcknowledgmentsWe gratefully acknowledge A.J.H. Spiering for synthetic support. The authors acknowledge the financial support from the Dutch Ministry of Education, Culture and Science (Gravity program 024.001.035), the ERC Advanced Grant (SYNMAT─788618), the Gravitation Program “Materials Driven Regeneration”, funded by the Netherlands Organization for Scientific Research (024.003.013), and the Agencia Estatal de Investigacion AEI/FEDER-EU-10.13039/501100011033- and Ministerio de Ciencia e Innovación, Spain (PID2019-105126RB-I00). The CIBER de Enfermedades Respiratorias (CIBERES) is an initiative of the Spanish Instituto de Salud Carlos III.
DS Docta Complutense
RD 9 abr 2025