Solid-phase synthesis as a tool to create exactly defined, branched polymer vectors for cell membrane targeting

Elter, Johanna K.; Liščáková, Veronika; Moravec, Oliver; Vragović, Martina; Filipová, Marcela; Štěpánek, Petr; Šácha, Pavel; Hrubý, Martin

doi:https://dx.doi.org/10.1021/acs.macromol.3c02600

Number of the records: 1

Solid-phase synthesis as a tool to create exactly defined, branched polymer vectors for cell membrane targeting

1.

SYSNO ASEP	0582834
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Solid-phase synthesis as a tool to create exactly defined, branched polymer vectors for cell membrane targeting
Author(s)	Elter, Johanna K. (UMCH-V)_{ORCID, SAI} Liščáková, Veronika (UOCHB-X)_ORCID Moravec, Oliver (UMCH-V) Vragović, Martina (UMCH-V) Filipová, Marcela (UMCH-V)_{RID, ORCID} Štěpánek, Petr (UMCH-V)_{RID, ORCID} Šácha, Pavel (UOCHB-X)_{RID, ORCID} Hrubý, Martin (UMCH-V)_{RID, ORCID}
Source Title	Macromolecules. - : American Chemical Society - ISSN 0024-9297 Roč. 57, č. 3 (2024), s. 1050-1071
Number of pages	22 s.
Language	eng - English
Country	US - United States
Keywords	peptoids ; sequence-defined polymer ; solid-phase synthesis
Subject RIV	CD - Macromolecular Chemistry
OECD category	Polymer science
Subject RIV - cooperation	Institute of Organic Chemistry and Biochemistry - Other Medical Disciplines
R&D Projects	GA21-04166S GA ČR - Czech Science Foundation (CSF)
	LX22NPO5102 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
	NU22-03-00318 GA MZd - Ministry of Health (MZ)
Method of publishing	Open access
Institutional support	UMCH-V - RVO:61389013 ; UOCHB-X - RVO:61388963
UT WOS	001162121300001
EID SCOPUS	85184746879
DOI	10.1021/acs.macromol.3c02600
Annotation	Modern drug formulations often require, besides the active drug molecule, auxiliaries to enhance their pharmacological properties. Tailor-made, biocompatible polymers covalently connected to the drug molecule can fulfill this function by increasing its solubility, reducing its toxicity, and guiding it to a specific target. If targeting membrane-bound proteins, localization of the drug close to the cell membrane and its target is beneficial to increase drug efficiency and residence time. In this study, we present the synthesis of highly defined, branched polymeric structures with membrane-binding properties. One to three hydrophilic poly(ethylene oxide) or poly(2-ethyloxazoline) side chains were connected via a peptoid backbone using a two-step iterative protocol for solid-phase peptoid synthesis. Additional groups, e.g., a hydrophobic anchor for membrane attachment, were introduced. Due to the nature of solid-phase synthesis, the number and order of the side chains and additional units can be precisely defined. The method proved to be versatile for the generation of multifunctional, branched polymeric structures of molecular weights up to approximately 7000 g mol–1. The behavior of all compounds towards biological membranes and cells was investigated using liposomes as cell membrane models, HEK293 and U251-MG cell lines, and red blood cells, thereby demonstrating their potential value as drug auxiliaries with cell membrane affinity.
Workplace	Institute of Macromolecular Chemistry
Contact	Eva Čechová, cechova@imc.cas.cz ; Tel.: 296 809 358
Year of Publishing	2025
Electronic address	https://pubs.acs.org/doi/10.1021/acs.macromol.3c02600

Number of the records: 1