Coumarin-Caged Nanoparticle for Light-Driven Surface Modification.

IF 3.4 4区医学 Q2 CHEMISTRY, MEDICINAL

ChemMedChem Pub Date : 2025-10-07 DOI:10.1002/cmdc.202500636

Jan Birringer, Johannes Konrad, Stephan Melchner, Marius Remmert, Achim Goepferich

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Abstract

Photo-labile protecting groups (PPG) allow for the selective activation of an originally caged moiety by light exposure at a specific wavelength. Incorporation of PPG in nanoparticles (NPs) enables precise spatiotemporal control over NPs surface properties. Thus, physicochemical and biological properties of NPs can be modified even after administration in a biological environment. In this study, this mechanism is used to control the cell uptake of NPs. To this end, polymeric core-shell NPs are used composed of poly(D, L-lactide-co-glycolide) and a poly(ethylene glycol)-b-poly(D, L-lactide) block copolymer, modified with positively charged cell-penetrating peptide (CPP). Surface charge of CPP-NPs (+23.50 mV), measured as zetapotential, is effectively diminished by the attachment of coumarin-derived PPG to CPP (+12.50 mV), resulting in reduced cell uptake. Upon light irradiation with light-emitting diode (λ = 365 nm) the PPG is cleaved, restoring the zetapotential (+24.67 mV) and triggering an enhanced cell uptake. This opens the door to trigger the cellular uptake of NPs that are intended to transport drugs to their target cells in the future.

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香豆素笼纳米粒子光驱动表面修饰。

光不稳定保护基团（PPG）允许在特定波长的光照射下选择性地激活最初被囚禁的部分。在纳米颗粒（NPs）中加入PPG可以精确地控制NPs的表面特性。因此，即使在生物环境中施用NPs后，NPs的物理化学和生物特性也可以被修改。在本研究中，这一机制被用来控制NPs的细胞摄取。为此，采用了由聚（D， l-丙交酯-共乙二醇酯）和聚（乙二醇）-b-聚（D， l-丙交酯）嵌段共聚物组成的聚合物核壳NPs，并用带正电荷的细胞穿透肽（CPP）修饰。香豆素衍生的PPG附着在CPP （+12.50 mV）上，有效地降低了CPP- nps的表面电荷（+23.50 mV），从而减少了细胞摄取。在发光二极管（λ = 365 nm）照射下，PPG被切割，恢复zetetpotential (+24.67 mV)，并触发增强的细胞摄取。这为触发NPs的细胞摄取打开了大门，这些NPs旨在将来将药物运送到靶细胞。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

ChemMedChem 医学-药学

CiteScore

6.70

自引率

2.90%

发文量

280

审稿时长

1 months

期刊介绍： Quality research. Outstanding publications. With an impact factor of 3.124 (2019), ChemMedChem is a top journal for research at the interface of chemistry, biology and medicine. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. ChemMedChem publishes primary as well as critical secondary and tertiary information from authors across and for the world. Its mission is to integrate the wide and flourishing field of medicinal and pharmaceutical sciences, ranging from drug design and discovery to drug development and delivery, from molecular modeling to combinatorial chemistry, from target validation to lead generation and ADMET studies. ChemMedChem typically covers topics on small molecules, therapeutic macromolecules, peptides, peptidomimetics, and aptamers, protein-drug conjugates, nucleic acid therapies, and beginning 2017, nanomedicine, particularly 1) targeted nanodelivery, 2) theranostic nanoparticles, and 3) nanodrugs. Contents ChemMedChem publishes an attractive mixture of: Full Papers and Communications Reviews and Minireviews Patent Reviews Highlights and Concepts Book and Multimedia Reviews.