Affiliation:
1. Department of Organic Chemistry Universidad Autónoma de Madrid C/ Francisco Tomás y Valiente 7 Madrid 28049 Spain
2. Institut Químic de Sarrià. Universitat Ramon Llull Barcelona 08017 Spain
3. Instituto Madrileño de Estudios Avanzados (IMDEA)‐Nanociencia C/ Faraday 9, Cantoblanco Madrid 28049 Spain
4. Institute for Advanced Research in Chemical Sciences (IAdChem). Universidad Autónoma de Madrid Madrid 28049 Spain
Abstract
AbstractIn this work, the ability of amphiphilic Phthalocyanine (Pc) photosensitizers (PS) (Zn(II)Pcs PS1, PS2, and PS3) to assemble into cationic nanoparticles in water and to photo‐inactivate bacterial strains is demonstrated. All the synthesized Zn(II)Pcs exhibit an AABB functionalization pattern, having a binaphthyloxy‐linked bisisoindole (AA) functionalized at the chiral binaphthol core with branched (PS1) or linear (PS2 and PS3) poly‐ammonium chains, and two non‐functionalized isoindole rings (BB). The aggregation behavior and the stability of the nanoparticles formed by the three PS in water is studied by UV–vis, fluorescence and circular dichroism (CD) spectroscopies, and their shape and size is determined by transmission electron microscopy (TEM) and dynamic light scattering (DLS). The PS nanoparticles prove efficient in the photoinactivation of S. aureus and E. coli. Although PS2 and PS3 present better photophysical features in their monomeric form (i.e., improved singlet oxygen quantum yield), PS1 is more effective in killing both types of strains, especially the gram‐negative E. coli. This observation may derive from the low stability found for PS1 nanoparticles, which easily disassemble after binding to the bacteria surface, recovering the photophysical properties of the non‐aggregated species.
Funder
Agencia Estatal de Investigación
Agency for Toxic Substances and Disease Registry
Comunidad de Madrid
Subject
Pharmacology (medical),Biochemistry (medical),Genetics (clinical),Pharmaceutical Science,Pharmacology,Medicine (miscellaneous)
Cited by
1 articles.
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