Synthesis, optical properties, and cell imaging performance of perylene-3, 4, 9, 10-tetracarboxylic diimide (PTCDI)-based poly(amidoamine) (PAMAM) dendrimers. (5th May 2022)

• Record Type: Journal Article
• Authors: Golshan, Marzieh; Salami-Kalajahi, Mehdi; Roghani-Mamaqani, Hossein
• Is Part Of: European polymer journal. Volume 170(2022)
• Publication Date: 2022-05-05
• Subjects: PAMAM dendrimers -- Fluorescence -- Perylene-3, 4, 9, 10-tetracarboxylic diimide (PTCDI) -- Cell imaging -- Cytocompatibility; PAMAM Poly(amidoamine) dendrimer -- PTCDI Perylene-3, 4, 9, 10-tetracarboxylic diimide -- FT-IR Fourier-transform infrared spectroscopy -- 1H NMR Proton nuclear magnetic resonance spectroscopy -- XRD X-ray diffraction -- TGA Thermogravimetric analysis -- PET photo-induced electron transfer -- 3D Three-dimensional -- PDI Perylene diimide -- FRET Fluorescence resonance energy transfer -- ICT Intramolecular charge transfer -- PTCDA Perylene-3, 4, 9, 10-tetracarboxylic dianhydride -- PG-0.5 Perylene-3, 4, 9, 10-tetracarboxylic diimide- cored dendrimers G-0.5 -- PG0.0 Perylene-3, 4, 9, 10-tetracarboxylic diimide- cored dendrimers G0.0 -- PG0.5 Perylene-3, 4, 9, 10-tetracarboxylic diimide- cored dendrimers G0.5 -- PG1.5 Perylene-3, 4, 9, 10-tetracarboxylic diimide- cored dendrimers G1.5 -- PG2.0 Perylene-3, 4, 9, 10-tetracarboxylic diimide- cored dendrimers G2.0 -- PG2.5 Perylene-3, 4, 9, 10-tetracarboxylic diimide- cored dendrimers G2.5 -- PG3.0 Perylene-3, 4, 9, 10-tetracarboxylic diimide- cored dendrimers G3.0 -- PG3.5 Perylene-3, 4, 9, 10-tetracarboxylic diimide- cored dendrimers G3.5 -- PG4.0 Perylene-3, 4, 9, 10-tetracarboxylic diimide- cored dendrimers G4.0; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; Polymerization; Polymers; Periodicals; Electronic journals; 547.705
• DOI: 10.1016/j.eurpolymj.2022.111159
• Languages: English
• ISSNs: 0014-3057

Abstract

Graphical abstract: Highlights: Perylene-cored PAMAM dendrimers are synthesized. Due to PET phenomenon, dendrimers are as a "fluorophore-spacer-receptor". Dendrimers were generation-dependent NIR adsorbent or transparent. MTT assay against SH-SY5Y cells showed cytocompatibility of dendrimers. Dendrimers showed a good ability to live-cell fluorescence imaging. Abstract: Poly(amidoamine) (PAMAM) dendrimers up to 4th generation are designed and synthesized via a divergent method based on perylene-3, 4, 9, 10-tetracarboxylic diimide (PTCDI) as a luminescent core. Success of syntheses is proved by different analyses such as Fourier-transform infrared (FT-IR) spectroscopy, proton nuclear magnetic resonance ( 1 H NMR) spectroscopy, X-ray diffraction (XRD), and thermogravimetric analysis (TGA). Due to the photo-induced electron transfer (PET), these systems are configured as a "fluorophore-spacer-receptor". Results showed that PTCDI-cored dendrimers had semi-crystalline structure with appropriate thermal stability. UV–Vis-NIR reflectance spectra showed that PTCDI-cored PAMAM dendrimers were generation-dependent NIR adsorbent or transparent in the NIR region. MTT assay against SH-SY5Y cells showed that PG4.0 was rather cytocompatible and solubility, compatibility, and fluorescent properties of core were improved by generation progression of dendrimers. Finally, SH-SY5Y cells were used to measure cell uptake and fluorescence imaging performances of PG4.0 pigment which showed a good ability to live-cell fluorescence imaging.