IR780-polymer conjugates for stable near-infrared labeling of biodegradable polyester-based nanocarriers
Publication date: Available online 16 September 2019Source: European Polymer JournalAuthor(s): Maria Alice de Oliveira, Marina Guimarães Carvalho Machado, Sabrina Emanuelle Dias Silva, Thais Leite Nascimento, Eliana Martins Lima, Gwenaelle Pound-Lana, Vanessa Carla Furtado MosqueiraAbstractNear-infrared dyes are useful to monitor nanocarriers in vitro and in vivo and can serve as photosensitizers in cancer photodynamic therapy. However, strategies need to be developed to guarantee that the dye photophysical properties and loading within the drug delivery system remain stable for reliable tracking within biological systems. This work reports the facile chemical conjugation of the carbocyanine heptamethine near-infrared dye IR780 to polylactide for stable fluorescent labeling of biodegradable polyester nanocarriers. “Clickable” polylactide was synthesized via organocatalyzed ring opening polymerization of D,L-lactide with a cyclooctyne initiator. IR780 was derivatized and conjugated to polylactide via a one-pot copper-free azide-alkyne cycloaddition reaction. The synthetic strategy developed was effective to promote conjugation of the near-infrared fluorescent dye to polylactide, as confirmed by high performance liquid chromatography. Nanoparticles containing the dye–polymer conjugate were prepared by nanoprecipitation and characterized. Asymmetric flow field-flow fractionation with light scattering and fluorescence detection revealed that the near-infrared fluorescence ...
Source: European Polymer Journal - Category: Chemistry Source Type: research