One-Step Biofunctionalization of Quantum Dots with Chitosan and N-palmitoyl Chitosan for Potential Biomedical Applications
Open Access
- 3 June 2013
- Vol. 18 (6), 6550-6572
- https://doi.org/10.3390/molecules18066550
Abstract
Carbohydrates and derivatives (such as glycolipids, glycoproteins) are of critical importance for cell structure, metabolism and functions. The effects of carbohydrate and lipid metabolic imbalances most often cause health disorders and diseases. In this study, new carbohydrate-based nanobioconjugates were designed and synthesized at room temperature using a single-step aqueous route combining chitosan and acyl-modified chitosan with fluorescent inorganic nanoparticles. N-palmitoyl chitosan (C-Pal) was prepared aiming at altering the lipophilic behavior of chitosan (CHI), but also retaining its reasonable water solubility for potential biomedical applications. CHI and C-Pal were used for producing biofunctionalized CdS quantum dots (QDs) as colloidal water dispersions. Fourier transform infrared spectroscopy (FTIR), thermal analysis (TG/DSC), surface contact angle (SCA), and degree of swelling (DS) in phosphate buffer were used to characterize the carbohydrates. Additionally, UV-Visible spectroscopy (UV-Vis), photoluminescence spectroscopy (PL), dynamic light scattering (DLS), scanning and transmission electron microscopy (SEM/TEM) were used to evaluate the precursors and nanobioconjugates produced. The FTIR spectra associated with the thermal analysis results have undoubtedly indicated the presence of N-palmitoyl groups “grafted” to the chitosan chain (C-Pal) which significantly altered its behavior towards water swelling and surface contact angle as compared to the unmodified chitosan. Furthermore, the results have evidenced that both CHI and C-Pal performed as capping ligands on nucleating and stabilizing colloidal CdS QDs with estimated average size below 3.5 nm and fluorescent activity in the visible range of the spectra. Therefore, an innovative “one-step” process was developed via room temperature aqueous colloidal chemistry for producing biofunctionalized quantum dots using water soluble carbohydrates tailored with amphiphilic behavior offering potential applications as fluorescent biomarkers in the investigation of glycoconjugates for the nutrition, biology, pharmaceutical, and medicine fields.Keywords
This publication has 55 references indexed in Scilit:
- Study of carbohydrate–protein interactions using glyco-QDs with different fluorescence emission wavelengthsCarbohydrate Research, 2012
- Current views on fungal chitin/chitosan, human chitinases, food preservation, glucans, pectins and inulin: A tribute to Henri Braconnot, precursor of the carbohydrate polymers science, on the chitin bicentennialCarbohydrate Polymers, 2012
- Chitosan—A versatile semi-synthetic polymer in biomedical applicationsProgress in Polymer Science, 2011
- Chitosan Modification and Pharmaceutical/Biomedical ApplicationsMarine Drugs, 2010
- Biological activities of chitosan and chitooligosaccharidesFood Hydrocolloids, 2010
- pH-triggered injectable hydrogels prepared from aqueous N-palmitoyl chitosan: In vitro characteristics and in vivo biocompatibilityBiomaterials, 2009
- Preparation and characterization of chitosan/poly(vinyl alcohol) chemically crosslinked blends for biomedical applicationsCarbohydrate Polymers, 2009
- Chitosan as a Lipid Binder: A Langmuir Monolayer Study of Chitosan−Lipid InteractionsBiomacromolecules, 2007
- Lipids and lipid-based formulations: optimizing the oral delivery of lipophilic drugsNature Reviews Drug Discovery, 2007
- Chitin and chitosan: Properties and applicationsProgress in Polymer Science, 2006