Molecules 2013, 18(6), 6550-6572; doi:10.3390/molecules18066550
Article

One-Step Biofunctionalization of Quantum Dots with Chitosan and N-palmitoyl Chitosan for Potential Biomedical Applications

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Received: 23 April 2013; in revised form: 27 May 2013 / Accepted: 29 May 2013 / Published: 4 June 2013
(This article belongs to the Special Issue Chitins and Chitosans)
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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: carbohydrate; chitosan; glycoconjugate; quantum dot; biopolymer; bioconjugates
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Santos, J.C.C.; Mansur, A.A.P.; Mansur, H.S. One-Step Biofunctionalization of Quantum Dots with Chitosan and N-palmitoyl Chitosan for Potential Biomedical Applications. Molecules 2013, 18, 6550-6572.

AMA Style

Santos JCC, Mansur AAP, Mansur HS. One-Step Biofunctionalization of Quantum Dots with Chitosan and N-palmitoyl Chitosan for Potential Biomedical Applications. Molecules. 2013; 18(6):6550-6572.

Chicago/Turabian Style

Santos, Joyce C.C.; Mansur, Alexandra A.P.; Mansur, Herman S. 2013. "One-Step Biofunctionalization of Quantum Dots with Chitosan and N-palmitoyl Chitosan for Potential Biomedical Applications." Molecules 18, no. 6: 6550-6572.


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