Synthesis of gold nanoparticles bearing the Thomsen–Friedenreich disaccharide: a new multivalent presentation of an important tumor antigen |
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| Institution: | 1. Laboratory of Medicinal Chemistry, Center for Cancer Research, National Cancer Institute at Frederick, 376 Boyles Street, Frederick, MD 21702, USA;2. Structural Biophysics Laboratory, Center for Cancer Research, National Cancer Institute at Frederick, 376 Boyles Street, Frederick, MD 21702, USA;1. Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Avenida Haya de la Torre y Medina Allende, 5000 Córdoba, Argentina;2. Departamento de Química, Universidad Nacional de Río Cuarto, X5804BYA Río Cuarto, Argentina;1. Graduate School of Life Sciences, Toyo University, 1-1-1 Izumino, Itakura-machi, Ora-gun, Gumma 374-0193, Japan;2. Department of Life Sciences, Toyo University, 1-1-1 Izumino, Itakura-machi, Ora-gun, Gumma 374-0193, Japan;3. Bio-Nano Electronics Research Centre, Toyo University, 2100 Kujirai, Kawagoe, Saitama 350-8585, Japan;1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russian Federation;2. Photochemistry Center, FSIC “Crystallography and Photonics”, Russian Academy of Sciences, Moscow, 119421, Russian Federation;3. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, 119991, Russian Federation |
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| Abstract: | Herein we describe the synthesis gold nanoshells encapsulated with up to 90 units of the Thomsen–Friedenreich (TF) tumor-associated carbohydrate antigen (TACA) disaccharide (Galβ1-3GalNAc-α-O-Ser/Thr) as well as the assembly of a suitably linked designer glycopeptide as a precursor to similar multivalent presentations on gold. The TF-coated nanoparticles are highly stable, water soluble, and easily handled. Improvements in the linker technology used to attach the disaccharide to the particles led to a robust multivalent platform for the presentation of this important carbohydrate. The antigen retains all recognition characteristics while displayed on this template as shown by several in vitro assays. This area of research could lead to the development of novel therapeutic agents that inhibit protein–carbohydrate interactions. |
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