Structural elucidation of complex carbohydrates from cranberry

Complex carbohydrates from plant sources, such as the fruits of cranberry (Vaccinium macrocarpon Aiton), potentially promote human health in a variety of ways. However, complete studies of carbohydrate function often hinge on a detailed understanding and thorough elucidation of a carbohydrate's chemical structure. Several methods have been used in the structural elucidation of cranberry oligosaccharides, such as methods of derivatization followed by analysis using gas chromatography-mass spectrometry (GC/MS). In this manner, the identity and quantity of saccharide monomers within cranberry oligosaccharides were investigated through the hydrolysis of the oligomer and subsequent synthesis of trimethylsilyl- and alditol acetate-monomeric derivatives. Further analysis using partially methylated alditol acetate-monomeric derivatives revealed the linkage position on each monomer. A more complete structural picture was then assembled through the compilation of data from the analysis of tandem MS/MS fragmentation patterns and 1D and 2D NMR experiments. Complex carbohydrates have enormous potential for structural complexity which requires numerous techniques for their full structure elucidation. This poster outlines the techniques used to break down oligosaccharides from cranberry products as a means of assembling a detailed picture of their chemical structure.