ORGN 779 |
| Oligosaccharide recognition and sensing can provide valuable insight into several human diseases and may lead to new methods of disease diagnosis. We propose a series of tunable synthetic receptors used in conjunction with selected RNA-aptamers as an efficient and selective system for the recognition and sensing of biologically relevant oligosaccharides. Porphyrin and expanded-porphyrin scaffolds allow for the systematic variation of the number, positions and relative distances of the o-(aminomethyl)phneyl boronic acid recognition units as well as the size and shape of the receptor cavity. The developed synthetic route is based on the condensation of a boronic acid-appended aldehyde with a variety of pyrrole-based precursors to form macrocycles such as those shown here. We are currently testing the saccharide binding properties of such molecules and the use of RNA-aptamers, selected to bind the receptor-saccharide complex, as a method to increase selectivity. |
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Total Synthesis, Materials, Molecular Recognition, Process R&D, and Physical Organic Chemistry
8:00 PM-10:00 PM, Wednesday, 13 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |