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Solution-Based Molecular Recognition



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University of Missouri Columbia Department of Chemistry Organic Cume May 5 2007 Dr Rainer Glaser Solution Based Molecular Recognition Leading Reference Differential receptor arrays and assays for solution based molecular recognition Wright A T Anslyn E V Chem Soc Rev 2006 35 14 28 1 Question 1 Differential Sensor Arrays Arrays of derivatized beads are created to simultaneously identify multiple analytes 20 points a The beads are derivatized with sensor molecules and two sensor molecules are listed below Briefly state what the each molecule senses and how this sensing is accomplished big picture responses suffice 8 points Fluorescein Boronic ester b Differential sensor arrays employ CCDs for the analysis Explain what CCD stands for and what a CCD does i e what data are measured 6 points CCD stands for What a CCD measures c Differential sensor arrays can be used to perform indicator displacement assays IDA Briefly explain the idea of the IDA and feel free to exemplify if you wish 6 points 2 Question 2 Molecular Imprinting 20 points From the review As an initial demonstration of MIPs within sensor arrays Mirsky used a simple spreader bar approach for the development of differential sensors In this case thiol modified purines and pyrimidines spreader bar molecules were coadsorbed onto a gold surface with dodecanethiol matrix molecule Self assembled monolayers SAMs formed having significant differential reactivity towards a number of nucleic acids adenine cytosine thymine uracil caffeine and uric acid The primary detection method was measurement of the capacitive current Five different spreader bar molecules were employed in the development of the array 6 mercaptopurine ASH 2 amino 6purinethiol GSH 4 amino 2 mercaptopyrimidine CSH 4 hydroxy 5 methyl 2 mercaptopyrimidine TSH 4 hydroxy 2 mercaptopyrimidine USH a Draw two of the spreader bar molecules employed in the array 6 points b Draw a cartoon of a SAM that contains one type of spreader bar molecule 8 points c Explain



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