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Slideshow

Tags: Organic Seminar

The recognition of carbohydrates by proteins is an important phenomenon in living systems and also plays a role in numerous diseases. Interference with these interactions is an important goal towards drug development. Interference is possible by multivalent carbohydrates that greatly enhance inhibitory potency compared to monovalent inhibitors. Bacterial lectins and toxins have been explored with the goal of optimizing inhibition by optimizing…
Total Synthesis of Pyrrole Imidazole Alkaloids enabled by a Unique Chemoselective Oxidation The Axinellamines, Massadines, and Palau’amine are complex marine natural products belonging to the oroidin family isolated from sponge agelas oroides. Their complex structures, varying modes of functionalities, and biological activities have made them attractive targets for total synthesis. Although isolated in 1993, Palau’amine was not synthesized until…
Enzyme mimicry can provide fundamental insight into catalyst design as well new catalysts for therapy, sensing, and fine chemical transformations. Nucleic acid catalysts hold great promise as enzyme mimics yet lack many of the chemical functionalities commonly seen at the active sites of protein enzymes.  Since 1999, co-workers and I have worked to extend the catalytic potential of DNAzymes by incorporating modified dNTPs that are appended…
HMGA (High Mobility Group Protein A) proteins are a family of nuclear proteins that bind AT rich DNA. These proteins are crucial during development and certain immune responses; however, their upregulation is linked to the spread of cancer. Unfortunately, the presence of HMGA1 (a subfamily of HMGA) is diagnostic of metastasis and poor prognosis for the patient. Therefore, downregulation of the DNA binding activity may allow for the development…
Aromatic rings are a familiar structural motif in natural products, pharmaceuticals, proteins, and other molecules.  Synthetic chemists often install arenes intact and then carry these groups through a synthetic sequence until the target is reached.  Conversely, an aromatic ring may be viewed as a densely packaged array of contiguous functionalized reactive atoms.  I will present some historical examples and several recent…

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