Tags: Organic Seminar


Mechanistic Underpinnings of Phototoxicity and Photobluing: Using Organic Photochemistry and DFT to Help Solve Problems in Photomedicine and Photobiology

My research group is interested in mechanistic insights to sort out the reactive oxygen intermediates in photooxidation reactions. We have made contributions to the fields of photooxidation and oxygen-transfer processes, including singlet-oxygen disinfection priming and selective oxidations. In this seminar, one topic to be discussed is the shrinking of a molecular gap (so-to-speak), that is improving of mechanistic understanding of a…


Recent Advances of Metal Carbenoids: from Diazo Precursors to Safe Carbene Precursor

Fischer carbene complexes with six valence electrons, characterized by a singlet carbene center, demonstrate an amphiphilic nature.1 The transition metal carbene complexes share similarities with Fischer carbene complexes, potentially functioning as both nucleophiles and electrophiles.2 This duality enables chemists to accomplish intricate transformations, such as C-H bond insertion or cyclopropanation. Despite their utility, the synthetic…


Sulfur (VI) Fluoride Exchange (SuFEx) in Drug Discovery

The concept of click chemistry was first introduced by Sharpless and his coworkers in 20011 , with the copper-mediated azide-alkyne cycloaddition (CuAAC) being the first click reaction to be introduced. Although a robust and precise reaction, ligating azides with terminal alkynes to afford 1,4-disubstituted triazoles, CuAAC was inherently limited due to its utilization of toxic copper metal as well as its limiting requirement for pre-…


Guest Speaker: Prof. Jón Njardarson


Improvement of α-amino Ester Hydrolase (AEH) Via Rational Design, Computational Design, and Machine Learning (ML)

Current batch enzymatic processes to important semi-synthetic beta-lactam antibiotics, such as amoxicillin and cephalexin, suffer from yield and selectivity limitations, owing to primary and secondary hydrolysis side reactions (see Figure). Through continuous flow and reactive crystallization of the beta-lactam product, we sought to suppress primary hydrolysis and prevent secondary hydrolysis. Indeed, we found higher yields than in homogenous…


Guest Speaker: Prof. Liming Zhang


Synthesis, Evaluation, Mechanistic Studies of Thiasugars and Their Dithia Derivatives for Application in Medicinal and Bioorganic Chemistry

Thioglycosides and thiasugars both have a long history in bioorganic and medicinal chemistry 1-7 but it is widely considered that they are less “active” than the parent sugars. In our research, we sought to rationalize an application of thioglycosides, thiasugar glycosides, and their dithia-analogs in bio-organic and medicinal chemistry.We were driven by our discovery that the dithiasugar analogs of the short β-(1→3)-glucan, laminaritriose…


Natural Product-Inspired Peptide Cyclization Strategies and Their Therapeutic Applications

Peptide cyclization methods are useful in the development of therapeutic peptide leads with improved metabolic stability properties. To develop residue-selective peptide cyclization strategies, we draw inspiration from cyclic and lassoed peptide natural product scaffolds that exhibit diverse biological activities. For example, the reactive phenolic linkages found in both the arylomycin and vancomycin families of antibacterial natural products…


Guest Speaker: Prof. Mark Levin


Asymmetric Anion-Pairing Catalysis

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