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Author Contact: ccastro@wesleyan.edu
Local Identifier: Castro_Colleen_Item_27_2Copies
PID: ir:3039"},{"label":"Author-supplied Keywords","value":["Docking","Inhibitors","Molecular docking","Enzyme inhibition","Heptosyltransferase I","Inhibition"]},{"label":"Degree","value":["Master of Arts"]},{"label":"Description","value":"

Gram-negative bacteria are responsible for many serious infections, such as UTIs, cholera, and pertussis, but they are increasingly becoming more resistant to typical antibiotics. The viability of Gram-negative bacteria when treated with antibiotics is greatly reduced if the outer membrane of the bacteria can be compromised prior to treatment. Truncation of the lipopolysaccharides (LPS) found on the outer membrane has been shown to increase the permeability of the cell membrane and cause cell death. Heptosyltransferase I (HepI) is the glycosyltransferase enzyme responsible for catalyzing the addition of the first heptose moiety to Kdo2-Lipid A, which is the foundation of the inner core of the LPS. If HepI is knocked out in E. coli, cells show a decrease in motility, caused by the truncation of LPS, and increased susceptibility to hydrophobic antibiotics. Therefore, HepI is a promising target for inhibitor design that could lead to a drug product that works synergistically with antibiotics to decrease the likeliness of resistance. A library of small molecules with potential to be drug substances from the National Cancer Institute’s Developmental Therapeutics Program was selected for screening with high-throughput molecular docking using AutoDock Vina. AutoDock Vina models the binding affinity and location of ligands to macromolecules. Of particular interest in these docking studies was the suspected allosteric pocket in the closed conformation of HepI, which has been previously modeled through molecular dynamics simulations. Selection of possible inhibitors was done by selecting nineteen ligands that showed a strong binding affinity to the active or suspected allosteric sites when docked to both the open and closed conformations of HepI. A control set of ten ligands was also chosen, which showed low potential to be inhibitors due to weak binding affinity to both conformations. The inhibitors selected from docking were then tested in vitro using an ADP/NADH coupled assay to determine the kinetics of HepI with varying concentrations of inhibitor. Ki curves and values were determined, with nine ligands showing Ki values less than 10 uM. Three of these ligands had Ki values ~1 uM with low associated error, making them promising lead compounds for further optimization. Additionally, five of the control ligands had Ki values less than 10 uM. An initial analysis of why the docking results did not provide an accurate prediction of weak versus strong inhibitors showed that a high density of docking poses in the closed model’s suspected allosteric tunnel was common among potent inhibitors. It is posited that potentially the location of the poses is more important than the predicted binding affinity of the poses versus the binding affinity of the native substrates.

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