Chemistry Commons^™

Indoline‐6‐Sulfonamide Inhibitors Of The Bacterial Enzyme Dape, Cory T. Reidl, Tahirah K. Heath, Iman Darwish, Rachel M. Torrez, Maxwell Moore, Elliot Gild, Boguslaw P. Nocek, Anna Starus, Richard C. Holz, Daniel P. Becker Ph.D.

Chemistry: Faculty Publications and Other Works

Inhibitors of the bacterial enzyme dapE-encoded N-succinyl-l,l-diaminopimelic acid desuccinylase (DapE; EC 3.5.1.18) hold promise as antibiotics with a new mechanism of action. Herein we describe the discovery of a new series of indoline sulfonamide DapE inhibitors from a high-throughput screen and the synthesis of a series of analogs. Inhibitory potency was measured by a ninhydrin-based DapE assay recently developed by our group. Molecular docking experiments suggest active site binding with the sulfonamide acting as a zinc-binding group (ZBG).

Indoline-6-Sulfonamide Inhibitors Of The Bacterial Enzyme Dape, Cory T. Reidl, Tahirah K. Heath, Iman Darwish, Rachel M. Torrez, Maxwell Moore, Elliot Gild, Boguslaw P. Nocek, Anna Starus, Richard C. Holz, Daniel P. Becker Ph.D.

Chemistry: Faculty Publications and Other Works

Inhibitors of the bacterial enzyme dapE-encoded N-succinyl-l,l-diaminopimelic acid desuccinylase (DapE; EC 3.5.1.18) hold promise as antibiotics with a new mechanism of action. Herein we describe the discovery of a new series of indoline sulfonamide DapE inhibitors from a high-throughput screen and the synthesis of a series of analogs. Inhibitory potency was measured by a ninhydrin-based DapE assay recently developed by our group. Molecular docking experiments suggest active site binding with the sulfonamide acting as a zinc-binding group (ZBG).

Synthesis And Characterization Of Silver Nanoparticles In Lamellar Lyotropic Liquid Crystal, Siti Mariah Mohd Yasin

Student Works (2020-2029)

Lamellar lyotropic liquid crystal-silver nanoparticles (LLLC-AgNPs) are synthesized using the in-situ method. The polarizer microscope showed a mosaic-like pattern with fan shape textures. The high resolution transmission electron microscope (HRTEM) confirmed that the AgNPs are spherical in shape with 4 – 12 nm size. Differential scanning calorimetry (DSC) determined the LLLC-AgNPs transition anisotropic phase to the highly ordered isotropic phase at 300 °C, and crystallinity was completed at 350 °C. Thermogravimetric analysis (TGA) verified that the LLLC-AgNPs were completely decomposed at 700 °C. Ultra-violet visible spectroscopy (UV-vis) found the absorption peaks at around 400 nm and proved that the AgNPs …

Design And Synthesis Of Core–Shell Microgels With One‐Step Clickable Crosslinked Cores And Ultralow Crosslinked Shells, Molla R. Islam, Chelsea Nguy, Sanika Pandit, L. Andrew Lyon

Biology, Chemistry, and Environmental Sciences Faculty Articles and Research

The present study is conducted to explore the engineering of core–shell microgels such that the core can be rapidly labeled with a variety of fluorophores, while the shell retains the softness needed in specific biomedical applications. Azide containing crosslinked core particles based on a crosslinked poly(N‐isopropylacrylamide) particle, using a one‐pot, multistep polymerization is synthesized. A core–shell microgel is then synthesized by growing a crosslinker‐free poly(N‐isopropylacrylamide)‐co‐acrylic acid (ULC10AAc) shell through a two‐step seed and feed polymerization. A simple “click” reaction between the azide present on the core and dibenzocyclooctyne containing fluorophores to make dyed core–shell …

Synthesis Of New Pyrazole & Thiazole Derivatives As Antimicrobial And Anticancer Agents, Ibrahim Saleh Alkhaibari

Student Theses and Dissertations

This thesis contains two chapters. In chapter one, we are reporting an efficient synthesis of eighty new pyrazole derivatives: sixty 4-trifluoromethyl and 3,5 bis(trifluoromethyl)phenyl substituted pyrazole-derived anilines, and twenty 4-trifluoromethyl-phenyl substituted pyrazole-derived hydrazones. Some of the pyrazole derivatives have been tested against several bacterial strains and have shown promising results. In Chapter two, we are reporting a synthesis of novel fused-thiazole- nootkatone derivatives. These compounds have been tested as well against a broad spectrum of Gram-positive and Gram-negative bacteria. However, they have just shown activity against some of the Gram-positive bacteria. Further anti-cancer and toxicity studies of these compounds are …

Misconceptions On Chemical Bonding Among Form Four Pupils, Quah Mei Ling

Student Works (2020-2029)

The learning of chemical bonding in chemistry is an abstract concept for all students. The process of learning chemistry can be classified into three levels which are macroscopic, sub-microscopic, and symbolic levels. Students have problems correlating all three levels in learning chemical bonding. During the transition of these three levels, students face difficulties in relating the macroscopic and sub-microscopic levels which lead to misconceptions. Therefore, the purpose of conducting this study was to explore the misconceptions of chemical bonding which includes ionic bonding and covalent bonding among Form Four students. This study aimed to answer two research questions; 1) what …

Determining The Structure And Function Of Newly Discovered Immune Systems, Ryan N. Jackson

Funded Research Records

No abstract provided.

Synthesis Of Biologically Active Phosphorus Heterocycles, Giri Gnawali

Dissertations

This dissertation work is divided into two parts. The first part is focused in the development of methodology for the synthesis of phostones and phosphonosugars and advancement thereof. The second part is focused in the development of affinity probes based on analogs of natural products cyclophostin and the cyclipostins.

Phostone (3) and phosphonosugars are cyclic phosphonates. The anomeric carbon of sugar is replaced by a phosphorus atom. The synthesis of phostones has been achieved starting form the key intermediate, γ,δ-epoxy vinyl phosphonate (1). The palladium catalyzed ring opening of γ,δ-epoxy vinyl phosphonates by a nucleophile results …

Novel Antibacterial Compounds And Methods Of Making And Using Same, Amit Basu, Christopher W. Reid, Michael Saladino

Science and Technology Department Faculty Journal Articles

The invention provides novel antibacterial diamide compounds, pharmaceutical compositions comprising the compounds and methods for treating or preventing an infection in a subject using the compounds.

All-Carbon Conductors For Electronic And Electrical Wiring Applications, Federico Cesano, M. Jasim Uddin, Karen Lozano, Marco Zanetti, Domenica Scarano

School of Integrative Biological & Chemical Sciences (Formerly Dept. of Chemistry)

Electrical conductors based on carbons have recently attracted a growing interest due to the prospect of replacing metals. Electrical conductors without metals could represent not only an alternative for traditional wiring, but also a step forward in the progress and advancing of technology. This result can be achieved by combining high electrical conductivity with other properties, that are dexterity, light weight, environmental stability, high strength and flexibility. As the best mechanical properties, high electrical/thermal conductivity of the assembled fibers are all generally associated with low concentration of defects in the fiber backbone and in the individual carbon “building blocks”, a …

Mitochondrial Oxidative And Nitrosative Stress And Alzheimer Disease, D. Allan Butterfield, Debra Boyd-Kimball

Chemistry Faculty Publications

Oxidative and nitrosative stress are widely recognized as critical factors in the pathogenesis and progression of Alzheimer disease (AD) and its earlier stage, amnestic mild cognitive impairment (MCI). A major source of free radicals that lead to oxidative and nitrosative damage is mitochondria. This review paper discusses oxidative and nitrosative stress and markers thereof in the brain, along with redox proteomics, which are techniques that have been pioneered in the Butterfield laboratory. Selected biological alterations in—and oxidative and nitrosative modifications of—mitochondria in AD and MCI and systems of relevance thereof also are presented. The review article concludes with a section …

Annual Concentration And Flux Of Non-Sea-Salt Sulfate In The Wais Divide Ice Core (Wdc) For The Last 11,000 Years, Jihong Cole-Dai

Ice Core and Environmental Chemistry Lab Datasets and Publications

Annual concentration and flux of non-sea-slat sulfate in the WAIS Divide ice core (WDC) for the last 11,000 years.

Inversion Modeling Of Japonica Rice Canopy Chlorophyll Content With Uav Hyperspectral Remote Sensing, Yingli Cao, Kailun Jiang, Jingxian Wu, Fenghua Yu, Wen Du, Tongyu Xu

Electrical Engineering Faculty Publications and Presentations

Chlorophyll content is an important indicator of the growth status of japonica rice. The objective of this paper is to develop an inversion model that can predict japonica rice chlorophyll content by using hyperspectral image of rice canopy collected with unmanned aerial vehicle (UAV). UAV-based hyperspectral remote sensing can provide timely and cost-effective monitoring of chlorophyll content over a large region. The study was based on hyperspectral data collected at the Shenyang Agricultural College Academician Japonica Rice Experimental Base in 2018 and 2019. In order to extract the salient information embedded in the high-dimensional hyperspectral data, we first perform dimension …

The Statue Of Liberty Laboratory Activity: The Chemistry Of Copper, Jihyun Kim, Marcus D. Allen

Open Educational Resources

In this lab activity we observe chemical changes of copper in acidic conditions, salt water, and a mixture of lemon juice and vinegar and salt, and we discuss whether the Statue of Liberty would hold as much cultural icon today had the Lady Statue remain the original shiny brown color.

Yellowstone National Park - Pems Snowcoach Measurements, University Of Denver

Non-Road Vehicle Data

Relevant Publications

Environmental Science & Technology Publication (2006)

Air & Waste Management Publication (2009)

Environmental Science & Technology Publication (2014)

2005 Final Report

2006 Final Report

2012 Final Report

Yellowstone National Park - Feat Snowmobile Measurements, University Of Denver

Non-Road Vehicle Data

Relevant Publications

Environmental Science & Technology Publication (1999)

Environmental Science & Technology Publication (2001)

Environmental Science & Technology Publication (2005)

1998 Final Report

1999 Final Report

2005 Final Report

Structural Investigation Of Bacilliredoxins: Enzymes Involved In Bacillithiol Redox Metabolism, Colin Mchugh, Paul Cook

Student Summer Scholars Manuscripts

Bacillithiol is an important compound involved in intracellular redox homeostasis and fosfomycin resistance mechanisms of some Gram-positive bacterial pathogens. Cellular regeneration of active bacillithiol (BSH) from a disulfide (BSSB) or mixed disulfide state (BSS-Protein) involves the bacilliredoxin enzymes BrxA/B. An X-ray crystallographic structure of apo BrxA from Bacillus subtilis has been previously characterized, but no BrxB or BSSB-bound Brx structure currently exists. Here we present an X-ray crystallographic structure of BrxA from the pathogen Staphylococcus aureus with a bacillithiol disulfide (BSSB) bound in the active site. Elucidation of this structure will help researchers to understand how BSSB binds in bacilliredoxins, …

Pointing The Zinc Finger On Protein Folding: Energetic Investigation Into The Role Of The Metal-Ion In The Metal-Induced Protein Folding Of Zinc Finger Motifs, Inna Bakman-Sanchez

Dissertations, Theses, and Capstone Projects

Interactions between inorganic metal-ion cofactors and organic protein scaffolds are important for the proper structure and function of metalloproteins. Zinc finger proteins (ZFPs) are an example of proteins with such crucial metal-protein interactions. Incorporation of the Zn(II)-ion into ZFPs allows for their correct folding into structures that can carry out vital biological functions which include gene expression and tumor suppression. In addition, engineered ZFPs have shown to be promising genetic therapeutics in the clinic. And yet, there is still a gap in a quantitative understanding of the energetic contribution of the metal-protein interactions towards the structure and function of these …

Peo-Ppo-Peo Surfactant Mixtures As Templates For Silicas With Very Large Cylindrical Mesopores At Ambient Temperature And With Helical Mesopores At Sub-Ambient Temperature, Laurance Beaton

Dissertations, Theses, and Capstone Projects

The original research described herein concerns the synthesis of mesoporous silicas through a surfactant-templating method. The approach taken involved the use of a mixed surfactant system of two poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) surfactants, with one of the copolymers containing a much larger percentage of hydrophobic (PPO) blocks than the employed co-surfactant. Systematic adjustments of experimental parameters initially enabled the preparation of 2-D hexagonally ordered mesoporous silicas (SBA-15) of uncommonly large pore diameter at ambient temperature. Comparable silica was synthesized with and without temperature control. Additional adjustments to experimental parameters, including reduction of the relative amount of framework precursor used in …

Small Molecule Synthetic Carbohydrate Receptors, Marcelo F. Bravo Carranco

Dissertations, Theses, and Capstone Projects

Carbohydrate – receptor interactions are often involved in the attachment of viruses to host cells, and this docking is a necessary step in the virus life cycle that precedes infection and, ultimately, replication. Despite the conserved structures of the glycans involved in docking, they are still considered “undruggable”, meaning these glycans are beyond the scope of conventional pharmacological strategies. Recent advances in the development of synthetic carbohydrate receptors (SCRs) – small molecules that bind carbohydrates – could bring carbohydrate-receptor interactions within the purview of druggable targets. Here we discuss the role of carbohydrate-receptor interactions in viral infection, the evolution of …

Meteorological Conditions And Transport Of Air Pollutants At Bachok Marine Research Station (Bmrs) In Peninsular Malaysia, Mohyeddin Noraini

Student Works (2020-2029)

This study is focused at relatively new regional Global Atmospheric Watch (GAW) station at Peninsular Malaysia – Bachok Marine Research Station (BMRS) using the observational and remote sensing data. The study consists of three main objectives. Firstly, to investigate the meteorological conditions during two major Southeast Asia monsoon – NE and SW monsoon. Secondly, to determine the potential sources of air pollution at BMRS during the monsoon periods. Thirdly, to examine the relations of carbon dioxide (CO2), methane (CH4) and particulate matters (PM10, and PM2.5) with the meteorological conditions during intensive case study periods. The first case study (CS1) was …

Preparation And Characterisation Of Heat Treated Oil Palm-Empty Fruit Bunch/High Density Polyethylene Composites, Nordin Nur Afifah

Student Works (2020-2029)

Natural fibre composites (NFCs) are composite materials, in which the reinforcing fibres are derived from renewable and carbon dioxide neutral resources such as wood or plants. NFC can be made by replacing synthetic fibres with various types of natural fibres. Oil palm empty fruit bunch (OPEFB) fibre and oil palm mesocarp fibre are two important types of fibrous materials left in the palm-oil industry. In this study, EFB will be used as a reinforcement to the high-density polyethylene (HDPE). EFB was heat-treated at 180°C using vacuum oven for one hour, extrusion compounded with HDPE at 10%, 20% and 30% weight …

Asymmetric Alpha-Stannylation Of Heterocycles And Their Subsequent Use In Cross-Coupling Reactions, Haoran Zhao

Dissertations, Theses, and Capstone Projects

α-Substituted oxygen-containing heterocycles are commonly present in biologically active molecules. Statistics shows that at least one α-substituted ether moiety appears in over 20% of the top 200 small-molecule pharmaceuticals. This project illustrates a reliable regioselective method to introduce simple cyclic ethers towards the diversification of small molecules. Aryl halides bearing various functional groups were well tolerated independent of their electronic properties. It was found that cyclohexyl spectator ligands on tin selectively slows transmetallation of undesired units, circumventing the competitive transfer of n-butyl group from ⁿBu₃SnR reagents. Compared to the normally used ⁿBu₃SnR reagents, Cy …

Excitons In Self-Assembled Hybrid Systems Of Molecular Aggregate Light-Harvesting Nanotubes: Charge-Transfer Substrates And Solution-Stabilized Nanocomposites, Kara Ng

Dissertations, Theses, and Capstone Projects

Delocalized Frenkel excitons-coherently-shared excitations among chromophores-are responsible for the remarkable effciency of supramolecular light-harvesting aggregates within photosynthetic organisms. Despite tremendous progress towards a deeper understanding of these photosynthetic complexes, as well as progress in the development of organic solar cells, the possibility of using bio-inspired molecular nanostructures for large-scale solar energy conversion has not been realized yet. The persistent limitations in translating natures design principles for applications in optoelectronic devices have been the supramolecular structures fragility, and the Frenkel excitons delicate nature. The structural instability, both dis-assembly and spontaneous re-assembly of aggregates. Analysis of the absorption spectrum of a model …

I. Selective Chlorination And Fluorination Of Quinols Ii. Synthetic Study Of Strongylophorine-26, Sihan Li

Dissertations, Theses, and Capstone Projects

Organic compounds containing halogen are an important and useful class of intermediates that can be converted to other functionalities. This thesis describes our strategy in selective chlorination and fluorination of quinols to offer the corresponding aromatic structures. Quinols, or cyclohexadienones, as oxidized derivatives of phenols, have their remarkable chemical reactivities, including additions to enone, enolate alkylations, aldol reactions, cycloadditions, and rearrangements. Dienone-phenol rearrangement provides the asymmetric route since the stereocenters located in the six-membered ring of various cyclohexadienone were widely using in building larger chiral arrays for many total syntheses

Chapter one of this thesis discusses our new selective nucleophilic …

Synthesis, Structure Elucidation And Selected Biological Activities Of Ag(I) And Au(I) Complexes Constructed From Thiosemicarbazone And Phosphine Ligands, Syahrina Nur ‘Ain Abdul Halim

Student Works (2020-2029)

New Ag(I) and Au(I) mixed ligand complexes were synthesised using thiosemicarbazone and phosphine in search of a new biologically active compounds. CHN elemental analysis, powder X-ray diffraction (PXRD), single crystal X-ray diffraction as well as several spectroscopic techniques such as FT-IR, Energy-dispersive X-ray (EDX), 1H, 13C, and 31P{1H} NMR were performed to elucidate the structure of these complexes. Elemental analysis suggested that the stoichiometry of the complexes formed by the reaction of Ag nitrate with thiosemicarbazone in the presence of phosphine was indeed 1:2:1 molar ratio, while for the Au to be in 1:1:1 molar ratio. The Ag and Au …

Pressure Driven Desalination Utilizing Nanomaterials, Fangyou Xie

Master's Theses

Nanomaterials such as graphene oxide and carbon nanotubes, have demonstrated excellent properties for membrane desalination, including decrease of maintenance, increase of flux rate, simple solution casting, and impressive chemical inertness. Here, two projects are studied to investigate nanocarbon based membrane desalination. The first project is to prepare hybrid membranes with amyloid fibrils intercalated with graphene oxide sheets. The addition of protein amyloid fibrils expands the interlayer spacing between graphene oxide nanosheets and introduces additional functional groups in the diffusion pathways, resulting in increase of flux rate and rejection rate for the organic dyes. Amyloid fibrils also provide structural assistance to …

Rheological Studies Of Fully-Formulated Coatings Thickened With Heur: Effects Of Surfactants, Brandon M. Bonilla

Master's Theses

Rheology modifiers such as hydrophobically-modified ethoxylated urethane (HEUR)thickeners are included in waterborne latex coatings to optimize shear-rate dependent viscosity and other rheological properties. While these HEUR polymers are commonly used in industry, the complex chemical interactions that contribute to rheological properties are still not completely understood. Prior work in this area has focused on understanding latex-HEUR and latex-surfactant-HEUR interactions that affect rheological properties. Additionally, studies have been previously conducted to understand the relaxation mechanisms of complex interactions present in HEUR-thickened waterborne latex coatings under various dynamic conditions. The objective of this work is to extend the experimental work to fully-formulated …

Capsaicin Is A Negative Allosteric Modulator Of The 5-Ht3 Receptor, Eslam El Nebrisi, Tatiana Prytkova, Dietrich Ernst Lorke, Luke Howarth, Asma Hassan Alzaabi, Keun-Hang Susan Yang, Frank Christopher Howarth, Murat Oz

Biology, Chemistry, and Environmental Sciences Faculty Articles and Research

In this study, effects of capsaicin, an active ingredient of the capsicum plant, were investigated on human 5-hydroxytryptamine type 3 (5-HT₃) receptors. Capsaicin reversibly inhibited serotonin (5-HT)-induced currents recorded by two-electrode voltage clamp method in Xenopus oocytes. The inhibition was time- and concentration-dependent with an IC₅₀ = 62 μM. The effect of capsaicin was not altered in the presence of capsazepine, and by intracellular BAPTA injections or trans-membrane potential changes. In radio-ligand binding studies, capsaicin did not change the specific binding of the 5-HT₃ antagonist [³H]GR65630, indicating that it is a noncompetitive inhibitor of …

Detection Of Melamine Based On The Suppressed Anodic Response Of Uric Acid By A Au-Ag Nanoparticles Modified Glassy Carbon Electrode, Yu-Hui Peng, Tsunghsueh Wu, Yang-Wei Lin

Journal of Food and Drug Analysis

We demonstrated a sensitive electrochemical method for the determination of non-electroactive melamine (Mel) using a modified glassy carbon electrode (GCE), with uric acid (UA) as the signal reporter. To increase the anodic response of UA, GCE was coated with Au–Ag nanoparticles and a Nafion thin film (Au–Ag/Nafion/GCE). The sensing mechanism was based on the competitive adsorption behavior of Mel on the Au–Ag/Nafion/GCE, which reduces the electroactive surface area of nanoparticles and thus hinders anodic response of UA. Under optimal conditions and the use of an analytical method of differential pulse voltammetry, this modified electrode detected Mel concentrations ranging from 2.5 …