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Synthesis and Characterization of Molecular Catalysts with Applications in Solar Fuels

Description
Metalloporphyrins serve important roles in biological processes and in emerging technologies with applications to energy conversion. When electrochemically activated in solution, metalloporphyrins have the ability to catalyze the conversion of protons into hydrogen fuels. In this report, the synthesis and characterization of zinc, nickel, cobalt and copper analogs of 5,10,15,20-tetrakis(pentafluorophenyl)…

Metalloporphyrins serve important roles in biological processes and in emerging technologies with applications to energy conversion. When electrochemically activated in solution, metalloporphyrins have the ability to catalyze the conversion of protons into hydrogen fuels. In this report, the synthesis and characterization of zinc, nickel, cobalt and copper analogs of 5,10,15,20-tetrakis(pentafluorophenyl) porphyrin (PF20) and 5,10,15,20-tetra-p-tolyporphyrin (TTP) are described. All target compounds are characterized with UV-Vis spectroscopy and MALDI-TOF mass spectrometry. The freebase porphyrins and non-paramagnetic metalloporphyrins are further characterized by proton nuclear magnetic resonance spectroscopy and all proton resonances are assigned. Electrochemical measurements show the reduction potential of the fluorinated phenyl substituted porphyrins is shifted to less negative values as compared to the reduction potential measured using non-fluorinated analogs. These results illustrate the ability to use fluorine as a synthetic tool for altering the electronic properties of metalloporphyrins. Further, these findings serve a critical role in choosing metalloporphyrin electrocatalysts with the appropriate energetic and optical properties for integration to semiconductors with applications to solar-to- fuels technologies.
ContributorsNanyangwe, Sylvia Kapya (Author) / Moore, Gary (Thesis director) / Van Horn, Wade (Committee member) / School of Criminology and Criminal Justice (Contributor) / School of Molecular Sciences (Contributor) / Barrett, The Honors College (Contributor)
Created2018-05
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Protein-mediated Synthesis of Gold Nanoparticles

Description
Gold nanoparticles are valuable for their distinct properties and nanotechnology applications. Because their properties are controlled in part by nanoparticle size, manipulation of synthesis method is vital, since the chosen synthesis method has a significant effect on nanoparticle size. By aiding mediating synthesis with proteins, unique nanoparticle structures can form,…

Gold nanoparticles are valuable for their distinct properties and nanotechnology applications. Because their properties are controlled in part by nanoparticle size, manipulation of synthesis method is vital, since the chosen synthesis method has a significant effect on nanoparticle size. By aiding mediating synthesis with proteins, unique nanoparticle structures can form, which open new possibilities for potential applications. Furthermore, protein-mediated synthesis favors conditions that are more environmentally and biologically friendly than traditional synthesis methods. Thus far, gold particles have been synthesized through mediation with jack bean urease (JBU) and para mercaptobenzoic acid (p-MBA). Nanoparticles synthesized with JBU were 80-90nm diameter in size, while those mediated by p-MBA were revealed by TEM to have a size between 1-3 nm, which was consistent with the expectation based on the black-red color of solution. Future trials will feature replacement of p-MBA by amino acids of similar structure, followed by peptides containing similarly structured amino acids.
ContributorsHathorn, Gregory Michael (Author) / Nannenga, Brent (Thesis director) / Green, Matthew (Committee member) / Chemical Engineering Program (Contributor) / Barrett, The Honors College (Contributor)
Created2018-05
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Syntheses of Non-Canonical Amino Acids Containing Stilbene

Description

Non-canonical amino acids (NCAAs) can be used in protein chemistry to determine their structures. A common method for imaging proteins is cryo-electron microscopy (cryo-EM) which is ideal for imaging proteins that cannot be obtained in large quantities. Proteins with indistinguishable features are difficult to image using this method due to…

Non-canonical amino acids (NCAAs) can be used in protein chemistry to determine their structures. A common method for imaging proteins is cryo-electron microscopy (cryo-EM) which is ideal for imaging proteins that cannot be obtained in large quantities. Proteins with indistinguishable features are difficult to image using this method due to the large size requirements, therefore antibodies designed specifically for binding these proteins have been utilized to better identify the proteins. By using an existing antibody that binds to stilbene, NCAAs containing this molecule can be used as a linker between proteins and an antibody. Stilbene containing amino acids can be integrated into proteins to make this process more access able. In this paper, synthesis methods for various NCAAs containing stilbene were proposed. The resulting successfully synthesized NCAAs were E)-N6-(5-oxo-5-((4-styrylphenyl) amino) pentanoyl) lysine, (R,E)-2-amino-3-(5-oxo-5-((4-styrylphenyl)amino)pentanamido)propanoic acid, (E)-2-amino-5-(5-oxo-5-((4-styrylphenyl) amino) pentanamido) pentanoic acid. A synthesis for three more shorter amino acids, (R,E)-2-amino-3-(3-oxo-3-((4-styrylphenyl) amino) propanamido) propanoic acid, (E)-2-amino-5-(3-oxo-3-((4-styrylphenyl) amino) propanamido) pentanoic acid, and (E)-N6-(3-oxo-3-((4-styrylphenyl) amino) propanoyl) lysine, is also proposed.
ContributorsJenkins, Bryll (Author) / Mills, Jeremy (Thesis director) / Ghirlanda, Giovanna (Committee member) / Nannenga, Brent (Committee member) / Barrett, The Honors College (Contributor) / School of Molecular Sciences (Contributor)
Created2022-05