Presentation Title

Synthesis of Ethynylcobaltocenium for Electrochemical Biocatalysis with Cytochrome P450 Enzymes

Faculty Mentor

Andrew Udit

Start Date

23-11-2019 8:00 AM

End Date

23-11-2019 8:45 AM

Location

237

Session

poster 1

Type of Presentation

Poster

Subject Area

physical_mathematical_sciences

Abstract

Cytochrome P450 (P450) is a component in mammalian cellular pathways and is responsible for the biosynthesis of signaling molecules. In the human body, the enzyme metabolizes more than 90% of known pharmaceuticals, and has potential applications in the pharmaceutical industry for preparation and testing of drug alternatives. P450’s catalytic cycle is reliant on a source of electrons, typically the mediator molecule NAD(P)H. However, NAD(P)H is currently expensive to use in industry and degrades during long term storage, prompting a search for alternative mediator molecules. Cobaltocenium derivatives are one such group of these molecules which can be synthesized inexpensively in large quantities. The current research project seeks to investigate the synthesis and practical applications of ethynylcobaltocenium, an asymmetric, monofunctional cobaltocenium derivative to serve as a mediator between an electron source and the P450 enzyme. After synthesis and characterization of the ethynylcobaltocenium molecule via 1H-NMR and mass spectroscopy, electrocatalytic testing was used to measure its capacity to function as a mediator for P450. Thus far, we have confirmed that ethynylcobaltocenium attaches to P450 using UV-Vis spectroscopy and cyclic voltammetry. Cyclic voltammetry and square wave voltammetry tests using an electrode have demonstrated that when attached, ethynylcobaltocenium is capable of subsequent reduction and oxidation (redox) of P450’s iron core. This research demonstrates the potential of ethynylcobaltocenium to act as an effective electron mediator for P450.

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Nov 23rd, 8:00 AM Nov 23rd, 8:45 AM

Synthesis of Ethynylcobaltocenium for Electrochemical Biocatalysis with Cytochrome P450 Enzymes

237

Cytochrome P450 (P450) is a component in mammalian cellular pathways and is responsible for the biosynthesis of signaling molecules. In the human body, the enzyme metabolizes more than 90% of known pharmaceuticals, and has potential applications in the pharmaceutical industry for preparation and testing of drug alternatives. P450’s catalytic cycle is reliant on a source of electrons, typically the mediator molecule NAD(P)H. However, NAD(P)H is currently expensive to use in industry and degrades during long term storage, prompting a search for alternative mediator molecules. Cobaltocenium derivatives are one such group of these molecules which can be synthesized inexpensively in large quantities. The current research project seeks to investigate the synthesis and practical applications of ethynylcobaltocenium, an asymmetric, monofunctional cobaltocenium derivative to serve as a mediator between an electron source and the P450 enzyme. After synthesis and characterization of the ethynylcobaltocenium molecule via 1H-NMR and mass spectroscopy, electrocatalytic testing was used to measure its capacity to function as a mediator for P450. Thus far, we have confirmed that ethynylcobaltocenium attaches to P450 using UV-Vis spectroscopy and cyclic voltammetry. Cyclic voltammetry and square wave voltammetry tests using an electrode have demonstrated that when attached, ethynylcobaltocenium is capable of subsequent reduction and oxidation (redox) of P450’s iron core. This research demonstrates the potential of ethynylcobaltocenium to act as an effective electron mediator for P450.