Presentation Title

Asymmetric Cobaltocinium Molecules for Mediated Electrochemical Biocatalysis with Cytochrome P450

Faculty Mentor

Andrew K. Udit

Start Date

23-11-2019 8:45 AM

End Date

23-11-2019 9:30 AM

Location

248

Session

poster 2

Type of Presentation

Poster

Subject Area

physical_mathematical_sciences

Abstract

Cytochromes P450, a class of hemeproteins, are present in every kingdom of life. This enzyme is critical for detoxification and bioactivation of most known pharmaceuticals. Its use in industry could lead to the ability to manufacture powerful new drug derivatives. In addition, cytochrome P450 has the potential to create safer, more economical methods for the testing of new drugs. However, the current uses of this enzyme in the laboratory are limited as it requires the use of an expensive mediator molecule called NAD(P)H. This mediator molecule serves as the source of electrons to reduce P450 for proper functionality. In contrast, cobaltocenium molecules that have the potential to act in place of NAD(P)H can be synthesized cheaply and in large quantities. This research project investigates the synthesis and use of an asymmetric, bifunctional cobaltocenium molecule to serve as an electron relay between an electrode and the enzyme, circumventing the need for NAD(P)H. Recently, H-NMR and mass spectroscopy have confirmed successful monosubstitution and disubstitution to yield cobaltocenium amines. Going forward, our research seeks to drive the cobaltocenium amine synthesis towards the formation of the monosubstituted product as it shows substantial promise as a mediator in the P450 biocatalysis. In addition to optimizing the specificity of the reaction, the monosubstituted product must also be assessed for its potential to reduce the iron core of P450.

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Nov 23rd, 8:45 AM Nov 23rd, 9:30 AM

Asymmetric Cobaltocinium Molecules for Mediated Electrochemical Biocatalysis with Cytochrome P450

248

Cytochromes P450, a class of hemeproteins, are present in every kingdom of life. This enzyme is critical for detoxification and bioactivation of most known pharmaceuticals. Its use in industry could lead to the ability to manufacture powerful new drug derivatives. In addition, cytochrome P450 has the potential to create safer, more economical methods for the testing of new drugs. However, the current uses of this enzyme in the laboratory are limited as it requires the use of an expensive mediator molecule called NAD(P)H. This mediator molecule serves as the source of electrons to reduce P450 for proper functionality. In contrast, cobaltocenium molecules that have the potential to act in place of NAD(P)H can be synthesized cheaply and in large quantities. This research project investigates the synthesis and use of an asymmetric, bifunctional cobaltocenium molecule to serve as an electron relay between an electrode and the enzyme, circumventing the need for NAD(P)H. Recently, H-NMR and mass spectroscopy have confirmed successful monosubstitution and disubstitution to yield cobaltocenium amines. Going forward, our research seeks to drive the cobaltocenium amine synthesis towards the formation of the monosubstituted product as it shows substantial promise as a mediator in the P450 biocatalysis. In addition to optimizing the specificity of the reaction, the monosubstituted product must also be assessed for its potential to reduce the iron core of P450.