"Biocatalytic Synthesis of an Unnatural Fluorescent Amino Acid" by Cassandra Niemeyer, Alyssa Jarabek et al.
 

Biocatalytic Synthesis of an Unnatural Fluorescent Amino Acid

Faculty Sponsor

Dr. Thomas Goyne

Streaming Media

College

Arts and Sciences

Department/Program

Chemistry

Presentation Type

Poster Presentation

Symposium Date

Summer 7-24-2020

Abstract

The long-term goal of this project is to chemically synthesize an unnatural fluorescent amino acid, 3-[7-nitro-2,1,3-benzoxadiazol-4-yl]-L-alanine, that can later allow researchers to visualize a single “glow-in-the-dark” protein in an otherwise transparent living cell. In addition to our attempted organic synthesis, here we report a biocatalytic synthesis. Specifically, we plan to use the enzyme glutathione S-transferase from the cyanobacterium T. elongatus to catalyze the key nucleophilic aromatic substitution reaction. As part of this effort, we are planning a new synthetic route to the non-natural amino acid, beta-amino alanine. In sum, we hope to synthesize these two unnatural amino acids in a more time- and cost-efficient manner.

Biographical Information about Author(s)

Cassandra Niemeyer is a senior Biochemistry major who is pursuing pre-med. Alyssa Jarabek is a junior Chemistry and Biology major who is pursuing graduate school. Natalie Michaels is a junior cellular and molecular biology major at DePauw University, pursuing graduate school.

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