Palmitoyl asparagine belongs to a family of compounds known as N-acyl amino acids (NAA’s). NAA’s are molecules that have a wide range of functions in human biology. The research reported here is important because the biological pathways that form these NAA's and the physiological purpose for these NAA’s have not yet been extensively studied. There are current cancer treatments aimed at reducing asparagine levels in tissues in order to reduce metastasis, and this NAA research may shed light on another physiological pathway to reduce asparagine levels in tissues. This pathway may enable the body to protect itself from malignancy. The purpose of this research is to identify palmitoyl asparagine in human capillary blood, saliva, and urine. The NAA molecules are made up of an amino acid and a fatty acid joined by an amide bond at the α-amino group of the amino acid and the carboxylic acid end of the fatty acid. The identification of these NAA’s is made by the comparative analysis of human samples and synthetic palmitoyl asparagine using standard UHPLC MS/MS on a Dionex 3000 RSLC UHPLC and AB Sciex 4000 Qtrap with methanol and water mobile phases containing 10mM ammonium acetate. MRMs will be obtained from the synthesized standards and compared to hypothesized MRMs obtained from expected fragmentation of the palmitoyl asparagine. The standard palmitoyl asparagine is synthesized by reaction of asparagine with palmitoyl chloride and the palmitoyl asparagine product is verified via 1H NMR, 13C NMR, and IR analysis.

Palmitoyl asparagine synthesis and analysis

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.