Work

Efficient Stereochemical Analysis of Hydroxy Fatty Acids Using PGME and PAME Derivatization

Year: 2025

Type: article

Abstract: We present a time-efficient and cost-effective approach for the stereochemical analysis of α- and β-hydroxy fatty acids (α-HFAs and β-HFAs) using chiral derivatizing agents, phenylglycine methyl ester (PGME) and phenylalanine methyl ester (PAME). Conventional methods for stereochemical analysis, such as X-ray crystallography and Mosher's ester derivatization, require pure samples and are laborious. In contrast, PGME and PAME derivatization enables direct LC-MS analysis of crude extracts without compound isolation or extensive sample preparation. Additionally, this method eliminates the need for NMR measurement and crystallization after the reaction, thereby reducing the overall analysis time. The approach was successfully applied to newly discovered lipopeptides, demonstrating its efficiency, reproducibility, and potential for widespread use in the stereochemical characterization of bioactive natural products.

Source: Analytical Chemistry

DOI: 10.1021/acs.analchem.5c01447

Authors: Soohyun Um, Jaeyoun Lee, Seung Hyun Kim

Institution: Yonsei University

Language: English

Topic: Analytical Chemistry and Chromatography

Subfield: Spectroscopy

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: National Research Foundation, National Research Foundation of Korea, Ministry of Education, Science and Technology