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Updated: Sep 13, 2025

Extraction of Non-Protein Amino Acids from Cyanobacteria for Liquid Chromatography-Tandem Mass Spectrometry Analysis
Published on: December 9, 2022
A Highly Convergent Synthesis Route for Adda: A Non-Proteinogenic Amino Acid Unit in Cyanobacteria
Meher Prakash1, Naresh M Venneti1, Judy Westrick1
1Department of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.
Abstract:
We report a concise nine-step synthesis of Boc-Adda-OH, a key residue in bioactive cyanobacterial peptides. The route features a regio- and stereoselective intermolecular Heck reaction to form a stable isoxazolidin-5-one, followed by N-O bond cleavage. This efficient, convergent approach offers excellent stereocontrol and functional group tolerance, facilitating access to Adda for natural product synthesis, environmental monitoring, and toxicological studies.
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