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Biosynthesis of nonproteinogenic amino acids oxyvinylglycines

Nonproteinogenic amino acids (NAAs) are well known for their potent biological activities and unique chemical functionalities that are not encoded in proteins. NAAs are produced across all kingdoms of life, and many NAAs have broad applications in agriculture, nutrition, and medicine. The biosynthetic chemistries for many NAAs, however, remain largely unknown. I will discuss our recent results on reconstituting the biosynthesis of a class of NAAs called oxyvinylglycines, which exist as free amino acids and act as antimetabolites. Our work has uncovered unique enzymatic transformations involved in the biosynthesis of oxyvinylglycines. Understanding the biosynthetic chemistry of NAAs could facilitate the discovery of new enzyme catalysts and engineered biosynthesis of NAA‐containing natural products.