S-Aspartimide ((S)-3-aminopyrrolidine-2,5-dione) is the cyclic amine formed by dehydration of the amino acid, asparagine. The formation of aspartimides is a common synthetic by-product of peptide chemistry in aspartic acids and asparagines and the core structure is considered a useful synthon for pharmaceutical precursors. There is little in the literature describing the occurrence and role of this cyclic metabolite, although other cyclic amino acids such as the homoserine lactones provided the basis of our understanding of bacterial quorum sensing. The biological role of S-aspartimide has not been explored.
- Problem of aspartimide formation in Fmoc-based solid phase peptide synthesis using Dmab group to protect side chain of aspartic acid. Ruczynski J. et al. J Pept Sci. 2008, 14, 335.
- A versatile approach to protected (S)-aspartimide, (4S)-amino-2-pyrrolidinone and (3S)-aminopyrrolidine from (S)-aspartic acid. Zhang H.K. et al. Synthetic Communications 2000, 30, 2431.