Mapelli C, Newton M G, Ringold C E, Stammer C H
Department of Chemistry, School of Chemical Sciences, University of Georgia, Athens.
Int J Pept Protein Res. 1987 Oct;30(4):498-510. doi: 10.1111/j.1399-3011.1987.tb03358.x.
A series of esters of L-aspartyl-1-aminocyclopropane carboxylic acid has been prepared and their sweet tastes determined. The sweetest ester prepared was about 300 times sweeter than sucrose. An attempt to use basic conditions during preparation of the dipeptide allyl ester led to succinimide formation of the aspartyl peptide even though the beta-carboxyl group was protected by a t-butyl ester function. The X-ray structure of the propyl ester (1c) was determined and its conformation is discussed.
