Phosphorous-containing analogues of aspartame.
Four analogues of aspartame (aspartylphenylalanine methyl ester) were prepared in which one of the carboxylate groups was replaced by a phosphonate group. None of the peptides so obtained was sweet, in contrast with the parent compound which is over 100 times sweeter than sucrose. These results contrast with several published reports of phosphonate analogues of amino acids and peptides which are potent inhibitors of enzymes containing acceptor sites for the parent compound.
D001218:Aspartame / Q000031:analogs & derivatives*; D004151:Dipeptides; D010758:Phosphorus; D013237:Stereoisomerism; D013549:Sweetening Agents / Q000138:chemical synthesis*
D004151:Dipeptides; D013549:Sweetening Agents; D010758:Phosphorus; D001218:Aspartame