title: High-potency dipeptide sweeteners. 2. L-aspartylfuryl-, thienyl-, and imidazolylglycine esters.
abstract: Eight L-aspartyl dipeptides derived from heterocyclic glycine esters were prepared and evaluated as sweeteners. The fenchyl esters of L-aspartyl-2-furyl-, 2- and 3-thienyl-, and imidazolylglycine were all potently sweet with the D-2-furylglycine (+)-beta-fenchyl ester being the most potent at 16,500 times the potency of sucrose. The requirement for a planar heterocyclic group directly attached to the glycine carbon atom was demonstrated by the observation that the tetrahydrofuryl and beta-thienylalanine fenchyl esters were not sweet. The heteroaromatic glycine esters join the phenylglycine esters as a novel class of dipeptide sweeteners with very high potency.
authors.affiliation: Procter & Gamble Company, Miami Valley Laboratories, Cincinnati, Ohio 45239-8707.
authors.forename: J M
authors.initials: JM
authors.lastname: Janusz
authors.forename: P A
authors.initials: PA
authors.lastname: Young
authors.forename: R B
authors.initials: RB
authors.lastname: Blum
authors.forename: C M
authors.initials: CM
authors.lastname: Riley
mesh_terms: D000818:Animals; D004151:Dipeptides / Q000138:chemical synthesis; D004952:Esters / Q000138:chemical synthesis / Q000494:pharmacology; D005663:Furans / Q000138:chemical synthesis; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis; D008297:Male; D051381:Rats; D013549:Sweetening Agents / Q000138:chemical synthesis*; D013876:Thiophenes / Q000138:chemical synthesis
chemical_list: D004151:Dipeptides; D004952:Esters; D005663:Furans; D007093:Imidazoles; D013549:Sweetening Agents; D013876:Thiophenes