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J Med Chem ; 33(3): 1052-61, 1990 Mar.
Article in English | MEDLINE | ID: mdl-2308137

ABSTRACT

Twenty esters of L-aspartyl-D-phenylglycine, as well as two substituted analogues, an o-fluoro and a p-hydroxy-phenylglycine ester, were prepared. The L-aspartyl-D-phenylglycine (-)-alpha- and (+)-beta-fenchyl esters had the highest sweetness potency at 1200 and 3700 times that of sucrose, respectively. The high potency of these sweeteners is surprising as the phenyl group occupies a position previously believed to accommodate only much smaller groups.


Subject(s)
Dipeptides/chemical synthesis , Sweetening Agents/chemical synthesis , Animals , Aspartic Acid , Dipeptides/pharmacology , Esters , Glycine/analogs & derivatives , Humans , Male , Rats , Stereoisomerism , Structure-Activity Relationship , Sweetening Agents/pharmacology
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