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Aspartame dipeptide analogues: effect of number of side-chain methylene group spacers and Cα-methylation in the second position

✍ Scribed by Eric Mossel; Fernando Formaggio; Marco Crisma; Claudio Toniolo; Quirinus B. Broxterman; Wilhelmus H.J. Boesten; Johan Kamphuis; Peter J.L.M. Quaedflieg; Piero Temussi


Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
620 KB
Volume
8
Category
Article
ISSN
0957-4166

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✦ Synopsis


Our model of the active site of the sweet taste receptor is shown to be consistent with the aspartame analogues in which the L-Phe 2 residue is replaced by L-(c~Me)Phg, L-(c~Me)Phe or L-(otMe)Hph. The analogues containing either the first or the third Ca-methylated, phenyl-containing~ residue in the second position of the dipeptide were synthesized and found to be approximately as sweet as aspartame itself and its L-(~xMe)Phe 2 analogue.