Probing a molecular model of taste utilizing peptidomimetic stereoisomers of 2-aminocyclopentanecarboxylic acid methyl ester

…, A Probstl, RK Chadha, M Goodman

Index: Yamazaki, Toshimasa; Zhu, Yun-Fei; Probstl, Albert; Chadha, Raj K.; Goodman, Murray Journal of Organic Chemistry, 1991 , vol. 56, # 23 p. 6644 - 6655

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Citation Number: 54

Abstract

On the basis of the preferred conformations of L-aspartyl dipeptide derivatives containing a- amino acids at the second position and their retro-inverso analogues deduced by a combination of X-ray crystallography, lH NMR spectroscopy, and molecular mechanics calculations, we have proposed a model describing the molecular array required for the sweet taste. The conformation of a sweet molecule is described as possessing an" L ...