Keywords Parole chiave: Aromatic Compound, Aspartame, Dipeptide, Guaiacol, Ligand, 3 Dimethylbutyl Derivative, Neotame, Sweetening Agent, Unclassified Drug, Chemical Structure, Conference Paper, Conformation, Crystal Structure, Hydrophobicity, Molecular Model, Nuclear Magnetic Resonance Spectroscopy, Priority Journal, Sweetness, X Ray Diffraction,
Affiliations Affiliazioni: *** IBB - CNR ***
Department of Chemistry, University of California, San Diego, San Diego, CA 92093-0343, United States Ajinomoto Co., Inc., AminoScience Laboratories, 1-1 Suzuki-Cho, Kawasaki-Ku, Kawasaki-Shi 210-8681, Japan Center of Biocrystallography, University of Naples, Via Mezzocannone 6, Naples, Italy
References Riferimenti: Walters, D.E., Prakash, I., Desai, N., (2000) J. Med. Chem., 43, pp. 1242-124
Yamazaki, T., Benedetti, E., Kent, D., Goodman, M., (1994) Angew. Chem., Int. Ed. Engl., 33, pp. 1437-1451
Goodman, M., Zhu, Q., Kent, D., Amino, Y., Iacovino, R., Benedetti, E., Santini, A., (1997) J. Pept. Sci., 3, pp. 231-241
Mattern, R.-H., Amino, Y., Benedetti, E., Goodman, M., (1997) J. Pept. Res., 50, pp. 286-299
Goodman, M., Mattern, R.-H., Gantzel, P., Santini, A., Iacovino, R., Saviano, M., Benedetti, E., (1998) J. Pept. Sci., 4, pp. 229-238
Tinti, J.M., Nofre, C., (1990) Sweeteners: Discovery, Molecular Design, and Chemoreception, , D. E. Walters, F. T. Orthoefer, G. E. Dubois (Eds.), American Chemical Society, Washington, DC
Walters, D. E., Prakash, I., Desai, N., (2000) J. Med. Chem., 43, pp. 1242-124
Mattern, R. -H., Amino, Y., Benedetti, E., Goodman, M., (1997) J. Pept. Res., 50, pp. 286-299
Tinti, J. M., Nofre, C., (1990) Sweeteners: Discovery, Molecular Design, and Chemoreception, , D. E. Walters, F. T. Orthoefer, G. E. Dubois (Eds.), American Chemical Society, Washington, DC
Molecular basis of sweet taste in dipeptide taste ligands
In this presentation, we describe an integrated approach for the molecular basis for sweet taste among dipeptide-based ligands. By comparing the results obtained from X-ray diffraction studies with the conformations from NMR analysis and molecular modeling, we have observed recurring topochemical motifs that agree with previous models for sweet taste. In our examination of the unexplored D zone of the Tinti-Nofre model, we have uncovered a sweet potency enhancing effect of a new set of aralkyl-substitutions on dipeptide ligands, which reveals the importance of aromatic - aromatic interactions in maintaining high potency.
Molecular basis of sweet taste in dipeptide taste ligands
209 Records (200 escludendo Abstract e Conferenze). Impact factor totale: 768.961 (740.551 escludendo Abstract e Conferenze). Impact factor a 5 anni totale: 804.592 (772.482 escludendo Abstract e Conferenze).
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