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Conformational Requirements for Sweet‐Tasting Peptides and Peptidomimetics
Author(s) -
Yamazaki Toshimasa,
Benedetti Ettore,
Kent Darin,
Goodman Murray
Publication year - 1994
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199414371
Subject(s) - peptidomimetic , taste , chemistry , sweet taste , flexibility (engineering) , molecular model , bitter taste , combinatorial chemistry , stereochemistry , computational biology , peptide , biochemistry , mathematics , biology , statistics
The molecular basis o taste has been extensively studied over many years. The research carried out in our laboratories is focused on the elucidation of detailed structure–taste relationships of peptides and peptidomimetics using an “integrated” approach employing synthesis, analysis of NMR spectra, computer simulations, and X‐ray crystallography. Various peptidomimetic residues have been incorporated to introduce predictable structural constraints into taste ligands. These constraints eliminate some of the molecular flexibility and allow us to develop structure–activity relationships. We describe here the topochemical requirements of the sweet and bitter taste receptor(s) and develop detailed structure‐taste relationships with considerable predictive power for peptides and related molecules.