STUDIES ON BITTER PEPTIDES FROM CASEIN HYDROLYZATE .14. BITTER TASTE OF SYNTHETIC ANALOGS OF OCTAPEPTIDE, ARG-GLY-PRO-PHE-PRO-ILE-ILE-VAL, CORRESPONDING TO THE C-TERMINAL PORTION OF BETA-CASEIN
M. Nakatani et al., STUDIES ON BITTER PEPTIDES FROM CASEIN HYDROLYZATE .14. BITTER TASTE OF SYNTHETIC ANALOGS OF OCTAPEPTIDE, ARG-GLY-PRO-PHE-PRO-ILE-ILE-VAL, CORRESPONDING TO THE C-TERMINAL PORTION OF BETA-CASEIN, Bulletin of the Chemical Society of Japan, 67(2), 1994, pp. 438-444
In order to elucidate the relationship between the chemical structure
and bitter taste of the C-terminal portion of beta-casein, some analog
ues, in which the phenylalanine residue was substituted by D-phenylala
nine, lysine, glycine, glutamic acid or L-pyrenylalanine, were synthes
ized. Sensory analyses and CD spectra showed that the location of a hy
drophobic amino acid with the L-configuration between the two proline
residues should be important for this series of peptides to produce a
strong bitterness.