title: Quantitative structure-activity relationship study of bitter peptides.
abstract: A database consisting of 224 di- to tetradecapeptides and five amino acids was compiled to study quantitative structure-activity relationships of bitter peptides. Partial least-squares regression-1 analysis was conducted using the amino acid three z-scores and/or three parameters (total hydrophobicity, residue number, and log mass values) as X-variables and bitterness values (log 1/T where T is the bitterness threshold) as Y-variables. Using the three parameters only, significant models (p < 0.001) were obtained describing the entire data set as well as data subsets, except that comprised only of octa- to tetradecapeptides. For data sets comprising different peptide lengths, the models were improved by including the three z-scores at the N-terminal and C-terminal positions. Correlation coefficients for bitterness prediction of 48 dipeptides and 12 pentapeptides were 0.75 (RMSEP = 0.53) and 0.90 (RMSEP = 0.48), respectively. Bulky hydrophobic amino acids at the C terminus and bulky basic amino acids at the N terminus were highly correlated to bitterness.
authors.affiliation: The University of British Columbia Faculty of Land and Food Systems Food, Nutrition and Health Program, FNH Building, 2205 East Mall, Vancouver, British Columbia V6T 1Z4, Canada.
authors.forename: Hyun-Ock
authors.initials: HO
authors.lastname: Kim
authors.forename: Eunice C Y
authors.initials: EC
authors.lastname: Li-Chan
mesh_terms: D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry; D057927:Hydrophobic and Hydrophilic Interactions; D008969:Molecular Sequence Data; D010446:Peptide Fragments / Q000737:chemistry; D010455:Peptides / Q000737:chemistry*; D021281:Quantitative Structure-Activity Relationship; D012044:Regression Analysis; D013649:Taste
chemical_list: D000596:Amino Acids; D010446:Peptide Fragments; D010455:Peptides