BIOPEP-UWM: Report

ID 463
Name Bitter peptide
sequence
VVVPPFL
Function:
Bitter peptide. Q value (i. e. average amount of free energy needed to transfer amino acid chains from ethanol to water) = 9196.0 J / (Mol x res). Rcaf = 7.1
 
Number of residues
7
Activity code
bi
Activity :
bitter
Chemical mass 769.9678 Monoisotopic mass 769.4723
EC50 :
0.00 µM


Bibliographic data:
Authors
Lemieux L., Simard R. E.
Title
Bitter flavour in dairy products. II. A review of bitter peptides from caseins: their formation, isolation and identification, structure masking and inhibition. Lait, 72, 335-382, 1992
Year Source
1992 Journal


Additional information:
BIOPEP database of sensory peptides and amino acids


SMILES: N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1[C@H](C(=O)N2[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(C)C)Cc3ccccc3)CCC2)CCC1)C(C)C)C(C)C)C(C)C

InChI=1S/C40H63N7O8/c1-22(2)20-28(40(54)55)43-34(48)27(21-26-14-10-9-11-15-26)42-35(49)29-16-12-18-46(29)38(52)30-17-13-19-47(30)39(53)33(25(7)8)45-37(51)32(24(5)6)44-36(50)31(41)23(3)4/h9-11,14-15,22-25,27-33H,12-13,16-21,41H2,1-8H3,(H,42,49)(H,43,48)(H,44,50)(H,45,51)(H,54,55)/t27-,28-,29-,30-,31-,32-,33-/m0/s1

InChIKey: OOWSNALHAMNVHA-MRNVWEPHSA-N


Previous references concerning peptide:

Shinoda I., Fushimi A., Kato H., Okai H., Fukui S., 1985, Bitter taste of synthetic C-terminal tetradecapeptide of bovine beta-casein, H-Pro196-Val-Leu-Gly-Pro-Val-Arg-Gly-Pro-Phe-Pro-Ile-Ile-Val209-OH, and its related peptides. Agric. Biol. Chem., 49, 2587-2596

Shinoda I., Tada M., Okai H., Fukui S., 1986, Bitter taste of H-Pro-Phe-Pro-Gly-Pro-Ile-Pro-OH corresponding to the partial sequence (positions 61~67) of bovine beta-casein, and related peptides. Agric. Biol. Chem., 50, 1247-1254

Shinoda I., Okai H., Fukui S., 1986, Bitter taste of H-Val-Val-Val-Pro-Pro-Phe-Leu-OH corresponding to the partial sequence (Positions 82~88) of bovine beta-casein, and related peptides. Agric. Biol. Chem., 50, 1255-1260


Database reference: