BIOPEP-UWM: Report

ID 384
Name Bitter peptide
sequence
APFPEVF

Function:
Bitter peptide identified in cheddar cheese (source: alphaS1-casein). Q value (i. e. average amount of free energy needed to transfer amino acid chains from ethanol to water) = 8078 J / (Mol x Res.) =1930 cal/mol.
 
Number of residues
7
Activity code
bi
Activity :
bitter
Chemical mass 805.9141 Monoisotopic mass 805.3997
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)N1[C@H](C(=O)N[C@H](C(=O)N2[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)Cc3ccccc3)C(C)C)CCC(=O)O)CCC2)Cc2ccccc2)CCC1)C

InChI=1S/C41H55N7O10/c1-24(2)34(38(54)45-30(41(57)58)23-27-14-8-5-9-15-27)46-35(51)28(18-19-33(49)50)43-36(52)32-17-11-21-48(32)40(56)29(22-26-12-6-4-7-13-26)44-37(53)31-16-10-20-47(31)39(55)25(3)42/h4-9,12-15,24-25,28-32,34H,10-11,16-23,42H2,1-3H3,(H,43,52)(H,44,53)(H,45,54)(H,46,51)(H,49,50)(H,57,58)/t25-,28-,29-,30-,31-,32-,34-/m0/s1

InChIKey: UKXVKMDRCSWGQW-ULAJKJNZSA-N


Previous references concerning peptide:

Richardson B. C., Creamer L. K., 1973, Casein proteolysis and bittter peptides in Cheddar cheese. N. Z. J. Agric., 44, 32-34



Database reference:
ChemSpider: ID 9832621

PubChem: ID 11657885