BIOPEP-UWM: Report

ID 431
Name Bitter peptide
sequence
APFPEVFG

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) = 7068.3 J / (Mol x Res.).
 
Number of residues
8
Activity code
bi
Activity :
bitter
Chemical mass 862.9653 Monoisotopic mass 862.4211
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)NCC(=O)O)Cc3ccccc3)C(C)C)CCC(=O)O)CCC2)Cc2ccccc2)CCC1)C

InChI=1S/C43H58N8O11/c1-25(2)36(41(60)47-30(37(56)45-24-35(54)55)22-27-12-6-4-7-13-27)49-38(57)29(18-19-34(52)53)46-39(58)33-17-11-21-51(33)43(62)31(23-28-14-8-5-9-15-28)48-40(59)32-16-10-20-50(32)42(61)26(3)44/h4-9,12-15,25-26,29-33,36H,10-11,16-24,44H2,1-3H3,(H,45,56)(H,46,58)(H,47,60)(H,48,59)(H,49,57)(H,52,53)(H,54,55)/t26-,29-,30-,31-,32-,33-,36-/m0/s1

InChIKey: ZUZDZFXDYZENFD-XVHTWCIUSA-N


Previous references concerning peptide:

Hodges R., Kent S. B. H., Richardson B. C., 1972, The mass spectra of some permethylated acetylpeptides. Biochim. Biophys. Acta, 257, 54-60

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

Hamilton J. S., Hill R. D., van Leeuwen H., 1974, A bitter peptide from Cheddar cheese. Agric. Biol. Chem., 38, 375-379



Database reference: