BIOPEP-UWM: Report

ID 387
Name Bitter peptide
sequence
FALPQYLK
Function:
Bitter peptide identified in Gouda cheese (source: alphaS2-casein). Q value (i. e. average amount of free energy needed to transfer amino acid chains from ethanol to water) = 7905.4 J / (Mol x Res.).
 
Number of residues
8
Activity code
bi
Activity :
bitter
Chemical mass 979.1693 Monoisotopic mass 978.5521
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-UWM database of sensory peptides and amino acids


SMILES: N[C@@H](CC1=CC=C(C=C1))C(=O)N[C@@]([H])(C)C(=O)N[C@@]([H])(CC(C)C)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CCC(=O)N)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N[C@@]([H])(CC(C)C)C(=O)N[C@@]([H])(CCCCN)C(=O)O

InChI=1S/C49H74N10O11/c1-28(2)24-37(45(65)55-36(49(69)70)14-9-10-22-50)56-46(66)38(27-32-16-18-33(60)19-17-32)57-44(64)35(20-21-41(52)61)54-47(67)40-15-11-23-59(40)48(68)39(25-29(3)4)58-42(62)30(5)53-43(63)34(51)26-31-12-7-6-8-13-31/h6-8,12-13,16-19,28-30,34-40,60H,9-11,14-15,20-27,50-51H2,1-5H3,(H2,52,61)(H,53,63)(H,54,67)(H,55,65)(H,56,66)(H,57,64)(H,58,62)(H,69,70)/t30-,34-,35-,36-,37-,38-,39-,40-/m0/s1

InChIKey: AIBFLFDJKNLEHK-FTSPKJONSA-N


Previous references concerning peptide;

Matoba T., Nagayashi C., Hayashi R., Hata T., 1969, Bitter peptides in tryptic hydrolysate of casein. Agric. Biol. Chem., 33, 1662-1663

Matoba T., Hayashi R., Hata T., 1970, Isolation of bitter peptides from tryptic hydrolysate of casein and their chemical structure. Agric. Biol. Chem., 34, 1235-1243


Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001) according to the AHTPDB database; the BIOPEP database of bioactive peptides (ID 7658)
Antioxidative peptide according to the BIOPEP database of bioactive peptides (ID 8151)

Predicted antithrombotic peptide according to the BIOPEP-UWM Virtual database (ID 215)


Database reference:
AHTPDB: ID 2333, 5555, 5841, 6377

BIOPEP-UWM database of bioactive peptides: ID 7658; 8151

BIOPEP-UWM Virtual database: ID 215

ChemSpider: ID 8571604

DFBP: ID DFBPACEI1679; DFBPACEI1726; DFBPANOX0714; DFBPMUFU0483; DFBPANTH0159

EROP Moscow: ID E03683

FeptideDB: ID 7658; 8151

PubChem: CID 10396165

SATPdb: ID satpdb22987