BIOPEP-UWM: Report

ID 484
Name Bitter peptide
sequence
YL
Function:
Bitter taste
 
Number of residues
2
Activity code
bi
Activity :
bitter
Chemical mass 294.3453 Monoisotopic mass 294.1574
EC50 :
0.00 µM


Bibliographic data:
Authors
Asao M., Iwamura H., Akamatsu M., Fujita T.
Title
Quantitative structure-activity relationships of the bitter thresholds of amino acids, peptides, and their derivatives. J. Med. Chem., 30, 1873-1879, 1987
Year Source
1987 Journal


Additional information:
BIOPEP-UWM database of sensory peptides and amino acids


SMILES: N[C@@]([H])(Cc1ccc(O)cc1)C(=O)N[C@@]([H])(CC(C)C)C(=O)O

InChI=1S/C15H22N2O4/c1-9(2)7-13(15(20)21)17-14(19)12(16)8-10-3-5-11(18)6-4-10/h3-6,9,12-13,18H,7-8,16H2,1-2H3,(H,17,19)(H,20,21)/t12-,13-/m0/s1

InChIKey=AUEJLPRZGVVDNU-STQMWFEESA-N


Peptide known as alpha/beta-lactokinin [alphas1-CN (91-92), beta-Lg (102-103)]

Peptide found also in amaranth protein hydrolysate. Barba de la Rosa A. P., Barba Montoya A., Martínez-Cuevas P., Hernández-Ledesma B., León-Galván M. F., De León-Rodríguez A., González C., 2010, Tryptic amaranth glutelin digests induce endothelial nitric oxide production through inhibition of ACE: antihypertensive role of amaranth peptides. Nitric Oxide, 23, 106-111


Another reference concerning bitterness:
Collantes E. R., Dunn W. J. 1995, Amino acid side chain descriptors for quantitative structure-activity relationship studies of peptide analogues. J. Med. Chem., 38, 2705-2713


Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02.001) according to the AHTPDB database; the BIOPEP-UWM database of bioactive peptides (ID:3550); the BRENDA database; the EROP-Moscow database
Inhibitor of Dipeptidyl peptidase III (DPP-III) (EC 3.4.14.4) (MEROPS ID: M49.003) according to the BIOPEP-UWM database of bioactive peptides (ID: 9482)
Neuropeptide according to the BIOPEP-UWM database of bioactive peptides (ID: 8310)
Inhibitor of Dipeptidyl peptidase IV (DPP IV) (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID:8940)


Database reference:
ACToR: ID 17355-10-1

AHTPDB: ID 1097; 1211; 1316; 1362; 1389; 1409; 2993; 3168; 3172; 3550; 3883; 4054; 4733; 5184; 5637; 5843; 6465

BioPepDB: ID biopep01579

BIOPEP-UWM database of bioactive peptides: ID 3550; 8310; 8940; 9482

BRENDA: Ligand Tyr-Leu

CHEBI: ID 75003

ChEMBL: ID CHEMBL55259

ChemIDplus: ID 17355-10-1

ChemSpider: ID 78540

CTD: ID 17355-10-1

eMolecules: ID 6878892

J-Global: ID 200907095743204000

Metabolights: ID MTBLC75003

MolPort: ID MolPort-012-238-272

Nikkaji: ID J366.109A

PubChem: CID 87071

SATPdb: ID satpdb21280

SureChEMBL: ID SCHEMBL9822809

ZINC: ID ZINC2384781