BIOPEP-UWM: Report

ID 162
Name bitter peptide
sequence
GL
Function:
(Rcaf) 0.04
 
Number of residues
2
Activity code
bi
Activity :
bitter
Chemical mass 188.2236 Monoisotopic mass 188.1157
EC50 :
0.00 µM


Bibliographic data:
Authors
Ishibashi N., Kouge K., Shinoda I., Kanehisa H., Okai H.
Title
A mechanism for bitter taste sensibility in peptides. Agric. Biol. Chem., 52, 819-827
Year Source
1988 Journal


Additional information:
BIOPEP database of sensory peptides and amino acids


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

InChI=1S/C8H16N2O3/c1-5(2)3-6(8(12)13)10-7(11)4-9/h5-6H,3-4,9H2,1-2H3,(H,10,11)(H,12,13)/t6-/m0/s1

InChIKey: DKEXFJVMVGETOO-LURJTMIESA-N


Another references concerning bitterness:

Fujimaki M., Yamashita M., Okazawa Y., Arai S., 1968, Diffusable bitter peptides in peptic hydrolysate of soybean protein. Agric. Biol. Chem., 32, 794-795

Asao M., Iwamura H., Akamatsu M., Fujita T., 1987, Quantitative structure-activity relationships of the bitter thresholds of amino acids, peptides, and their derivatives. J. Med. Chem., 30, 1873-1879

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

Maehashi K., Matano M., Wang H., Vo L. A., Yamamoto Y., Huang L., 2008, Bitter peptides activate hTAS2Rs, the human bitter receptors. Biochem. Biophys. Res. Commun., 365, 851–855

Inhibitor of Alkaline phosphatase (EC 3.1.3.1) according to BRENDA database
Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to BIOPEP database of bioactive peptides (ID 8561); EROP-Moscow database
Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: XM02-001) according to AHTPDB database; BindingDB database; BIOPEP database of bioactive peptides (ID 7599); ChEMBL database; EROP-Moscow database
Inhibitor of Cytosol nonspecific dipeptidase (EC 3.4.13.18) (MEROPS ID: M20.005) according to BRENDA database
Inhibitor of citrulline uptake in yeasts according to ChEMBL database; PubChem database


Database reference:
AHTPDB: ID 1425; 1686; 3009; 3039; 3311; 3487; 3804; 3838; 3926; 4421; 4510; 4659; 6585

BindingDB: ID 50188492

BIOPEP database of bioactive peptides: ID 7599; 8561

BitterDB: ID 834

BRENDA: Ligand Gly-Leu

ChEBI: ID 73514

ChEMBL: ID CHEMBL56119

ChemIDplus: ID 000869192

ChemSpider: ID 83812

EROP-Moscow: ID E01830

Human Metabolome Database (HMDB): ID HMDB00759

KEGG: ID C02155

Metabolomics Workbench: ID 71592

MMDB: ID 4018.2

PubChem: ID 1548899

ZINC: ID ZINC01529368