BIOPEP-UWM: Report

ID 173
Name bitter peptide
sequence
LLL
Function:
(Rcaf) 0.83
 
Number of residues
3
Activity code
bi
Activity :
bitter
Chemical mass 357.4868 Monoisotopic mass 357.2619
EC50 :
0.00 µM


Bibliographic data:
Authors
Ishibashi N., Arita Y., Kanehisa H., Kouge K., Okai H., Fukui S.
Title
Bitterness of leucine-containing peptides. Agric. Biol. Chem., 51, 2389-2394, 1987
Year Source
1987 Journal


Additional information:
BIOPEP database of sensory peptides and amino acids


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

InChI=1S/C18H35N3O4/c1-10(2)7-13(19)16(22)20-14(8-11(3)4)17(23)21-15(18(24)25)9-12(5)6/h10-15H,7-9,19H2,1-6H3,(H,20,22)(H,21,23)(H,24,25)/t13-,14-,15-/m0/s1

InChIKey: DNDWZFHLZVYOGF-KKUMJFAQSA-N


Another references concerning bitterness:

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

Kohl S., Behrens M., Dunkel A., Hofmann T., Meyerhof W., 2013, Amino acids and peptides activate at least five members of the human bitter taste receptor family. J. Agric. Food Chem., 61, 53-60

Vasoactive substance release stimulating peptide according to BIOPEP database of bioactive peptides
Inhibitor of citrulline uptake in yeasts according to PubChem database
Inhibitor of Membrane alanyl aminopeptidase (EC 3.4.11.2) (MEROPS ID: M01.001) according to BRENDA database
Inhibitor of Cytosol alanyl aminopeptidase (EC 3.4.11.14) (MEROPS ID: M01.010) according to BRENDA database
Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: XM02-001) according to AHTPDB database


Database reference:
AHTPDB: ID 4546; 4829; 5460

BIOPEP database of bioactive peptides: ID 3356

BitterDB: ID 833

BRENDA: Ligand Leu-Leu-Leu

ChEBI: ID 74541

ChEMBL: ID CHEMBL294461

ChemIDplus: ID 010329756

ChemSpider: ID 74496

PubChem: ID 82546

ZINC: ID ZINC04556665