BIOPEP-UWM: Report

ID 110
Name bitter peptide
sequence
VL
Function:
(Rcaf) 0.17
 
Number of residues
2
Activity code
bi
Activity :
bitter
Chemical mass 230.3031 Monoisotopic mass 230.1625
EC50 :
0.00 µM


Bibliographic data:
Authors
Ishibashi N., Ono I., Kato K., Shigenaga T., Shinoda I., Okai H., Fukui S.
Title
Role of the hydrophobic amino acid residue in the bitterness of peptides. Agric. Biol. Chem., 52, 91-94, 1988
Year Source
1988 Journal


Additional information:

BIOPEP-UWM database of senory peptides and amino acids


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

InChI=1S/C11H22N2O3/c1-6(2)5-8(11(15)16)13-10(14)9(12)7(3)4/h6-9H,5,12H2,1-4H3,(H,13,14)(H,15,16)/t8-,9-/m0/s1

InChIKey: XCTHZFGSVQBHBW-IUCAKERBSA-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

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

Peptide found in whey protein hydrolysate:

Morifuji M., Koga J., Kawanaka K., Higuchi M., 2009, Branched-chain amino acid-containing dipeptides, identified from whey protein hydrolysates, stimulate glucose uptake in L6 myotubes and isolated skeletal muscles. J. Nutr. Sci. Vitaminol., 55, 81-86

Le Maux S., Nongonierma A. B., Murray B., Kelly P. M., FitzGerald R. J., 2015, Identification of short peptide sequences in the nanofiltration permeate of a bioactive whey protein hydrolysate. Food Res. Int., 77, 534-539.


Glucose uptake stimulating activity according to BIOPEP-UWM database of bioactive peptides (ID 8320)
Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to BIOPEP-UWM database of bioactive peptides (ID 8922); the EROP-Moscow database
Inhibitor of citrulline uptake in yeasts according to ChEMBL database
Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001) according to AHTPDB database


Database reference:

AHTPDB: ID 1927; 3850; 5409

BioPepDB: ID biopep01406

BIOPEP-UWM database of bioactive peptides: ID 8320; 8922

BRENDA: ligand Val-Leu

ChEBI: ID 75013

ChEMBL: ID CHEMBL55044

ChemSpider: ID 5361221

ECHA: Substance N-L-valyl-L-leucine

EROP-Moscow: ID E23684

FeptideDB: ID 8320; 8922

FooDB: ID FDB112133

HMDB: ID HMDB0029131

J-GLOBAL: ID 200907052771268315

MBPDB: peptide VL

MeSH: Term Val-Leu

Metabolights: ID MTBLC75013

Nikkaji: ID J149.654I

PlantPepDB: ID PPepDB_210

PubChem: CID 6993117

SureChEMBL: ID SCHEMBL79236

ZINC: ID ZINC000001605723