BIOPEP-UWM: Report

ID 114
Name bitter peptide
sequence
VE
Function:
(Rcaf) 0.17
 
Number of residues
2
Activity code
bi
Activity :
bitter
Chemical mass 246.2596 Monoisotopic mass 246.1211
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 sensory peptides and amino acids


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

InChI=1S/C10H18N2O5/c1-5(2)8(11)9(15)12-6(10(16)17)3-4-7(13)14/h5-6,8H,3-4,11H2,1-2H3,(H,12,15)(H,13,14)(H,16,17)/t6-,8-/m0/s1

InChIKey: UPJONISHZRADBH-XPUUQOCRSA-N


Annotated as bitter/umami/sour;

Ishibashi N., Ono I., Kato K., Shigenaga T., Shinoda I., Okai H., Fukui S., 1988, Role of the hydrophobic amino acid residue in the bitterness of peptides. Agric. Biol. Chem., 52, 91-94;

Another publication concerning peptide taste:

Kuramitsu R., Takahashi M., Tahara K., Nakamura K., Okai H., 1996, Tastes produced by peptides containing ionic groups and by related compounds. Biosci. Biotech. Biochem., 60, 1637-1642

Peptide found in milk protein hydrolysates:

van Platerink C. J., Janssen H.-G. M., Haverkamp J., 2008; Application of at-line two-dimensional liquid chromatography-mass spectrometry for identification of small hydrophilic angiotensin I-inhibiting peptides in milk hydrolysates. Anal. Bioanal. Chem., 391, 299-307.

Umami taste according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 262)
Sour taste according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 263)

Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001) according to the AHTPDB database; the BIOPEP-UWM database of bioactive peptides (ID 7829); the BRENDA database; the EROP-Moscow database
Inhibitor of dipeptidyl peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8916)
Inhibitor of alpha-glucosidase (EC 3.2.1.20) according to the BIOPEP-UWM database of bioactive peptides (ID 9693)


Database reference:
AHTPDB: ID 3063; 3100; 3105; 3282; 3323; 3439; 4036; 5438; 6732

BioPepDB: ID biopep01347

BIOPEP-UWM database of bioactive peptides: ID 7829; 8916; 9693

BIOPEP-UWM database of sensory peptides and amino acids: ID 262; 263

BRENDA: Ligand Val-Glu

ChEBI: ID 75011

ChemSpider: ID 5373203

EROP-Moscow: ID E01854

J-GLOBAL: ID 200907068917175610

Nikkaji: ID J150.482G

PubChem: ID 7009623

SATPdb: ID satpdb23662

ZINC: ID ZINC02384843