BIOPEP-UWM: Report

ID 239
Name Umami peptide
sequence
DD
Function:
Umami taste, detection threshold: 4.79 mM
 
Number of residues
2
Activity code
um
Activity :
umami
Chemical mass 248.1896 Monoisotopic mass 248.0641
EC50 :
0.00 µM


Bibliographic data:
Authors
Tamura M., Nakatsuka T., Tada M., Kawasaki Y., Kikuchi E., Okai H.
Title
The relationship between taste and primary structure of "Delicious Peptide" (Lys-Gly-Asp-Glu-Glu-Ser-Leu-Ala) from beef soup. Agric. Biol. Chem., 53, 319-325, 1989
Year Source
1989 Journal


Additional information:
BIOPEP database of sensory peptides and amino acids


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

InChI=1S/C8H12N2O7/c9-3(1-5(11)12)7(15)10-4(8(16)17)2-6(13)14/h3-4H,1-2,9H2,(H,10,15)(H,11,12)(H,13,14)(H,16,17)/t3-,4-/m0/s1

InChIKey: FRYULLIZUDQONW-IMJSIDKUSA-N

Salty/umami at pH = 6;

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

Another references concerning umami taste:

Monastyrskaia K., Lundstrom K., Plahl D., Acuna G., Schweitzer C., Malherbe P., Mutel V., 1999, Effect of the umami peptides on the ligand binding and function of rat mGlu4a receptor might implicate this receptor in the monosodium glutamate taste transduction. Brit. J. Pharmacol., 128, 1027-1034

Sour peptide according to BIOPEP database of sensory peptides and amino acids (ID 238);
Salty peptide according to BIOPEP database of sensory peptides and amino acids (ID 240)

Reported also as tasteless:
van den Oord A. H. A., van Wassenaar P. D., 1997, Umami peptides: assessment of their alleged taste properties. Z. Lebensm. Unters. Forsch., 205, 125-130


Inhibitor of Glutamate carboxypeptidase II (EC 3.4.17.21) (MEROPS ID: M28.010) according to BRENDA database; ChEMBL database
Inhibitor of HIV-1 retropepsin (EC 3.4.23.16) (MEROPS ID: A02.001) according to BRENDA database
Activator of Carbonic anhydrase (EC 4.2.1.1) according to ChEMBL database; PubChem database


Database reference:
BindingDB: ID 50169127

BIOPEP database of sensory peptides and amino acids: ID 238; 240

BRENDA: Ligand Asp-Asp

ChEBI: ID 73446

ChEMBL: ID CHEMBL17171

ChemSpider: ID 414197

PubChem: ID 471583

ZINC: ID ZINC01575288