BIOPEP-UWM: Report

ID 246
Name Umami peptide
sequence
DE
Function:
Umami taste; detection threshold 1.25 mM
 
Number of residues
2
Activity code
um
Activity :
umami
Chemical mass 262.2161 Monoisotopic mass 262.0797
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](C(=O)N[C@H](C(=O)O)CCC(=O)O)CC(=O)O

InChI=1S/C9H14N2O7/c10-4(3-7(14)15)8(16)11-5(9(17)18)1-2-6(12)13/h4-5H,1-3,10H2,(H,11,16)(H,12,13)(H,14,15)(H,17,18)/t4-,5-/m0/s1

InChIKey: CKAJHWFHHFSCDT-WHFBIAKZSA-N


Umami/salty 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 reference 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

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


Sour peptide according to the BIOPEP database of sensory peptide and amino acids (ID 242)
Salty peptide according to the BIOPEP database of sensory peptide and amino acids (ID 247)

Inhibitor of Glutamate carboxypeptidase II (EC 3.4.17.21) (MEROPS ID: M28.010) according to the BRENDA database; the ChEMBL database; the PubChem database
Neuropeptide according to the EROP-Moscow database


Database reference:
ACToR: ID 6157-06-8

BIOPEP database of sensory peptides and amino acids: ID 242; 246

BRENDA: Ligand Asp-Glu

ChEBI: ID 73828

ChEMBL: ID CHEMBL420850

ChemIDplus: ID 006157068

ChemSpider: ID 133435

EROP-Moscow: ID E00596

Nikkaji: ID J81.155F

PubChem: ID 151403

ZINC: ID ZINC02522589