BIOPEP-UWM: Report

ID 290
Name umami peptide
sequence
EEE

Function:
 
Number of residues
3
Activity code
um
Activity :
umami
Chemical mass 405.3563 Monoisotopic mass 405.1377
EC50 :
0.00 µM



Bibliographic data:
Authors
Nakata T., Takahashi M., Nakatani M., Kuramitsu R., Tamura M., Okai H.
Title
Role of basic and acidic fragments in delicious peptides (Lys-Gly-Asp-Glu-Glu-Ser-Leu-Ala) and the taste behavior of sodium and potassium salts in acidic oligopeptides. Biosci. Biotech. Biochem., 59, 689-693, 1995
Year Source
1995 Journal



Additional information:
BIOPEP database of sensory peptides and amino acids


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

InChI=1S/C15H23N3O10/c16-7(1-4-10(19)20)13(25)17-8(2-5-11(21)22)14(26)18-9(15(27)28)3-6-12(23)24/h7-9H,1-6,16H2,(H,17,25)(H,18,26)(H,19,20)(H,21,22)(H,23,24)(H,27,28)/t7-,8-,9-/m0/s1

InChIKey: BUZMZDDKFCSKOT-CIUDSAMLSA-N


Annotated as umami/salty at pH 6:

Nakata T., Takahashi M., Nakatani M., Kuramitsu R., Tamura M., Okai H., 1995, Role of basic and acidic fragments in delicious peptides (Lys-Gly-Asp-Glu-Glu-Ser-Leu-Ala) and the taste behavior of sodium and potassium salts in acidic oligopeptides. Biosci. Biotech. Biochem., 59, 689-693;

Another reference concerning umami taste:
Noguchi M., Arai S., Yamashita M., Kato H., Fujimaki M., 1975, Isolation and identification of acidic oligopeptides occurring in a flavor potentiating fraction from a fish protein hydrolysate. J. Agric. Food Chem., 23, 49-53


Salty peptide according to the BIOPEP database of sensory peptides and amino acids (ID 291)

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

Stimulator of vasoactive substance release according to the BIOPEP database of bioactive peptides
Inhibitor of Glutamate carboxypeptidase II (EC 3.4.17.21) (MEROPS ID: M28.010) according to the BRENDA database




Database reference:
ACToR: ID 26247-79-0

BIOPEP database of bioactive peptides: ID 3351

BIOPEP database of sensory peptides and amino acids: ID 291

BRENDA: Ligand Glu-Glu-Glu

ChEBI: ID 73493

ChemSpider: ID 65299

PubChem: ID 72362