BIOPEP-UWM: Report

ID 19
Name bitter peptide
sequence
GF

Function:
(Rcaf) 0.83
 
Number of residues
2
Activity code
bi
Activity :
bitter
Chemical mass 222.2399 Monoisotopic mass 222.1001
EC50 :
0.00 µM



Bibliographic data:
Authors
Otagiri K., Nosho Y., Shinoda I., Fukui H., Okai H.
Title
Studies on a model bitter peptides including arginine, proline and phenylalanine residues. I. Bitter taste of di- and tripeptides and bitterness increase of the model peptides by extension of the peptide chain. Agric. Biol. Chem., 49, 1019-1026, 1985
Year Source
1985 Journal



Additional information:
BIOPEP-UWM database of bitter peptides and amino acids


SMILES: NCC(=O)N[C@H](C(=O)O)Cc1ccccc1

InChI=1S/C11H14N2O3/c12-7-10(14)13-9(11(15)16)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)(H,15,16)/t9-/m0/s1

InChIKey: JBCLFWXMTIKCCB-VIFPVBQESA-N


Other 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

Maehashi K., Matano M., Wang H., Vo L. A., Yamamoto Y., Huang L., 2008, Bitter peptides activate hTAS2Rs, the human bitter receptors. Biochem. Biophys. Res. Commun., 365, 851-835

Upadhyaya J., Pydi S. P., Singh N., Aluko R. E., Chelikani P., 2010, Bitter taste receptor T2R1 is activated by dipeptides and tripeptides. Bitter taste receptor T2R1 is activated by dipeptides and tripeptides. Biochem. Biophys. Res. Commun., 398, 331-335

Keil B., Polonsky J., Nouaille F., Lederer E., 1978, Identification of the bitter principle of cocoa. Helv. Chim. Acta, 58, 1078-1086


Inhibitor of cholecystokinin-8-inactivating peptidase (tripeptidyl-peptidase II) (EC 3.4.14.10) (MEROPS ID: S08.090) according to BRENDA database, PubChem database
Inhibitor of acylaminoacyl-peptidase (EC 3.4.19.1) (MEROPS ID: S09.004) according to BRENDA database
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 7591).
Inhibitor of dipeptidyl-peptidase III (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9488), the BRENDA 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 8782)
Antimalarial peptide according to the ParaPep database



Database reference:
ACToR: ID 3321-03-7

AHTPDB: ID 1112; 1383; 1402; 1421; 1681; 1813; 2657; 2791; 2936; 3023; 3176; 3483; 3796; 3841; 3918; 4232; 4430; 4502; 4697; 5149; 5427; 5455; 5744; 6577

BindingDB: ID 50188491

BioPepDB: ID biopep00334

BIOPEP-UWM database of bioactive peptides: ID 7591, 8782, 9488

BitterDB: ID 835

BRENDA: Ligand Gly-Phe

ChEBI: ID 73912

ChEMBL: ID CHEMBL299889

ChemIDplus: ID 3321-03-7

ChemSpider: ID 83909

ECHA: compound N-glycyl-3-phenylalanine

eChemPortal: ID 3321-03-7

EROP-Moscow: ID E03703; E09345

Golm Metabolome Database: ID M001062

J-GLOBAL: ID 200907093284113983

MassBank: ID MT000058

Metabolights: ID MTBLC73912

MetaCyc: compound glycyl-L-phenylalanine

NIAID: ID 335273, 335277

Nikkaji: ID J149.622K

NIST Webbook: compound Glycyl-L-phenyl alanine

ParaPep: ID 1161

Pitt Quantum Repository: compound Glycyl-Phenylalanine

PubChem: CID 92953

SATPdb: ID satpdb12994

SDBS: ID MS-NW-2034; NMR-CDS-03-391

ZINC: ID ZINC01569529