BIOPEP-UWM: Report

ID 404
Name Bitter peptide
sequence
VVYPWTQRF
Function:
Bitter peptide identified in peptic hydrolysate of bovine hemoglobin. The 0.25 mM of peptide solution was equivalent in bitterness to 0.073 mM quinine sulfate or 21 mM caffeine. Peptide possessing opioid effect (BIOPEP database of bioactive peptides, ID 2570).
 
Number of residues
9
Activity code
bi
Activity :
bitter
Chemical mass 1195.3651 Monoisotopic mass 1194.6167
EC50 :
0.00 µM


Bibliographic data:
Authors
Aubes-Dufau I., Capdevielle J., Seris J. L., Comber D.
Title
Bitter peptide from hemoglobin hydrolysate: isolation and characterization. FEBS Lett., 364, 115-119, 1995
Year Source
1995 Journal


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


SMILES:
N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N2CCC[C@@H]2C(=O)N[C@@H](CC3=C[N](C4=C3C=CC=C4)[H])C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC5=CC=CC=C5)C(=O)O

InChI=1S/C59H82N14O13/c1-31(2)47(61)54(81)71-48(32(3)4)55(82)69-43(27-35-19-21-37(75)22-20-35)57(84)73-26-12-18-45(73)53(80)68-42(29-36-30-65-39-16-10-9-15-38(36)39)52(79)72-49(33(5)74)56(83)67-41(23-24-46(60)76)51(78)66-40(17-11-25-64-59(62)63)50(77)70-44(58(85)86)28-34-13-7-6-8-14-34/h6-10,13-16,19-22,30-33,40-45,47-49,65,74-75H,11-12,17-18,23-29,61H2,1-5H3,(H2,60,76)(H,66,78)(H,67,83)(H,68,80)(H,69,82)(H,70,77)(H,71,81)(H,72,79)(H,85,86)(H4,62,63,64)/t33-,40+,41+,42+,43+,44+,45+,47+,48+,49+/m1/s1

InChIKey: FFBBHLKDMHCFTH-AKYHLAPZSA-N


Opioid peptide according to the BIOPEP-UWM database of bioactive peptides (ID 2570); the PepBank 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 9001)


Database reference:
AHTPDB: ID 1047, 2342, 2739, 2826, 2880, 2923, 3713, 4216, 4474, 4614

BIOPEP-UWM database of bioactive peptides: ID 2570; 9001

ChemIDplus: ID 075808672

ChemSpider: ID 112435

EROP-Moscow: ID E00289

FeptideDB: ID 2570

J-GLOBAL: ID 200907021779059992

Nikkaji: ID J654.605F

PepBank: peptide VVYPWTQRF

PubChem: CID 126533

SATPdb: ID satpdb17026