BIOPEP-UWM: Report

ID 448
Name Bitter peptide
sequence
QDKIHPFAQTQSLVYPFPGP
Function:
Bitter peptide. Q value (i. e. average amount of free energy needed to transfer amino acid chains from ethanol to water) = 6106,6 J / (Mol x res).
 
Number of residues
20
Activity code
bi
Activity :
bitter
Chemical mass 2270.5341 Monoisotopic mass 2269.1495
EC50 :
0.00 µM


Bibliographic data:
Authors
Lemieux L., Simard R. E.
Title
Bitter flavour in dairy products. II. A review of bitter peptides from caseins: their formation, isolation and identification, structure masking and inhibition. Lait, 72, 335-382, 1992
Year Source
1992 Journal


Additional information:
BIOPEP database of sensory peptides and amino acids


SMILES: N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N1CCC[C@@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@@H]1C(=O)NCC(=O)N1CCC[C@@H]1C(=O)O

InChI=1S/C107H156N26O29/c1-9-58(6)87(128-92(146)67(26-16-17-41-108)118-95(149)72(51-85(141)142)120-90(144)66(109)35-38-81(110)137)102(156)125-75(50-64-52-113-55-115-64)106(160)133-45-19-28-78(133)99(153)122-71(47-61-22-12-10-13-23-61)94(148)116-59(7)89(143)117-69(37-40-83(112)139)93(147)129-88(60(8)135)103(157)119-68(36-39-82(111)138)91(145)126-76(54-134)97(151)121-70(46-56(2)3)96(150)127-86(57(4)5)101(155)124-74(49-63-31-33-65(136)34-32-63)105(159)132-44-20-29-79(132)100(154)123-73(48-62-24-14-11-15-25-62)104(158)131-43-18-27-77(131)98(152)114-53-84(140)130-42-21-30-80(130)107(161)162/h10-15,22-25,31-34,52,55-60,66-80,86-88,134-136H,9,16-21,26-30,35-51,53-54,108-109H2,1-8H3,(H2,110,137)(H2,111,138)(H2,112,139)(H,113,115)(H,114,152)(H,116,148)(H,117,143)(H,118,149)(H,119,157)(H,120,144)(H,121,151)(H,122,153)(H,123,154)(H,124,155)(H,125,156)(H,126,145)(H,127,150)(H,128,146)(H,129,147)(H,141,142)(H,161,162)/t58-,59-,60+,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77+,78+,79+,80+,86-,87-,88-/m0/s1

InChIKey: ZPXBRZWNGGJYOP-GCERMOQZSA-N


Previous reference concerning peptide:

Hamilton J. S., Hill R. D., van Leeuwen H., 1974, A bitter peptide from Cheddar cheese. Agric. Biol. Chem., 38, 375-379


Database reference: