BIOPEP-UWM: Report

ID 434
Name Bitter peptide
sequence
QNDKIHPFAQTQSLVYPFGPIP
Function:
Bitter peptide identified in Cheddar cheese (source: beta-casein). Q value (i. e. average amount of free energy needed to transfer amino acid chains from ethanol to water) = 6615.0 J / (Mol x Res.).
 
Number of residues
22
Activity code
bi
Activity :
bitter
Chemical mass 2497.7937 Monoisotopic mass 2496.2761
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 book


Additional information:
BIOPEP database of sensory peptides and amino acids


SMILES: N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(=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)NCC(=O)N1CCC[C@@H]1C(=O)N[C@@H]([C@@H](C)CC)C(=O)N1CCC[C@@H]1C(=O)O

InChI=1S/C117H173N29O32/c1-11-62(7)94(140-101(161)72(29-19-20-44-118)129-105(165)79(55-92(155)156)133-104(164)78(54-90(123)153)131-98(158)71(119)38-41-87(120)150)112(172)137-81(53-69-56-124-59-126-69)115(175)145-47-23-32-85(145)109(169)135-77(51-67-27-17-14-18-28-67)103(163)127-64(9)97(157)128-74(40-43-89(122)152)102(162)142-96(65(10)148)113(173)130-73(39-42-88(121)151)100(160)138-82(58-147)107(167)132-75(49-60(3)4)106(166)139-93(61(5)6)111(171)136-80(52-68-34-36-70(149)37-35-68)114(174)144-46-22-31-84(144)108(168)134-76(50-66-25-15-13-16-26-66)99(159)125-57-91(154)143-45-21-30-83(143)110(170)141-95(63(8)12-2)116(176)146-48-24-33-86(146)117(177)178/h13-18,25-28,34-37,56,59-65,71-86,93-96,147-149H,11-12,19-24,29-33,38-55,57-58,118-119H2,1-10H3,(H2,120,150)(H2,121,151)(H2,122,152)(H2,123,153)(H,124,126)(H,125,159)(H,127,163)(H,128,157)(H,129,165)(H,130,173)(H,131,158)(H,132,167)(H,133,164)(H,134,168)(H,135,169)(H,136,171)(H,137,172)(H,138,160)(H,139,166)(H,140,161)(H,141,170)(H,142,162)(H,155,156)(H,177,178)/t62-,63-,64-,65+,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83+,84+,85+,86+,93-,94-,95-,96-/m0/s1

InChIKey: XBDHQLFVFYINSP-QENRUMISSA-N


Previous references concerning peptide:

Richardson B. C., Creamer L. K., 1973, Casein proteolysis and bittter peptides in Cheddar cheese. N. Z. J. Agric., 44, 32-34

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


Database reference: