BIOPEP-UWM: Report

ID 459
Name Bitter peptide
sequence
QPVLGPVRGPFPIIV
Function:
Bitter peptide. Q value (i. e. average amount of free energy needed to transfer amino acid chains from ethanol to water) = 7587,1 J / (Mol x res).
 
Number of residues
15
Activity code
bi
Activity :
bitter
Chemical mass 1588.9285 Monoisotopic mass 1587.9472
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)N1CCC[C@@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N1CCC[C@@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N1CCC[C@@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@@H]1C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C(C)C)C(=O)O

InChI=1S/C77H125N19O17/c1-13-45(11)62(73(109)92-63(46(12)14-2)72(108)90-61(44(9)10)76(112)113)91-69(105)55-29-22-36-96(55)75(111)51(38-47-23-16-15-17-24-47)87-66(102)52-26-19-33-93(52)57(98)39-83-64(100)49(25-18-32-82-77(80)81)85-70(106)59(42(5)6)88-67(103)53-27-20-34-94(53)58(99)40-84-65(101)50(37-41(3)4)86-71(107)60(43(7)8)89-68(104)54-28-21-35-95(54)74(110)48(78)30-31-56(79)97/h15-17,23-24,41-46,48-55,59-63H,13-14,18-22,25-40,78H2,1-12H3,(H2,79,97)(H,83,100)(H,84,101)(H,85,106)(H,86,107)(H,87,102)(H,88,103)(H,89,104)(H,90,108)(H,91,105)(H,92,109)(H,112,113)(H4,80,81,82)/t45-,46-,48-,49-,50-,51-,52+,53+,54+,55+,59-,60-,61-,62-,63-/m0/s1

InChIKey: JTXZFWJJKQFLLZ-GKSCQUBDSA-N


Previous reference concerning peptide:

Gordon W. G., Groves M. L., 1975, Primary sequence of beta, gamma and minor caseins. J. Dairy Sci., 58, 574-582




SMILES: N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N1CCC[C@@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N1CCC[C@@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N1CCC[C@@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@@H]1C(=O)N[C@@H]([C@@H](C)CC)C(=O)O

InChI=1S/C71H113N19O17/c1-9-41(8)58(70(106)107)86-65(101)51-24-17-33-90(51)69(105)47(35-42-18-11-10-12-19-42)83-62(98)48-21-14-30-87(48)54(93)36-78-60(96)44(20-13-29-77-71(75)76)80-66(102)56(39(4)5)84-63(99)49-22-15-31-88(49)55(94)37-79-61(97)46(34-38(2)3)82-67(103)57(40(6)7)85-64(100)50-23-16-32-89(50)68(104)45(26-28-53(74)92)81-59(95)43(72)25-27-52(73)91/h10-12,18-19,38-41,43-51,56-58H,9,13-17,20-37,72H2,1-8H3,(H2,73,91)(H2,74,92)(H,78,96)(H,79,97)(H,80,102)(H,81,95)(H,82,103)(H,83,98)(H,84,99)(H,85,100)(H,86,101)(H,106,107)(H4,75,76,77)/t41-,43-,44-,45-,46-,47-,48+,49+,50+,51+,56-,57-,58-/m0/s1

InChIKey: XFHABZIJYVDZMO-ZSTFQUSUSA-N


Previous reference concerning peptide:

Monnet V., Le Bars D., Gripon J. C., 1986, Specificity of a cell wall proteinase from Streptococcus lactis NCDO763 towards bosine beta-casein. FEMS Microbiol. Lett., 36, 127-131


Database reference: