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Peptide record

TPDB00162

ACE-inhibitor (beta-casein, fr. 177-183) Antioxidative peptide ACE inhibitors Antibacterial Antihypertensive Antioxidant standard
7 amino acids
Basic Information
3D PDB MODEL
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TPDB00162
ACE-inhibitor (beta-casein, fr. 177-183) Antioxidative peptide
ACE inhibitors Antibacterial Antihypertensive Antioxidant
Anti-infective peptides Cardiometabolic peptides Functional / health-promoting peptides
Peptipedia AHTPDB AHTpin FermFooDB AnOxPePred - 1.0 AODB Multi-AOP
standard
No
A 7-aa standard natural multi-activity (ACE inhibitors, Antibacterial, Antihypertensive, and other sources) peptide sequence curated from Peptipedia, AHTPDB, AHTpin, and other sources, with an available 3D structural model.
Sequence
AVPYPQR
Physicochemical Analysis
C38H59N11O10
NDCEGHILKMFSTW
P
829.95
9.88
1
0
3
+1
1.25
-0.929
55.71
Mammalian: 4.4 hour Yeast: >20 hour E.coli: >10 hour
1490
179.53
2
Residue Composition
number
1
A
1
R
0
N
0
D
0
C
0
E
1
Q
0
G
0
H
0
I
0
L
0
K
0
M
0
F
2
P
0
S
0
T
0
W
1
Y
1
V
Amino Acid Distribution
A: 1 R: 1 N: 0 D: 0 C: 0 E: 0 Q: 1 G: 0 H: 0 I: 0 L: 0 K: 0 M: 0 F: 0 P: 2 S: 0 T: 0 W: 0 Y: 1 V: 1
Chemical Descriptors
7
C38H59N11O10
829.95
9.88
+1
1.25
-0.929
829.9404
830.5 Da
9.82
829.4433
0.00
N[C@@]([H])(C)C(=O)N[C@@]([H])(C(C)C)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(Cc1ccc(O)cc1)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CCC(=O)N)C(=O)N[C@@]([H])(CCCNC(=N)N)C(=O)O
829.95 Da
Evidence Records 3 records
Evidence 1 Activity

Activity

IC50
ACE inhibitors
15.00 µM
Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02-001)
ACE inhibitor
ah

Source & Reference

FermFooDB
Maruyama S, Nakagomi K, Tomizuka M, Suzuki H.
Angiotensin I-converting enzyme inhibitor derived from an enzymatic hydrolysate of casein. II. Isolation and bradykinin potentiating activity on the uterus and the ileum of rats. Agric. Biol. Chem., 49, 41405-1409, 1985
1985
Journal

Other

7
BIOPEP-UWM database of bioactive peptides SMILES: N[C@@]([H])(C)C(=O)N[C@@]([H])(C(C)C)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CCC(=O)N)C(=O)N[C@@]([H])(CCCNC(=N)N)C(=O)O InChI=1S/C38H59N11O10/c1-20(2)30(47-31(52)21(3)39)36(57)49-18-6-9-28(49)34(55)46-26(19-22-10-12-23(50)13-11-22)35(56)48-17-5-8-27(48)33(54)44-24(14-15-29(40)51)32(53)45-25(37(58)59)7-4-16-43-38(41)42/h10-13,20-21,24-28,30,50H,4-9,14-19,39H2,1-3H3,(H2,40,51)(H,44,54)(H,45,53)(H,46,55)(H,47,52)(H,58,59)(H4,41,42,43)/t21-,24-,25-,26-,27-,28-,30-/m0/s1 InChIKey=GIQZFLZPSASIEJ-YYNHRMGXSA-N Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 10248) Iron chelating peptide according to the BIOPEP-UWM database of bioactive peptides (ID 10079) the PubChem database Lipoxygenase inhibitor according to the BIOPEP-UWM database of bioactive peptides (ID 7875) Predicted antithrombotic peptide according to the BIOPEP-UWM Virtual database (ID 221)
Evidence 2 Activity

Activity

IC50
Antihypertensive
15.00 µM
Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02-001)
ACE inhibitor
ah

Source & Reference

AHTPDB FermFooDB
Maruyama S, Nakagomi K, Tomizuka M, Suzuki H.
Angiotensin I-converting enzyme inhibitor derived from an enzymatic hydrolysate of casein. II. Isolation and bradykinin potentiating activity on the uterus and the ileum of rats. Agric. Biol. Chem., 49, 41405-1409, 1985
1985
Journal

Other

Source Activity Label Source Definition
Antihypertensive
AHTPDB manually curated experimentally validated antihypertensive peptide annotation.
7
BIOPEP-UWM database of bioactive peptides SMILES: N[C@@]([H])(C)C(=O)N[C@@]([H])(C(C)C)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CCC(=O)N)C(=O)N[C@@]([H])(CCCNC(=N)N)C(=O)O InChI=1S/C38H59N11O10/c1-20(2)30(47-31(52)21(3)39)36(57)49-18-6-9-28(49)34(55)46-26(19-22-10-12-23(50)13-11-22)35(56)48-17-5-8-27(48)33(54)44-24(14-15-29(40)51)32(53)45-25(37(58)59)7-4-16-43-38(41)42/h10-13,20-21,24-28,30,50H,4-9,14-19,39H2,1-3H3,(H2,40,51)(H,44,54)(H,45,53)(H,46,55)(H,47,52)(H,58,59)(H4,41,42,43)/t21-,24-,25-,26-,27-,28-,30-/m0/s1 InChIKey=GIQZFLZPSASIEJ-YYNHRMGXSA-N Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 10248) Iron chelating peptide according to the BIOPEP-UWM database of bioactive peptides (ID 10079) the PubChem database Lipoxygenase inhibitor according to the BIOPEP-UWM database of bioactive peptides (ID 7875) Predicted antithrombotic peptide according to the BIOPEP-UWM Virtual database (ID 221)
Evidence 3 Activity

Activity

Antioxidative activity
ACE-inhibitory activity
inhibition
Inhibition activity against Lox-catalyzed linoleate oxidation (initial rate kinetics) amounted to 9%.
Literature report: N.D Prediction: ToxinPred
Antioxidant
9 %

Assay & Model

Enzymatic hydrolysis
Peptide obtained by hydrolysis of bovine b-casein (Eurial, Rennes, France) by use of trypsin.

Source & Reference

AODB FermFooDB
Rival SG, Fornaroli S, Boeriu CG, Wichers HJ. Caseins and casein hydrolysates. 1. Lipoxygenase inhibitory properties. J Agric Food Chem. 2001 Jan 49(1):287-94.
10.1021/jf000392t
[1] Pihlanto A. Antioxidative peptides derived from milk proteins[J]. International Dairy Journal, 2006, 16(11):1306-1314. [2] Rival S G , Boeriu C G , Wichers H J . Caseins and casein hydrolysates. 2. Antioxidative properties and relevance to lipoxygenase inhibition[J]. J Agric Food Chem, 2001, 49(1):295-302.
2001
DFBP

Other

Native peptide
Animal
Bovine milk protein
β-Casein
f(177-183)
Additional Detail Fields 2 fields
7
f(177-183)