Back to search

Peptide record

TPDB00171

ACE inhibitor Antioxidative peptide dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) ACE inhibitors Antihypertensive Antioxidant Bitter iDPPIV standard
2 amino acids
Basic Information
3D PDB MODEL
Drag to rotate. Click a residue or atom to inspect it; the selected residue is highlighted in amber.
TPDB00171
ACE inhibitor Antioxidative peptide dipeptidyl peptidase IV inhibitor (DPP IV inhibitor)
ACE inhibitors Antihypertensive Antioxidant Bitter iDPPIV
Cardiometabolic peptides Food sensory peptides Functional / health-promoting peptides
FermFooDB Peptipedia AHTPDB AHTpin AnOxPePred - 1.0 AODB Multi-AOP Tastepeptides-Meta iDPPIV
standard
No
A 2-aa standard natural multi-activity (ACE inhibitors, Antihypertensive, Antioxidant, and other sources) peptide sequence curated from FermFooDB, Peptipedia, AHTPDB, and other sources, with an available 3D structural model.
Sequence
AY
Physicochemical Analysis
C12H16N2O4
RNDCEQGHILKMFPSTWV
AY
252.27
5.94
0
0
2
-0
-1.11
0.250
50.00
Mammalian: 4.4 hour Yeast: >20 hour E.coli: >10 hour
1490
590.64
1
Residue Composition
number
1
A
0
R
0
N
0
D
0
C
0
E
0
Q
0
G
0
H
0
I
0
L
0
K
0
M
0
F
0
P
0
S
0
T
0
W
1
Y
0
V
Amino Acid Distribution
A: 1 R: 0 N: 0 D: 0 C: 0 E: 0 Q: 0 G: 0 H: 0 I: 0 L: 0 K: 0 M: 0 F: 0 P: 0 S: 0 T: 0 W: 0 Y: 1 V: 0
Chemical Descriptors
2
C12H16N2O4
252.27
5.94
-0
-1.11
0.250
252.2658
5.92
252.1106
0.00
N[C@@]([H])(C)C(=O)N[C@@]([H])(Cc1ccc(O)cc1)C(=O)O
252.26 Da
Evidence Records 5 records
Evidence 1 Activity

Activity

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

Source & Reference

FermFooDB
Yano S., Suzuki K., Funatsu G.
Isolation from alpha-zein of thermolysin peptides with angiotensin I-converting enzyme inhibitory activity. Biosci. Biotech. Biochem., 60(4), 661-663 (1996)
1996
Journal

Other

2
BIOPEP-UWM database of bioactive peptides N[C@@]([H])(C)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O InChI=1S/C12H16N2O4/c1-7(13)11(16)14-10(12(17)18)6-8-2-4-9(15)5-3-8/h2-5,7,10,15H,6,13H2,1H3,(H,14,16)(H,17,18)/t7-,10-/m0/s1 InChIKey=ALZVPLKYDKJKQU-XVKPBYJWSA-N Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001 Another value of peptide IC50(EC50) = 88uM Cushman D. W., 1981. Angiotensin converting enzyme inhibitors: Evolution of a new class of antihypertensive drugs (page 19). in: Horovitz Z. P. (Ed.)(1981), Mechanisms of action and clinical implications, Urban & Schwarzenberg. Found in amaranth (Amarantus hypochondriacus) protein hydrolysate: Barba de la Rosa A. P., Barba Montoya A., Martínez-Cuevas P., Hernández-Ledesma B., León-Galván M. F., De León-Rodríguez A., González C., 2010, Tryptic amaranth glutelin digests induce endothelial nitric oxide production through inhibition of ACE: antihypertensive role of amaranth peptides. Nitric Oxide, 23, 106-111 Found in Okara, by-product obtained during the manufacturing of soymilk and tofu. Yokomizo A., Takenaka Y., Takenaka T., 2002, Antioxidative activity of peptides prepared from Okara protein. Food Sci. Technol. Res., 8, 357-359 Found in corn milling byproducts. Lin F., Chen L., Liang R., Zhang Z., Wang J., Cai M., Li Y., 2011, Pilot-scale production of low molecular weight peptides from corn wet milling byproducts and the antihypertensive effects in vivo and in vitro. Food Chem., 124, 801-807 Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 7866) Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8765) Inhibitor of Tubulin-tyrosine ligase (EC 6.3.2.25) according to the BIOPEP-UWM database of bioactive peptides, the BRENDA database
Evidence 2 Activity

Activity

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

Source & Reference

AHTPDB FermFooDB
Yano S., Suzuki K., Funatsu G.
Isolation from alpha-zein of thermolysin peptides with angiotensin I-converting enzyme inhibitory activity. Biosci. Biotech. Biochem., 60(4), 661-663 (1996)
1996
Journal

Other

Source Activity Label Source Definition
Antihypertensive
AHTPDB manually curated experimentally validated antihypertensive peptide annotation.
2
BIOPEP-UWM database of bioactive peptides N[C@@]([H])(C)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O InChI=1S/C12H16N2O4/c1-7(13)11(16)14-10(12(17)18)6-8-2-4-9(15)5-3-8/h2-5,7,10,15H,6,13H2,1H3,(H,14,16)(H,17,18)/t7-,10-/m0/s1 InChIKey=ALZVPLKYDKJKQU-XVKPBYJWSA-N Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001 Another value of peptide IC50(EC50) = 88uM Cushman D. W., 1981. Angiotensin converting enzyme inhibitors: Evolution of a new class of antihypertensive drugs (page 19). in: Horovitz Z. P. (Ed.)(1981), Mechanisms of action and clinical implications, Urban & Schwarzenberg. Found in amaranth (Amarantus hypochondriacus) protein hydrolysate: Barba de la Rosa A. P., Barba Montoya A., Martínez-Cuevas P., Hernández-Ledesma B., León-Galván M. F., De León-Rodríguez A., González C., 2010, Tryptic amaranth glutelin digests induce endothelial nitric oxide production through inhibition of ACE: antihypertensive role of amaranth peptides. Nitric Oxide, 23, 106-111 Found in Okara, by-product obtained during the manufacturing of soymilk and tofu. Yokomizo A., Takenaka Y., Takenaka T., 2002, Antioxidative activity of peptides prepared from Okara protein. Food Sci. Technol. Res., 8, 357-359 Found in corn milling byproducts. Lin F., Chen L., Liang R., Zhang Z., Wang J., Cai M., Li Y., 2011, Pilot-scale production of low molecular weight peptides from corn wet milling byproducts and the antihypertensive effects in vivo and in vitro. Food Chem., 124, 801-807 Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 7866) Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8765) Inhibitor of Tubulin-tyrosine ligase (EC 6.3.2.25) according to the BIOPEP-UWM database of bioactive peptides, the BRENDA database
Evidence 3 Activity

Activity

Antioxidative activity
ACE-inhibitory activity
Protease hydrolyses of an Okara protein yielded antioxidative activity against the peroxidation of linoleic acid in an aqueous system at pH 7.0 and the peptide AY was isolated from the hydrolysate. It showed antioxidative activity to some degree, but less than that of carnosine (data not shown).
Literature report: N.D Prediction: ToxinPred
Antioxidant

Assay & Model

linoleic acid peroxidation
Enzymatic hydrolysis
Peptide obtained by hydrolysis of Okara protein by use of enzymatic preparation Protease N for 6 h.

Source & Reference

AODB FermFooDB
Yokomizo, A., Takenaka, Y., Takenaka, T. Antioxidative Activity of Peptides Prepared from Okara Protein. Food Science and Technology Research. 2002, 8, 357-9.
10.3136/fstr.8.357
[1] Ap D L R, Montoya A B, Martã­Nez-Cuevas P, et al. Tryptic amaranth glutelin digests induce endothelial nitric oxide production through inhibition of ACE: antihypertensive role of amaranth peptides[J]. Nitric Oxide, 2010, 23(2):106-111. [2] Yano S, Suzuki K, Funatsu G. Isolation from alpha-zein of thermolysin peptides with angiotensin I-converting enzyme inhibitory activity[J]. Bioscience Biotechnology & Biochemistry, 1996, 60(4):661-3.
2002
DFBP

Other

Native peptide
Plant
Soybean
Okara protein
Evidence 4 Activity

Activity

Antioxidative activity
Antioxidant

Source & Reference

AODB FermFooDB
DFBP
Evidence 5 Activity

Activity

IC50
iDPPIV
0.00 µM
Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003)
dipeptidyl peptidase IV inhibitor
dpp

Source & Reference

iDPPIV
Lan V. T. T., Ito K., Ohno M., Motoyama T., Ito S., Kawarasaki Y.
Analyzing a dipeptide library to identify human dipeptidyl peptidase IV inhibitor. Food Chemistry 175, 66-73, 2015
2015
Journal

Other

2
BIOPEP-UWM database of bioactive peptides N[C@@]([H])(C)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O InChI=1S/C12H16N2O4/c1-7(13)11(16)14-10(12(17)18)6-8-2-4-9(15)5-3-8/h2-5,7,10,15H,6,13H2,1H3,(H,14,16)(H,17,18)/t7-,10-/m0/s1 InChIKey=ALZVPLKYDKJKQU-XVKPBYJWSA-N Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02-001) accoreding to the BIOPEP-UWM database of bioactive peptides (ID 3563) Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 7866) Inhibitor of Tubulin-tyrosine ligase (EC 6.3.2.25) according to the BIOPEP-UWM database of bioactive peptides (ID 10604), the BRENDA database
Additional Detail Fields 1 fields
2