Peptide record

TPDB02037

ACE inhibitor from sake dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Hypotensive peptide ACE inhibitors Antihypertensive Antioxidant Bitter Neuropeptide iDPPIV standard
2 amino acids
Basic Information
3D PDB MODEL
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TPDB02037
ACE inhibitor from sake dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Hypotensive peptide
ACE inhibitors Antihypertensive Antioxidant Bitter Neuropeptide iDPPIV
Cardiometabolic peptides Neuroactive 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
VY
Physicochemical Analysis
C14H20N2O4
ARNDCEQGHILKMFPSTW
YV
280.32
5.94
0
0
2
-0
-0.87
1.450
145.00
Mammalian: 100 hour Yeast: >20 hour E.coli: >10 hour
1490
531.53
1
Residue Composition
number
0
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
1
V
Amino Acid Distribution
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: 0 Y: 1 V: 1
Chemical Descriptors
2
C14H20N2O4
280.32
5.94
-0
-0.87
1.450
280.3188
280.1418
Evidence Records 5 records
Evidence 1 Activity

Activity

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

Source & Reference

FermFooDB
Saito Y., Wanezaki K., Kawato A., Imayasu S.
Structure and activity of angiotensin I converting enzyme inhibitory peptides from sake and sake lees. Biosci. Biotech. Biochem. 58 (10), 1767-1771 (1994)
1994
Journal

Other

2
BIOPEP-UWM database of bioactive peptides SMILES: N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O InChI=1S/C14H20N2O4/c1-8(2)12(15)13(18)16-11(14(19)20)7-9-3-5-10(17)6-4-9/h3-6,8,11-12,17H,7,15H2,1-2H3,(H,16,18)(H,19,20)/t11-,12-/m0/s1 InChIKey: VEYJKJORLPYVLO-RYUDHWBXSA-N nformation concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: XM02-001 Another measured value of peptide IC50(EC50)=26 uM Loponen J., 2004, Angiotensin converting enzyme inhibitory peptides in Finnish cereals: a database survey. Agric. Food Sci., 13, 39-45. Found also in wheat milling by-products: Nogata Y., Nagamine T., Yanaka M., Ohta H., 2009, Angiotensin I converting enzyme inhibitory peptides produced by autolysis reactions from wheat bran. J. Agric. Food Chem., 57, 6618-6622 found in potato protein hydrolysates Cheng Y., Chen J., Xiong Y. L., 2010, Chromatographic separation and tandem MS identification of active peptides in potato protein hydrolysate that inhibit autoxidation of soybean oil-in-water emulsions. J. Agric. Food Chem., 58, 8825-8832 found in amaranth 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 Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8929) Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 8224) Inhibitor of Tripeptidyl peptidase 2 (TPP 2) (EC 3.4.14.10) (MEROPS ID: S08.090) according to the BRENDA database the ChEMBL database Inhibitor of Dipeptidyl-peptidase III (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9509) the BRENDA database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids
Evidence 2 Activity

Activity

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

Source & Reference

AHTPDB FermFooDB
Saito Y., Wanezaki K., Kawato A., Imayasu S.
Structure and activity of angiotensin I converting enzyme inhibitory peptides from sake and sake lees. Biosci. Biotech. Biochem. 58 (10), 1767-1771 (1994)
1994
Journal

Other

Source Activity Label Source Definition
Antihypertensive
AHTPDB manually curated experimentally validated antihypertensive peptide annotation.
2
BIOPEP-UWM database of bioactive peptides SMILES: N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O InChI=1S/C14H20N2O4/c1-8(2)12(15)13(18)16-11(14(19)20)7-9-3-5-10(17)6-4-9/h3-6,8,11-12,17H,7,15H2,1-2H3,(H,16,18)(H,19,20)/t11-,12-/m0/s1 InChIKey: VEYJKJORLPYVLO-RYUDHWBXSA-N nformation concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: XM02-001 Another measured value of peptide IC50(EC50)=26 uM Loponen J., 2004, Angiotensin converting enzyme inhibitory peptides in Finnish cereals: a database survey. Agric. Food Sci., 13, 39-45. Found also in wheat milling by-products: Nogata Y., Nagamine T., Yanaka M., Ohta H., 2009, Angiotensin I converting enzyme inhibitory peptides produced by autolysis reactions from wheat bran. J. Agric. Food Chem., 57, 6618-6622 found in potato protein hydrolysates Cheng Y., Chen J., Xiong Y. L., 2010, Chromatographic separation and tandem MS identification of active peptides in potato protein hydrolysate that inhibit autoxidation of soybean oil-in-water emulsions. J. Agric. Food Chem., 58, 8825-8832 found in amaranth 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 Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8929) Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 8224) Inhibitor of Tripeptidyl peptidase 2 (TPP 2) (EC 3.4.14.10) (MEROPS ID: S08.090) according to the BRENDA database the ChEMBL database Inhibitor of Dipeptidyl-peptidase III (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9509) the BRENDA database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids
Evidence 3 Activity

Activity

EC50
Antihypertensive
0.00 µM
Lowering blood pressure
hypotensive
hyp

Source & Reference

AHTPDB FermFooDB
Kawasaki T., Seki E., Osajima K., Yoshida M., Asada K., Matsui T., Osajima Y.
Antihypertensive effect of valyl-tyrosine, a short chain peptide derived from sardine muscle hydrolyzate, on mild hypertensive subjects. J. Hum. Hypertens., 14, 519-523, 2000
2000
Journal

Other

2
BIOPEP-UWM database of bioactive peptides SMILES: N[C@@]([H])(C(C)C)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O InChI=1S/C14H20N2O4/c1-8(2)12(15)13(18)16-11(14(19)20)7-9-3-5-10(17)6-4-9/h3-6,8,11-12,17H,7,15H2,1-2H3,(H,16,18)(H,19,20)/t11-,12-/m0/s1 InChIKey=VEYJKJORLPYVLO-RYUDHWBXSA-N Found also in wheat milling by-products: Nogata Y., Nagamine T., Yanaka M., Ohta H., 2009, Angiotensin I converting enzyme inhibitory peptides produced by autolysis reactions from wheat bran. J. Agric. Food Chem., 57, 6618-6622 found in potato protein hydrolysates Cheng Y., Chen J., Xiong Y. L., 2010, Chromatographic separation and tandem MS identification of active peptides in potato protein hydrolysate that inhibit autoxidation of soybean oil-in-water emulsions. J. Agric. Food Chem., 58, 8825-8832 found in amaranth 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 Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02-001) according to the AHTPDB database the BIOPEP database of bioactive peptides (ID 3492) the BRENDA database the ChEMBL database the EROP-Moscow database Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8929) Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 8224) Inhibitor of Dipeptidyl peptidase-III (DPP-III) (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9509) Inhibitor of Tripeptidyl peptidase 2 (TPP 2) (EC 3.4.14.10) (MEROPS ID: S08.090) according to the BIOPEP-UWM database of bioactive peptides (ID 10163) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 103)
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 SMILES: N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O InChI=1S/C14H20N2O4/c1-8(2)12(15)13(18)16-11(14(19)20)7-9-3-5-10(17)6-4-9/h3-6,8,11-12,17H,7,15H2,1-2H3,(H,16,18)(H,19,20)/t11-,12-/m0/s1 InChIKey: VEYJKJORLPYVLO-RYUDHWBXSA-N Found in sake and sake by-products: Saito Y., Wanezaki K., Kawato A., Imayasu S., 1994, Structure and activity of angiotensin I converting enzyme inhibitory peptides from sake and sake lees. Biosci. Biotech. Biochem., 58, 1767-1771 found in wheat milling by-products: Nogata Y., Nagamine T., Yanaka M., Ohta H., 2009, Angiotensin I converting enzyme inhibitory peptides produced by autolysis reactions from wheat bran. J. Agric. Food Chem., 57, 6618-6622 found in potato protein hydrolysates: Cheng Y., Chen J., Xiong Y. L., 2010, Chromatographic separation and tandem MS identification of active peptides in potato protein hydrolysate that inhibit autoxidation of soybean oil-in-water emulsions. J. Agric. Food Chem., 58, 8825-8832 found in amaranth 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 Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02-001) according to the AHTPDB database the BIOPEP database of bioactive peptides (ID 3492) the BRENDA database the ChEMBL database the EROP-Moscow database Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 8224) Inhibitor of Tripeptidyl peptidase 2 (TPP 2) (EC 3.4.14.10) (MEROPS ID: S08.090) according to the BRENDA database the ChEMBL database Inhibitor of Dipeptidyl-peptidase III (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9509) the BRENDA database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids
Additional Detail Fields 1 fields
2