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Peptide record

TPDB47537

ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Gly-L-Tyr perylene bisimide (PBI) ACE inhibitors Antihypertensive Bitter Neuropeptide iDPPIV Selfassembly standard
2 amino acids
Basic Information
3D PDB MODEL
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TPDB47537
ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Gly-L-Tyr perylene bisimide (PBI)
ACE inhibitors Antihypertensive Bitter Neuropeptide iDPPIV Selfassembly
Cardiometabolic peptides Neuroactive peptides Food sensory peptides Self-assembling and biomaterial peptides
FermFooDB Peptipedia AHTPDB AHTpin Tastepeptides-Meta iDPPIV SAPdb
standard
No
A 2-aa standard natural multi-activity (ACE inhibitors, Antihypertensive, Bitter, and other sources) peptide sequence curated from FermFooDB, Peptipedia, AHTPDB, and other sources, with an available 3D structural model.
Sequence
GY
Physicochemical Analysis
C11H14N2O4
ARNDCEQHILKMFPSTWV
GY
238.24
5.94
0
0
1
-0
-0.93
-0.850
0.00
Mammalian: 30 hour Yeast: >20 hour E.coli: >10 hour
1490
625.41
1
Residue Composition
number
0
A
0
R
0
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
0
S
0
T
0
W
1
Y
0
V
Amino Acid Distribution
A: 0 R: 0 N: 0 D: 0 C: 0 E: 0 Q: 0 G: 1 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
C11H14N2O4
238.24
5.94
-0
-0.93
-0.850
238.2393
238.0950
Self-Assembly Information 2 records
Record 1 Selfassembly

Source

29384183
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
Nanofiber nanofibers and nanospHeres
temperature: 27.7°C solvent: PBS buffer solution concentration: 0.019 mM
Selfassembly; Nanostructure=Nanofiber; nanofibers and nanospHeres; Trigger=temperature: 27.7°C; solvent: PBS buffer solution; concentration: 0.019 mM
Transmission Electron Microscopy (TEM)
Selfassembly
Record 2 Selfassembly

Source

30348428
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
Nanotube nanotubes
pH: 7.6
Selfassembly; Nanostructure=Nanotube; nanotubes; Trigger=pH: 7.6
Selfassembly
Evidence Records 5 records
Evidence 1 Activity

Activity

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

Source & Reference

FermFooDB
Cheung H.-S., Wang F.-L., Ondetti M. A., Sabo E. F., Cushman D. W.
Binding of peptide substrates and inhibitors of angiotensin-converting enzyme. J. Biol. Chem., 255, 401-407, 1980
1980
Journal

Other

2
BIOPEP-UWM database of bioactive peptides SMILES: NCC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O InChI=1S/C11H14N2O4/c12-6-10(15)13-9(11(16)17)5-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,15)(H,16,17)/t9-/m0/s1 InChIKey=XBGGUPMXALFZOT-VIFPVBQESA-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 = 259 uM Saito Y., Wanezaki K., Kawato A., Imayasu S., 1994, Antihypertensive effects of peptide in sake and its by-products on spontaneously antihypertensive rats. Biosci. Biotech. Biochem., 58, 812-816 Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8788) Inhibitor of tripeptidyl-peptidase II (EC 3.4.14.10) (MEROPS ID: S08.090) according to the BRENDA database Inhibitor of carboxypeptidase A (EC 3.4.17.1) (MEROPS ID: M14.001) according to the BRENDA database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 32) Isolated from silk fibroin hydrolysate. Zhou F., Xue Z., Wang J., 2010, Antihypertensive effects of silk fibroin hydrolysate by alcalase and purification of an ACE inhibitory dipeptide. J. Agric. Food Chem., 58, 6735-6740 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
Evidence 2 Activity

Activity

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

Source & Reference

AHTPDB FermFooDB
Cheung H.-S., Wang F.-L., Ondetti M. A., Sabo E. F., Cushman D. W.
Binding of peptide substrates and inhibitors of angiotensin-converting enzyme. J. Biol. Chem., 255, 401-407, 1980
1980
Journal

Other

Source Activity Label Source Definition
Antihypertensive
AHTPDB manually curated experimentally validated antihypertensive peptide annotation.
2
BIOPEP-UWM database of bioactive peptides SMILES: NCC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O InChI=1S/C11H14N2O4/c12-6-10(15)13-9(11(16)17)5-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,15)(H,16,17)/t9-/m0/s1 InChIKey=XBGGUPMXALFZOT-VIFPVBQESA-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 = 259 uM Saito Y., Wanezaki K., Kawato A., Imayasu S., 1994, Antihypertensive effects of peptide in sake and its by-products on spontaneously antihypertensive rats. Biosci. Biotech. Biochem., 58, 812-816 Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8788) Inhibitor of tripeptidyl-peptidase II (EC 3.4.14.10) (MEROPS ID: S08.090) according to the BRENDA database Inhibitor of carboxypeptidase A (EC 3.4.17.1) (MEROPS ID: M14.001) according to the BRENDA database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 32) Isolated from silk fibroin hydrolysate. Zhou F., Xue Z., Wang J., 2010, Antihypertensive effects of silk fibroin hydrolysate by alcalase and purification of an ACE inhibitory dipeptide. J. Agric. Food Chem., 58, 6735-6740 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
Evidence 3 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: NCC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O InChI=1S/C11H14N2O4/c12-6-10(15)13-9(11(16)17)5-7-1-3-8(14)4-2-7/h1-4,9,14H,5-6,12H2,(H,13,15)(H,16,17)/t9-/m0/s1 InChIKey=XBGGUPMXALFZOT-VIFPVBQESA-N Inhibitor of tripeptidyl-peptidase II (EC 3.4.14.10) (MEROPS ID: S08.090) according to the BRENDA database Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02.006) according to the AHTPDB database the BIOPEP-UWM database of bioactive peptides (ID 3532) the BRENDA database the ChEMBL database the PubChem database Inhibitor of carboxypeptidase A (EC 3.4.17.1) (MEROPS ID: M14.001) according to the BRENDA database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and mino acids (ID 32) Isolated from silk fibroin hydrolysate. Zhou F., Xue Z., Wang J., 2010, Antihypertensive effects of silk fibroin hydrolysate by alcalase and purification of an ACE inhibitory dipeptide. J. Agric. Food Chem., 58, 6735-6740 Found in amaranth (Amarantus hypochondriacus) proteins: 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
Evidence 4 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=Nanofiber nanofibers and nanospHeres Trigger=temperature: 27.7°C solvent: PBS buffer solution concentration: 0.019 mM
Nanofiber nanofibers and nanospHeres

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
temperature: 27.7°C solvent: PBS buffer solution concentration: 0.019 mM
Transmission Electron Microscopy (TEM)
29384183
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly
SAPdb ID NA low-detail seed row from experimentally curated self-assembly database.
Evidence 5 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=Nanotube nanotubes Trigger=pH: 7.6
Nanotube nanotubes

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
pH: 7.6
30348428
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly
SAPdb ID NA low-detail seed row from experimentally curated self-assembly database.
Additional Detail Fields 6 fields
temperature: 27.7°C solvent: PBS buffer solution concentration: 0.019 mM pH: 7.6
None specified
SAPdb ID NA low-detail seed row from experimentally curated self-assembly database.
2
29384183 30348428
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly