Back to search

Peptide record

TPDB00675

ACE inhibitor Glutathione HydropHilic interaction liquid chromatograpHy L-Glutathione γ-Glu-Cys-Gly ACE inhibitors Antihypertensive Antioxidant Selfassembly standard
3 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.
TPDB00675
ACE inhibitor Glutathione HydropHilic interaction liquid chromatograpHy L-Glutathione γ-Glu-Cys-Gly
ACE inhibitors Antihypertensive Antioxidant Selfassembly
Cardiometabolic peptides Functional / health-promoting peptides Self-assembling and biomaterial peptides
Peptipedia AHTPDB AODB Multi-AOP SAPdb
standard
No
A 3-aa standard natural multi-activity (ACE inhibitors, Antihypertensive, Antioxidant, and other sources) peptide sequence curated from Peptipedia, AHTPDB, AODB, and other sources, with an available 3D structural model.
Sequence
GSH
Physicochemical Analysis
C11H17N5O5
ARNDCEQILKMFPTWYV
GHS
299.29
7.85
1
0
0
+0
1.10
-1.467
0.00
Mammalian: 30 hour Yeast: >20 hour E.coli: >10 hour
0
0.00
1
Residue Composition
number
0
A
0
R
0
N
0
D
0
C
0
E
0
Q
1
G
1
H
0
I
0
L
0
K
0
M
0
F
0
P
1
S
0
T
0
W
0
Y
0
V
Amino Acid Distribution
A: 0 R: 0 N: 0 D: 0 C: 0 E: 0 Q: 0 G: 1 H: 1 I: 0 L: 0 K: 0 M: 0 F: 0 P: 0 S: 1 T: 0 W: 0 Y: 0 V: 0
Chemical Descriptors
3
C11H17N5O5
299.29
7.85
+0
1.10
-1.467
299.2825
299.1226
Self-Assembly Information 8 records
Record 1 Selfassembly

Source

29972201
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
temperature: Room temperature solvent: aqueous soltuion of NaDC concentration: 40 mM
Selfassembly; Nanostructure=Nanofiber; nanofibers; Trigger=temperature: Room temperature; solvent: aqueous soltuion of NaDC; concentration: 40 mM
High-resolution transmission electron microscopy (HR-TEM)
Selfassembly
Record 2 Selfassembly

Source

30021438
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
solvent: FMOC-Gly-Wang resin concentration: 50% ACN, 25% of 0.1% TFA, and 25%
Selfassembly; Nanostructure=Nanofiber; nanofibers; Trigger=solvent: FMOC-Gly-Wang resin; concentration: 50% ACN, 25% of 0.1% TFA, and 25%
Transmission Electron Microscopy (TEM)
Selfassembly
Record 3 Selfassembly

Source

30978284
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
Nanoparticle nanoparticles
pH: 5.5 solvent: D2O concentration: 0.1 M
Selfassembly; Nanostructure=Nanoparticle; nanoparticles; Trigger=pH: 5.5; solvent: D2O; concentration: 0.1 M
Infrared spectroscopy and Polarization-selective 2DIR spectroscopy
Selfassembly
Record 4 Selfassembly

Source

31080538
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
Nanoparticle nanoparticles
pH: 7.4, 4.6, 9.1 temperature: Room temperature solvent: DMF, DMSO, ethanol, water, PBS, sodium acetate, and sodium pHospHate dibasic concentration: 300-500 mg/mL
Selfassembly; Nanostructure=Nanoparticle; nanoparticles; Trigger=pH: 7.4, 4.6, 9.1; temperature: Room temperature; solvent: DMF, DMSO, ethanol, water, PBS, sodium acetate, and sodium pHospHate dibasic; concentration: 300-500 mg/mL
Microwave-Accelerated Evaporative Crystallization (MA-MAEC), XRD, FTIR
Selfassembly
Record 5 Selfassembly

Source

31267341
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
Nanoparticle nanoparticles
Selfassembly; Nanostructure=Nanoparticle; nanoparticles
Selfassembly
Record 6 Selfassembly

Source

26354252
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
Monolayer (On the surface of Gold (Au))
temperature: Room temperature solvent: Water + TW 20 concentration: 5mM
Selfassembly; Nanostructure=Monolayer (On the surface of Gold (Au)); Trigger=temperature: Room temperature; solvent: Water + TW 20; concentration: 5mM
AFM (Atomic Force Microscopy)
Selfassembly
Record 7 Selfassembly

Source

29845161
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
nanoparticles
concentration: 0.25 wt%
Selfassembly; Nanostructure=nanoparticles; Trigger=concentration: 0.25 wt%
Light microscope
Selfassembly
Record 8 Selfassembly

Source

29920571
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
nanoparticles
temperature: Room temperature solvent: solvent A (water containing 0.1% formic acid) and solvent B (ACN containing 0.1% formic acid) concentration: 1 mL of 50:50 (v:v)
Selfassembly; Nanostructure=nanoparticles; Trigger=temperature: Room temperature; solvent: solvent A (water containing 0.1% formic acid) and solvent B (ACN containing 0.1% formic acid); concentration: 1 mL of 50:50 (v:v)
SEM, TEM
Selfassembly
Evidence Records 10 records
Evidence 1 Activity

Activity

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

Source & Reference

NA
Wu J., Aluko R. E., Nakai S.
Structural requirements of angiotensin I-converting enzyme inhibitory activity: quantitative structure-activity relationship study of di- and tripeptides. J. Agric. Food Chem., 54, 732-738, 2006
2006
Journal

Other

3
BIOPEP-UWM database of bioactive peptides SMILES: NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC1=C[N]([H])C=N1)C(=O)O InChI=1S/C11H17N5O5/c12-2-9(18)15-8(4-17)10(19)16-7(11(20)21)1-6-3-13-5-14-6/h3,5,7-8,17H,1-2,4,12H2,(H,13,14)(H,15,18)(H,16,19)(H,20,21)/t7-,8-/m0/s1 InChIKey: MKIAPEZXQDILRR-YUMQZZPRSA-N Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001 Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 9954) the EROP-Moscow database
Evidence 2 Activity

Activity

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

Source & Reference

AHTPDB
Wu J., Aluko R. E., Nakai S.
Structural requirements of angiotensin I-converting enzyme inhibitory activity: quantitative structure-activity relationship study of di- and tripeptides. J. Agric. Food Chem., 54, 732-738, 2006
2006
Journal

Other

Source Activity Label Source Definition
Antihypertensive
AHTPDB manually curated experimentally validated antihypertensive peptide annotation.
3
BIOPEP-UWM database of bioactive peptides SMILES: NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC1=C[N]([H])C=N1)C(=O)O InChI=1S/C11H17N5O5/c12-2-9(18)15-8(4-17)10(19)16-7(11(20)21)1-6-3-13-5-14-6/h3,5,7-8,17H,1-2,4,12H2,(H,13,14)(H,15,18)(H,16,19)(H,20,21)/t7-,8-/m0/s1 InChIKey: MKIAPEZXQDILRR-YUMQZZPRSA-N Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001 Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 9954) the EROP-Moscow database
Evidence 3 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=Nanofiber nanofibers Trigger=temperature: Room temperature solvent: aqueous soltuion of NaDC concentration: 40 mM
Nanofiber nanofibers

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
temperature: Room temperature solvent: aqueous soltuion of NaDC concentration: 40 mM
High-resolution transmission electron microscopy (HR-TEM)
29972201
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 4 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=Nanofiber nanofibers Trigger=solvent: FMOC-Gly-Wang resin concentration: 50% ACN, 25% of 0.1% TFA, and 25%
Nanofiber nanofibers

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
solvent: FMOC-Gly-Wang resin concentration: 50% ACN, 25% of 0.1% TFA, and 25%
Transmission Electron Microscopy (TEM)
30021438
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=Nanoparticle nanoparticles Trigger=pH: 5.5 solvent: D2O concentration: 0.1 M
Nanoparticle nanoparticles

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
pH: 5.5 solvent: D2O concentration: 0.1 M
Infrared spectroscopy and Polarization-selective 2DIR spectroscopy
30978284
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 6 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=Nanoparticle nanoparticles Trigger=pH: 7.4, 4.6, 9.1 temperature: Room temperature solvent: DMF, DMSO, ethanol, water, PBS, sodium acetate, and sodium pHospHate dibasic concentration: 300-500 mg/mL
Nanoparticle nanoparticles

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
pH: 7.4, 4.6, 9.1 temperature: Room temperature solvent: DMF, DMSO, ethanol, water, PBS, sodium acetate, and sodium pHospHate dibasic concentration: 300-500 mg/mL
Microwave-Accelerated Evaporative Crystallization (MA-MAEC), XRD, FTIR
31080538
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 7 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=Nanoparticle nanoparticles
Nanoparticle nanoparticles

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
31267341
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 8 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=Monolayer (On the surface of Gold (Au)) Trigger=temperature: Room temperature solvent: Water + TW 20 concentration: 5mM
Monolayer (On the surface of Gold (Au))

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
temperature: Room temperature solvent: Water + TW 20 concentration: 5mM
AFM (Atomic Force Microscopy)
26354252
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly
SAPdb ID 1177 nanostr_class=Other but nanostr gives explicit morphology low-detail seed row.
Evidence 9 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=nanoparticles Trigger=concentration: 0.25 wt%
nanoparticles

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
concentration: 0.25 wt%
Light microscope
29845161
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly
SAPdb ID 1672 nanostr_class=Other but nanostr gives explicit morphology low-detail seed row.
Evidence 10 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=nanoparticles Trigger=temperature: Room temperature solvent: solvent A (water containing 0.1% formic acid) and solvent B (ACN containing 0.1% formic acid) concentration: 1 mL of 50:50 (v:v)
nanoparticles

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
temperature: Room temperature solvent: solvent A (water containing 0.1% formic acid) and solvent B (ACN containing 0.1% formic acid) concentration: 1 mL of 50:50 (v:v)
SEM, TEM
29920571
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly
SAPdb ID 1684 nanostr_class=Other but nanostr gives explicit morphology low-detail seed row.
Additional Detail Fields 6 fields
temperature: Room temperature solvent: aqueous soltuion of NaDC concentration: 40 mM solvent: FMOC-Gly-Wang resin concentration: 50% ACN, 25% of 0.1% TFA, and 25% pH: 5.5 solvent: D2O concentration: 0.1 M pH: 7.4, 4.6, 9.1 solvent: DMF, DMSO, ethanol, water, PBS, sodium acetate, and sodium pHospHate dibasic concentration: 300-500 mg/mL solvent: Water + TW 20 concentration: 5mM concentration: 0.25 wt% solvent: solvent A (water containing 0.1% formic acid) and solvent B (ACN containing 0.1% formic acid) concentration: 1 mL of 50:50 (v:v)
None specified
SAPdb ID NA low-detail seed row from experimentally curated self-assembly database. SAPdb ID 1177 nanostr_class=Other but nanostr gives explicit morphology low-detail seed row. SAPdb ID 1672 SAPdb ID 1684
3
29972201 30021438 30978284 31080538 31267341 26354252 29845161 29920571
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly