Back to search

Peptide record

TPDB26748

ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Ditryptophan dipeptide Antibacterial Anticancer Antifungal Antihypertensive Bitter Hemolysis Toxicity iDPPIV Selfassembly 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.
TPDB26748
ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Ditryptophan dipeptide
Antibacterial Anticancer Antifungal Antihypertensive Bitter Hemolysis Toxicity iDPPIV Selfassembly
Anti-infective peptides Cardiometabolic peptides Cancer-related peptides Toxicity and safety peptides Food sensory peptides Self-assembling and biomaterial peptides
Peptipedia CancerPPD 2.0 AHTPDB Tastepeptides-Meta HemoPI PD_Hemolysis iDPPIV SAPdb
standard
No
A 2-aa standard natural multi-activity (Antibacterial, Anticancer, Antifungal, and other sources) peptide sequence curated from Peptipedia, CancerPPD 2.0, AHTPDB, and other sources, with an available 3D structural model.
Sequence
WW
Physicochemical Analysis
C22H22N4O3
ARNDCEQGHILKMFPSTYV
W
390.44
6.02
0
0
2
-0
-3.70
-0.900
0.00
Mammalian: 2.8 hour Yeast: 3 min E.coli: 2 min
11000
2817.32
0
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
2
W
0
Y
0
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: 2 Y: 0 V: 0
Chemical Descriptors
2
C22H22N4O3
390.44
6.02
-0
-3.70
-0.900
390.4342
390.1687
Self-Assembly Information 2 records
Record 1 Selfassembly

Source

24837840
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
Nanosphere
pH: 7.5 temperature: 37 °C solvent: HFIP (1,1,1,3,3,3-hexafluoro-2-Isopropanol) : water (1 : 50 v/v ratio) concentration: < 1mM
Selfassembly; Nanostructure=Nanosphere; Trigger=pH: 7.5; temperature: 37 °C; solvent: HFIP (1,1,1,3,3,3-hexafluoro-2-Isopropanol) : water (1 : 50 v/v ratio); concentration: < 1mM
Scanning Electron Microscopy (SEM) and Transmission Electron Microscopy (TEM)
Selfassembly
Record 2 Selfassembly

Source

24837840
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 Fibril Nanostructure
pH: 7.5 temperature: 37 °C solvent: HFIP (1,1,1,3,3,3-hexafluoro-2-Isopropanol) : water (1 : 50 v/v ratio) concentration: >1mM
Selfassembly; Nanostructure=Nanofiber; Fibril Nanostructure; Trigger=pH: 7.5; temperature: 37 °C; solvent: HFIP (1,1,1,3,3,3-hexafluoro-2-Isopropanol) : water (1 : 50 v/v ratio); concentration: >1mM
Scanning Electron Microscopy (SEM) and Transmission Electron Microscopy (TEM)
Selfassembly
Evidence Records 11 records
Evidence 1 Activity

Activity

IC50
Antihypertensive
68.00 µM
Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001)
ACE inhibitor
ah

Source & Reference

AHTPDB
Lunow D., Kaiser S., Brückner S., Gotsch A., Henle T.
Selective release of ACE-inhibiting tryptophan-containing dipeptides from food proteins by enzymatic hydrolysis. Eur. Food Res. Technol., 237, 27–37, 2013
2013
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](CC1=C[NH]C2=CC=CC=C12)C(=O)N[C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O InChI=1S/C22H22N4O3/c23-17(9-13-11-24-18-7-3-1-5-15(13)18)21(27)26-20(22(28)29)10-14-12-25-19-8-4-2-6-16(14)19/h1-8,11-12,17,20,24-25H,9-10,23H2,(H,26,27)(H,28,29)/t17-,20-/m0/s1 InChIKey=NQIHMZLGCZNZBN-PXNSSMCTSA-N Inhibitor of hemoglobin S gelation according to the ChEMBL database, the PubChem 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 8686) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids, the BitterDB database, the ChEMBL database, the PubChem database
Evidence 2 Activity

Activity

10% Hemolysis
Toxicity
>256 µM
Hemolytic Cytotoxic
10% Hemolysis | >256 | µM | target cell: Mouse erythrocytes

Target

Mouse erythrocytes

Source & Reference

NA
DBAASP
Arginine and tryptophan-rich dendritic antimicrobial peptides that disrupt membranes for bacterial infection in vivo | Eur J Med Chem | 2024
Evidence 3 Activity

Activity

50% Cell death
Toxicity
>128 µM
Cytotoxic
50% Cell death | >128 | µM | target cell: Human embryonic kidney HEK293T cells

Target

Human embryonic kidney HEK293T cells

Source & Reference

NA
DBAASP
Arginine and tryptophan-rich dendritic antimicrobial peptides that disrupt membranes for bacterial infection in vivo | Eur J Med Chem | 2024
Evidence 4 Activity

Activity

Toxicity
Hemolytic Cytotoxic
- | NA | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Antimicrobial activity of rationally designed amino terminal modified peptides. | Bioorg Med Chem Lett | 2007
Evidence 5 Activity

Activity

0% Hemolysis
Toxicity
62.5 µg/mL
Hemolytic Cytotoxic
0% Hemolysis | 62.5 | µg/mL | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Synthesis, antibacterial activity and mode of action of novel linoleic acid-dipeptide-spermidine conjugates. | Org Biomol Chem | 2012
Evidence 6 Activity

Activity

16% Hemolysis
Toxicity
62.5 µg/mL
Hemolytic Cytotoxic
16% Hemolysis | 62.5 | µg/mL | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Synthesis, antibacterial activity and mode of action of novel linoleic acid-dipeptide-spermidine conjugates. | Org Biomol Chem | 2012
Evidence 7 Activity

Activity

Toxicity
Hemolytic Cytotoxic
Hemolytic_activity: Not available | Cytotoxicity: Not available

Target

erythrocytes

Source & Reference

NA
DRAMP
Molecules. 2020 Aug 12 25(16):3677.
Evidence 8 Activity

Activity

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

Source & Reference

iDPPIV
Nongonierma A. B., Mooney C., Shields D. C., FitzGerald R. J.
In silico approaches to predict the potential of milk protein-derived peptides as dipeptidyl peptidase IV (DPP-IV) inhibitors. Peptides 57, 43-51, 2014
2014
Journal

Other

2
BIOPEP-UWM database of bioactive peptides SMILES: N[C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)N[C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O InChI=1S/C22H22N4O3/c23-17(9-13-11-24-18-7-3-1-5-15(13)18)21(27)26-20(22(28)29)10-14-12-25-19-8-4-2-6-16(14)19/h1-8,11-12,17,20,24-25H,9-10,23H2,(H,26,27)(H,28,29)/t17-,20-/m0/s1 InChIKey=NQIHMZLGCZNZBN-PXNSSMCTSA-N First reference concerning DPPIV inhibition Yamada M., Okagaki C., Higashijima T., Tanaka S., Ohnuki T., Sugita T., 1998, A potent dipeptide inhibitor of dipeptidyl peptidase IV. Bioorg. Med. Chem. Lett., 8, 1537-1540 Inhibitor of hemoglobin S gelation according to the ChEMBL database, the PubChem database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids, the BitterDB database, the ChEMBL database, the PubChem database
Evidence 9 Hemolysis

Source & Reference

HemoPI PD_Hemolysis
PD_Hemolysis
Evidence 10 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=Nanosphere Trigger=pH: 7.5 temperature: 37 °C solvent: HFIP (1,1,1,3,3,3-hexafluoro-2-Isopropanol) : water (1 : 50 v/v ratio) concentration: < 1mM
Nanosphere

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
pH: 7.5 temperature: 37 °C solvent: HFIP (1,1,1,3,3,3-hexafluoro-2-Isopropanol) : water (1 : 50 v/v ratio) concentration: < 1mM
Scanning Electron Microscopy (SEM) and Transmission Electron Microscopy (TEM)
24837840
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 11 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=Nanofiber Fibril Nanostructure Trigger=pH: 7.5 temperature: 37 °C solvent: HFIP (1,1,1,3,3,3-hexafluoro-2-Isopropanol) : water (1 : 50 v/v ratio) concentration: >1mM
Nanofiber Fibril Nanostructure

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
pH: 7.5 temperature: 37 °C solvent: HFIP (1,1,1,3,3,3-hexafluoro-2-Isopropanol) : water (1 : 50 v/v ratio) concentration: >1mM
Scanning Electron Microscopy (SEM) and Transmission Electron Microscopy (TEM)
24837840
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
pH: 7.5 temperature: 37 °C solvent: HFIP (1,1,1,3,3,3-hexafluoro-2-Isopropanol) : water (1 : 50 v/v ratio) concentration: < 1mM concentration: >1mM
None specified
SAPdb ID NA low-detail seed row from experimentally curated self-assembly database.
2
24837840
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly