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Peptide record

TPDB25105

ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) L-R2 ACE inhibitors Antibacterial Anticancer Antifungal Antihypertensive Bitter Cell-penetrating Peptides Hemolysis Toxicity iDPPIV standard
2 amino acids
Basic Information
3D PDB MODEL
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TPDB25105
ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) L-R2
ACE inhibitors Antibacterial Anticancer Antifungal Antihypertensive Bitter Cell-penetrating Peptides Hemolysis Toxicity iDPPIV
Anti-infective peptides Cardiometabolic peptides Cancer-related peptides Toxicity and safety peptides Delivery and barrier-penetrating peptides Food sensory peptides
Peptipedia CAFPdb dbAMP AHTPDB AHTpin Tastepeptides-Meta CPPsite3.0 PD_Hemolysis iDPPIV
standard
No
A 2-aa standard natural multi-activity (ACE inhibitors, Antibacterial, Anticancer, and other sources) peptide sequence curated from Peptipedia, CAFPdb, dbAMP, and other sources, with an available 3D structural model.
Sequence
RR
Physicochemical Analysis
C12H26N8O3
ANDCEQGHILKMFPSTWYV
R
330.39
12.40
2
0
0
+2
1.62
-4.500
0.00
Mammalian: 1 hour Yeast: 2 min E.coli: 2 min
0
0.00
0
Residue Composition
number
0
A
2
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
0
V
Amino Acid Distribution
A: 0 R: 2 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: 0 V: 0
Chemical Descriptors
2
C12H26N8O3
330.39
12.40
+2
1.62
-4.500
Free
330.3856
L
Cationic
Linear
330.2123
Free
N[C@@H](CCCN=C)C(=O)N[C@@H](CCCN=C)C(=O)N[C@@H](CCCN=C)C(=O)N[C@@H](CCCN=C)C(=O)O
Evidence Records 15 records
Evidence 1 Activity

Activity

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

Source & Reference

NA
Sentandreu M. A., Toldra F.
Evaluation of ACE inhibitory activity of dipeptides generated by the action of porcine muscle dipeptidyl peptidases. Food Chem., 101, 1629-1633, 2007
2007
Journal

Other

2
BIOPEP-UWM database of bioactive peptides SMILES: N[C@@]([H])(CCCNC(=N)N)C(=O)N[C@@]([H])(CCCNC(=N)N)C(=O)O InChI=1S/C12H26N8O3/c13-7(3-1-5-18-11(14)15)9(21)20-8(10(22)23)4-2-6-19-12(16)17/h7-8H,1-6,13H2,(H,20,21)(H,22,23)(H4,14,15,18)(H4,16,17,19)/t7-,8-/m0/s1 InChIKey=OMLWNBVRVJYMBQ-YUMQZZPRSA-N Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to BIOPEP-UWM database of bioactive peptides (ID 8889) Inhibitor of Leucyltransferase (EC 2.3.2.6) according to BRENDA database Inhibitor of HIV-1 retropepsin (EC 3.4.23.16) (MEROPS ID: A02.001) according to BRENDA database Antinociceptive peptide according to ChEMBL database Inhibitor of Dipeptidyl peptidase III (DPP-III) (EC 3.4.14.4) (MEROPS ID: M49.003) according to the BIOPEP-UWM database of bioactive peptides (ID:9485) Antibacterial peptide according to the ChEMBL database Hemolytic peptide according to the ChEMBL database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 2) Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001
Evidence 2 Activity

Activity

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

Source & Reference

AHTPDB
Sentandreu M. A., Toldra F.
Evaluation of ACE inhibitory activity of dipeptides generated by the action of porcine muscle dipeptidyl peptidases. Food Chem., 101, 1629-1633, 2007
2007
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])(CCCNC(=N)N)C(=O)N[C@@]([H])(CCCNC(=N)N)C(=O)O InChI=1S/C12H26N8O3/c13-7(3-1-5-18-11(14)15)9(21)20-8(10(22)23)4-2-6-19-12(16)17/h7-8H,1-6,13H2,(H,20,21)(H,22,23)(H4,14,15,18)(H4,16,17,19)/t7-,8-/m0/s1 InChIKey=OMLWNBVRVJYMBQ-YUMQZZPRSA-N Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to BIOPEP-UWM database of bioactive peptides (ID 8889) Inhibitor of Leucyltransferase (EC 2.3.2.6) according to BRENDA database Inhibitor of HIV-1 retropepsin (EC 3.4.23.16) (MEROPS ID: A02.001) according to BRENDA database Antinociceptive peptide according to ChEMBL database Inhibitor of Dipeptidyl peptidase III (DPP-III) (EC 3.4.14.4) (MEROPS ID: M49.003) according to the BIOPEP-UWM database of bioactive peptides (ID:9485) Antibacterial peptide according to the ChEMBL database Hemolytic peptide according to the ChEMBL database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 2) Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001
Evidence 3 Activity

Activity

Cell-penetrating Peptides

Target

Caco-2 Cells

Assay & Model

Male Ddy mice weighing 30-40 g Ex-vivo ileum closed loop of Sprague Dawley rats weighing 180–220 g
Male Ddy mice weighing 30-40 g Ex-vivo ileum closed loop of Sprague Dawley rats weighing 180–220 g

Source & Reference

CPPsite3.0
CPPsite3

Other

Source Activity Label Source Definition
Cell-penetrating Peptides
CPPsite3.0 experimentally validated cell-penetrating peptide annotation.
Natural residues Linear L Cationic
Synthetic
Insulin
In vitro and in vivo
CCCC
Evidence 4 Activity

Activity

50% Hemolysis
Toxicity
>256 µg/mL
Hemolytic Cytotoxic
50% Hemolysis | >256 | µg/mL | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Ultrashort Cationic Lipopeptides-Effect of N-Terminal Amino Acid and Fatty Acid Type on Antimicrobial Activity and Hemolysis | Molecules | 2020
Evidence 5 Activity

Activity

50% Hemolysis
Toxicity
68.43 µg/mL
Hemolytic Cytotoxic
50% Hemolysis | 68.43 | µg/mL | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Ultrashort Cationic Lipopeptides-Effect of N-Terminal Amino Acid and Fatty Acid Type on Antimicrobial Activity and Hemolysis | Molecules | 2020
Evidence 6 Activity

Activity

50% Hemolysis
Toxicity
25.19 µg/mL
Hemolytic Cytotoxic
50% Hemolysis | 25.19 | µg/mL | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Ultrashort Cationic Lipopeptides-Effect of N-Terminal Amino Acid and Fatty Acid Type on Antimicrobial Activity and Hemolysis | Molecules | 2020
Evidence 7 Activity

Activity

50% Hemolysis
Toxicity
200.25 µg/mL
Hemolytic Cytotoxic
50% Hemolysis | 200.25 | µg/mL | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Ultrashort Cationic Lipopeptides-Effect of N-Terminal Amino Acid and Fatty Acid Type on Antimicrobial Activity and Hemolysis | Molecules | 2020
Evidence 8 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 9 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 10 Activity

Activity

10% Hemolysis
Toxicity
51.32 µM
Hemolytic Cytotoxic
10% Hemolysis | 51.32 | 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 11 Activity

Activity

50% Cell death
Toxicity
58.84 µM
Cytotoxic
50% Cell death | 58.84 | 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 12 Activity

Activity

IC50
Toxicity
1.9±0,3 µg/mL
Cytotoxic
IC50 | 1.9±0,3 | µg/mL | target cell: Human keratinocytes HaCat

Target

Human keratinocytes HaCat

Source & Reference

NA
DBAASP
In Vitro Evaluation of Cytotoxicity and Permeation Study on Lysine- and Arginine-Based Lipopeptides with Proven Antimicrobial Activity. | Molecules | 2017
Evidence 13 Activity

Activity

50% Hemolysis
Toxicity
22.91 µg/mL
Hemolytic Cytotoxic
50% Hemolysis | 22.91 | µg/mL | target cell: Human erythrocytes

Target

Human erythrocytes

Source & Reference

NA
DBAASP
Ultrashort Cationic Lipopeptides-Effect of N-Terminal Amino Acid and Fatty Acid Type on Antimicrobial Activity and Hemolysis | Molecules | 2020
Evidence 14 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])(CCCNC(=N)N)C(=O)N[C@@]([H])(CCCNC(=N)N)C(=O)O InChI=1S/C12H26N8O3/c13-7(3-1-5-18-11(14)15)9(21)20-8(10(22)23)4-2-6-19-12(16)17/h7-8H,1-6,13H2,(H,20,21)(H,22,23)(H4,14,15,18)(H4,16,17,19)/t7-,8-/m0/s1 InChIKey=OMLWNBVRVJYMBQ-YUMQZZPRSA-N Inhibitor of Dipeptidyl peptidase III (DPP-III) (EC 3.4.14.4) (MEROPS ID: M49.003) according to the BIOPEP-UWM database of bioactive peptides (ID:9485) Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: XM02-001) according to AHTPDB database the BIOPEP-UWM database of bioactive peptides (ID 7741). Inhibitor of Leucyltransferase (EC 2.3.2.6) according to BRENDA database Inhibitor of HIV-1 retropepsin (EC 3.4.23.16) (MEROPS ID: A02.001) according to BRENDA database Antinociceptive peptide according to ChEMBL database Antibacterial peptide according to the ChEMBL database Hemolytic peptide according to the ChEMBL database Bitter peptide according to BIOPEP-UWM database of sensory peptides and amino acids (ID 2) Information concerning Dipeptidyl peptidase IV (DPP IV) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: S09.003)
Evidence 15 Hemolysis

Source & Reference

PD_Hemolysis
PD_Hemolysis
Additional Detail Fields 2 fields
CCCC
2