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Peptide record

TPDB47574

ACE inhibitor DL-Leu-DL-Phe leucine- Phenylalanine (LF) oligopeptide ACE inhibitors Antidiabetic Antihypertensive Bitter Neuropeptide Selfassembly standard
2 amino acids
Basic Information
3D PDB MODEL
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TPDB47574
ACE inhibitor DL-Leu-DL-Phe leucine- Phenylalanine (LF) oligopeptide
ACE inhibitors Antidiabetic Antihypertensive Bitter Neuropeptide Selfassembly
Cardiometabolic peptides Neuroactive peptides Food sensory peptides Self-assembling and biomaterial peptides
Peptipedia AHTPDB AHTpin Tastepeptides-Meta SAPdb
standard
No
A 2-aa standard natural multi-activity (ACE inhibitors, Antidiabetic, Antihypertensive, and other sources) peptide sequence curated from Peptipedia, AHTPDB, AHTpin, and other sources, with an available 3D structural model.
Sequence
LF
Physicochemical Analysis
C15H22N2O3
ARNDCEQGHIKMPSTWYV
LF
278.35
6.02
0
0
2
-0
-1.69
3.300
195.00
Mammalian: 5.5 hour Yeast: 3 min E.coli: 2 min
0
0.00
0
Residue Composition
number
0
A
0
R
0
N
0
D
0
C
0
E
0
Q
0
G
0
H
0
I
1
L
0
K
0
M
1
F
0
P
0
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: 0 H: 0 I: 0 L: 1 K: 0 M: 0 F: 1 P: 0 S: 0 T: 0 W: 0 Y: 0 V: 0
Chemical Descriptors
2
C15H22N2O3
278.35
6.02
-0
-1.69
3.300
278.3459
278.1625
Self-Assembly Information 3 records
Record 1 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
Record 2 Selfassembly

Source

30892363
10.1016/j.compbiomed.2021.104391
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Nanostructure formation
supramolecular complexes
pH: 7 temperature: Room temperature solvent: sodium pHospHate buffer concentration: 10mM
Selfassembly; Nanostructure=supramolecular complexes; Trigger=pH: 7; temperature: Room temperature; solvent: sodium pHospHate buffer; concentration: 10mM
Selfassembly
Record 3 Selfassembly

Source

27841381
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
Selfassembly; Nanostructure=Nanoparticles
TEM and SEM
Selfassembly
Evidence Records 5 records
Evidence 1 Activity

Activity

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

Source & Reference

NA
Meisel H.
Overview on milk protein-derived peptides. Int. Dairy J., 8, 363-373 (1998)
1998
Journal

Other

2
BIOPEP-UWM database of bioactive peptides SMILES: N[C@@]([H])(CC(C)C)C(=O)N[C@@H](CC1=CC=C(C=C1))C(=O)O InChI=1S/C15H22N2O3/c1-10(2)8-12(16)14(18)17-13(15(19)20)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20)/t12-,13-/m0/s1 InChIKey=KFKWRHQBZQICHA-STQMWFEESA-N Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001 Peptide known as alpha/beta-lactokinin [alpha-La (52-53) beta-Lg (104-105)] Another value of peptide EC50 (IC 50) = 382.3 um Ono S., Hosokawa M., Miyashita K., Takahashi K., 2006, Inhibiton properties of dipeptides from salmon muscle hydrolysate on angiotensin I-converting enzyme. Int. J. Food Sci. Technol., 41, 383-387 Found in salmon protein hydrolysate. Ono S., Hosokawa M., Miyashita K., Takahashi K., 2006, Inhibiton properties of dipeptides from salmon muscle hydrolysate on angiotensin I-converting enzyme. Int. J. Food Sci. Technol., 41, 383-387 Found in amaranth 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 Inhibitor of Carboxypeptidase C (EC 3.4.16.5) (MEROPS ID S10.004) according to the BRENDA database Inhibitor of Pseudolysin (EC 3.4.24.26) (MEROPS ID M04.005) according to the BIOPEP-UWM database of bioactive peptides (ID 8313) the BRENDA database Bitter peptide according to BIOPEP database of sensory peptides and amino acids (ID 52) ChEMBL database EROP-Moscow database PubChem database
Evidence 2 Activity

Activity

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

Source & Reference

AHTPDB
Meisel H.
Overview on milk protein-derived peptides. Int. Dairy J., 8, 363-373 (1998)
1998
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])(CC(C)C)C(=O)N[C@@H](CC1=CC=C(C=C1))C(=O)O InChI=1S/C15H22N2O3/c1-10(2)8-12(16)14(18)17-13(15(19)20)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20)/t12-,13-/m0/s1 InChIKey=KFKWRHQBZQICHA-STQMWFEESA-N Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001 Peptide known as alpha/beta-lactokinin [alpha-La (52-53) beta-Lg (104-105)] Another value of peptide EC50 (IC 50) = 382.3 um Ono S., Hosokawa M., Miyashita K., Takahashi K., 2006, Inhibiton properties of dipeptides from salmon muscle hydrolysate on angiotensin I-converting enzyme. Int. J. Food Sci. Technol., 41, 383-387 Found in salmon protein hydrolysate. Ono S., Hosokawa M., Miyashita K., Takahashi K., 2006, Inhibiton properties of dipeptides from salmon muscle hydrolysate on angiotensin I-converting enzyme. Int. J. Food Sci. Technol., 41, 383-387 Found in amaranth 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 Inhibitor of Carboxypeptidase C (EC 3.4.16.5) (MEROPS ID S10.004) according to the BRENDA database Inhibitor of Pseudolysin (EC 3.4.24.26) (MEROPS ID M04.005) according to the BIOPEP-UWM database of bioactive peptides (ID 8313) the BRENDA database Bitter peptide according to BIOPEP database of sensory peptides and amino acids (ID 52) ChEMBL database EROP-Moscow database PubChem database
Evidence 3 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.
Evidence 4 Selfassembly

Activity

Nanostructure formation
Selfassembly Nanostructure=supramolecular complexes Trigger=pH: 7 temperature: Room temperature solvent: sodium pHospHate buffer concentration: 10mM
supramolecular complexes

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
pH: 7 temperature: Room temperature solvent: sodium pHospHate buffer concentration: 10mM
30892363
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=Nanoparticles
Nanoparticles

Source & Reference

SAPdb
10.1016/j.compbiomed.2021.104391

Other

None specified
TEM and SEM
27841381
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly
SAPdb ID 1889 nanostr_class=Other but nanostr gives explicit morphology low-detail seed row.
Additional Detail Fields 6 fields
pH: 7.6 pH: 7 temperature: Room temperature solvent: sodium pHospHate buffer concentration: 10mM
None specified
SAPdb ID NA low-detail seed row from experimentally curated self-assembly database. SAPdb ID 1889 nanostr_class=Other but nanostr gives explicit morphology low-detail seed row.
2
30348428 30892363 27841381
SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly