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Peptide record

TPDB47723

5-FAM-PPL ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) PEP inhibitory pepti ACE inhibitors Antihypertensive Blood-Brain Barrier iDPPIV standard
3 amino acids
Basic Information
3D PDB MODEL
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TPDB47723
5-FAM-PPL ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) PEP inhibitory pepti
ACE inhibitors Antihypertensive Blood-Brain Barrier iDPPIV
Cardiometabolic peptides Delivery and barrier-penetrating peptides
Peptipedia AHTPDB iDPPIV
standard
No
A 3-aa standard natural multi-activity (ACE inhibitors, Antihypertensive, Blood-Brain Barrier, and other sources) peptide sequence curated from Peptipedia, AHTPDB, and iDPPIV, with an available 3D structural model.
Sequence
PPL
Physicochemical Analysis
C16H27N3O4
ARNDCEQGHIKMFSTWYV
P
325.41
6.02
0
0
1
-0
0.34
0.200
130.00
Mammalian: >20 hour Yeast: >20 hour E.coli: ?
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
0
F
2
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: 0 P: 2 S: 0 T: 0 W: 0 Y: 0 V: 0
Chemical Descriptors
3
C16H27N3O4
325.41
6.02
-0
0.34
0.200
325.4022
Linear
325.1995
Similarity
Pro-Pro-Leu
Evidence Records 5 records
Evidence 1 Activity

Activity

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

Source & Reference

NA
Wang Z., Zhang S., Jin H., Wang W., Huo J., Zhou L., Wang Y., Feng F., Zhang L.
Angiotensin-I-converting enzyme inhibitory peptides: Chemical feature based pharmacophore generation. Eur. J. Med. Chem., 46, 3428-3433, 2011
2011
Journal

Other

3
BIOPEP-UWM database of bioactive peptides SMILES: N1[C@@]([H])(CCC1)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CC(C)C)C(=O)O InChI=1S/C16H27N3O4/c1-10(2)9-12(16(22)23)18-14(20)13-6-4-8-19(13)15(21)11-5-3-7-17-11/h10-13,17H,3-9H2,1-2H3,(H,18,20)(H,22,23)/t11-,12-,13-/m0/s1 InChIKey=CGSOWZUPLOKYOR-AVGNSLFASA-N Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8652)
Evidence 2 Activity

Activity

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

Source & Reference

AHTPDB
Wang Z., Zhang S., Jin H., Wang W., Huo J., Zhou L., Wang Y., Feng F., Zhang L.
Angiotensin-I-converting enzyme inhibitory peptides: Chemical feature based pharmacophore generation. Eur. J. Med. Chem., 46, 3428-3433, 2011
2011
Journal

Other

Source Activity Label Source Definition
Antihypertensive
AHTPDB manually curated experimentally validated antihypertensive peptide annotation.
3
BIOPEP-UWM database of bioactive peptides SMILES: N1[C@@]([H])(CCC1)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CC(C)C)C(=O)O InChI=1S/C16H27N3O4/c1-10(2)9-12(16(22)23)18-14(20)13-6-4-8-19(13)15(21)11-5-3-7-17-11/h10-13,17H,3-9H2,1-2H3,(H,18,20)(H,22,23)/t11-,12-,13-/m0/s1 InChIKey=CGSOWZUPLOKYOR-AVGNSLFASA-N Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 8652)
Evidence 3 Activity

Activity

Blood-Brain Barrier

Assay & Model

in vitro model of the human BBB
Origin/Source

Source & Reference

NA
B3Pdb

Other

cerebral microvascular endothelial cell line (hCMEC/D3)
Evidence 4 Activity

Activity

Blood-Brain Barrier
0.0003 mL/(g x min)

Assay & Model

Origin/Source
Unidirectional influx rate constant

Source & Reference

NA
B3Pdb

Other

Chemically synthesized
Intravenous
Permeability
H3/C14
Evidence 5 Activity

Activity

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

Source & Reference

iDPPIV
Lafarga T., O’Connor P., Hayes M.
Identification of novel dipeptidyl peptidase-IV and angiotensin-I-converting enzyme inhibitory peptides from meat proteins using in silico analysis. Peptides 59, 53-62, 2014
2014
Journal

Other

3
BIOPEP-UWM database of bioactive peptides SMILES: N1[C@@]([H])(CCC1)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CC(C)C)C(=O)O InChI=1S/C16H27N3O4/c1-10(2)9-12(16(22)23)18-14(20)13-6-4-8-19(13)15(21)11-5-3-7-17-11/h10-13,17H,3-9H2,1-2H3,(H,18,20)(H,22,23)/t11-,12-,13-/m0/s1 InChIKey=CGSOWZUPLOKYOR-AVGNSLFASA-N Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02-001) according to the AHTPDB database the BindingDB database the BIOPEP-UWM database of bioactive peptides (ID 9908) the ChEMBL database the EROP-Moscow database the PubChem database
Additional Detail Fields 2 fields
Intravenous
3