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Peptide record

TPDB00643

ACE inhibitor from Alaskan pollack skin dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Gly-Pro Hypotensive peptide ACE inhibitors Antibacterial Anticancer Antifungal Antihypertensive Antioxidant Antiviral Bitter Blood-Brain Barrier Toxicity iDPPIV standard
2 amino acids
Basic Information
3D PDB MODEL
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TPDB00643
ACE inhibitor from Alaskan pollack skin dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Gly-Pro Hypotensive peptide
ACE inhibitors Antibacterial Anticancer Antifungal Antihypertensive Antioxidant Antiviral Bitter Blood-Brain Barrier Toxicity iDPPIV
Anti-infective peptides Cardiometabolic peptides Cancer-related peptides Toxicity and safety peptides Delivery and barrier-penetrating peptides Food sensory peptides Functional / health-promoting peptides
Peptipedia CAFPdb dbAMP AHTPDB AHTpin AODB Multi-AOP Tastepeptides-Meta 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
GP
Physicochemical Analysis
C7H12N2O3
ARNDCEQHILKMFSTWYV
GP
172.18
6.02
0
0
0
-0
0.46
-1.000
0.00
Mammalian: 30 hour Yeast: >20 hour E.coli: >10 hour
0
0.00
0
Residue Composition
number
0
A
0
R
0
N
0
D
0
C
0
E
0
Q
1
G
0
H
0
I
0
L
0
K
0
M
0
F
1
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: 1 H: 0 I: 0 L: 0 K: 0 M: 0 F: 0 P: 1 S: 0 T: 0 W: 0 Y: 0 V: 0
Chemical Descriptors
2
C7H12N2O3
172.18
6.02
-0
0.46
-1.000
172.1813
Linear
172.0845
Similarity
Gly-Pro
Evidence Records 9 records
Evidence 1 Activity

Activity

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

Source & Reference

NA
Byun H.-G., Kim S.-K.
Structure and activity of angiotensin I-converting enzyme inhibitory peptides derived from Alaskan pollack skin. Bioch. Mol. Biol., 35, 2, 239-243, 2002
2002
Journal

Other

2
BIOPEP-UWM database of bioactive peptides SMILES: C1C[C@H](N(C1)C(=O)CN)C(=O)O InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1 InChIKey: KZNQNBZMBZJQJO-YFKPBYRVSA-N Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001 Another value of peptide IC50 (EC50) = 450 uM Meisel H., Walsh D. J., Murray B., FitzGerald R. J., 2006. ACE inhibitory peptides. In: Nutraceultical Proteins and Peptides in Health and Disease. Taylor and Francis Group, Boca Raton, London, New York, 269-315. Another value of peptide IC50 (EC50) = 360 uM Ichimura T., Yamanaka A., Otsuka T., Yamashita E., Maruyama S., 2009, Antihypertensive effect of enzymatic hydrolysate of collagen and Gly-Pro in spontaeously hypertensive rats. Biosci. Biotech. Biochem., 73, 2317-2319 Reveals activity in vivo in spontaneously hypertensive rats. Ichimura T., Yamanaka A., Otsuka T., Yamashita E., Maruyama S., 2009, Antihypertensive effect of enzymatic hydrolysate of collagen and Gly-Pro in spontaeously hypertensive rats. Biosci. Biotech. Biochem., 73, 2317-2319 Inhibitor of dipeptidyl peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 3169) Antithrombotic peptide according to the BIOPEP-UWM database of bioactive peptides (ID 3283) Inhibitor of prolyl endopeptidase (EC 3.4.21.26) (MEROPS ID: S09.001) according to the BIOPEP-UWM database of bioactive peptides (ID 3461) Regulator of the stomach mucosal membrane activity according to the BIOPEP-UWM database of bioactive peptides (ID 2753) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids, the ChEMBL database the EROP-Moscow database (ID E03695), the PubChem database
Evidence 2 Activity

Activity

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

Source & Reference

AHTPDB
Byun H.-G., Kim S.-K.
Structure and activity of angiotensin I-converting enzyme inhibitory peptides derived from Alaskan pollack skin. Bioch. Mol. Biol., 35, 2, 239-243, 2002
2002
Journal

Other

Source Activity Label Source Definition
Antihypertensive
AHTPDB manually curated experimentally validated antihypertensive peptide annotation.
2
BIOPEP-UWM database of bioactive peptides SMILES: C1C[C@H](N(C1)C(=O)CN)C(=O)O InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1 InChIKey: KZNQNBZMBZJQJO-YFKPBYRVSA-N Information concerning Angiotensin-Converting Enzyme (ACE) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: M02-001 Another value of peptide IC50 (EC50) = 450 uM Meisel H., Walsh D. J., Murray B., FitzGerald R. J., 2006. ACE inhibitory peptides. In: Nutraceultical Proteins and Peptides in Health and Disease. Taylor and Francis Group, Boca Raton, London, New York, 269-315. Another value of peptide IC50 (EC50) = 360 uM Ichimura T., Yamanaka A., Otsuka T., Yamashita E., Maruyama S., 2009, Antihypertensive effect of enzymatic hydrolysate of collagen and Gly-Pro in spontaeously hypertensive rats. Biosci. Biotech. Biochem., 73, 2317-2319 Reveals activity in vivo in spontaneously hypertensive rats. Ichimura T., Yamanaka A., Otsuka T., Yamashita E., Maruyama S., 2009, Antihypertensive effect of enzymatic hydrolysate of collagen and Gly-Pro in spontaeously hypertensive rats. Biosci. Biotech. Biochem., 73, 2317-2319 Inhibitor of dipeptidyl peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP-UWM database of bioactive peptides (ID 3169) Antithrombotic peptide according to the BIOPEP-UWM database of bioactive peptides (ID 3283) Inhibitor of prolyl endopeptidase (EC 3.4.21.26) (MEROPS ID: S09.001) according to the BIOPEP-UWM database of bioactive peptides (ID 3461) Regulator of the stomach mucosal membrane activity according to the BIOPEP-UWM database of bioactive peptides (ID 2753) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids, the ChEMBL database the EROP-Moscow database (ID E03695), the PubChem database
Evidence 3 Activity

Activity

EC50
Antihypertensive
0.00 µM
Lowering blood pressure in rats
hypotensive
hyp

Source & Reference

AHTPDB
Ichimura T., Yamanaka A., Otsuka T., Yamashita E., Maruyama S.
Antihypertensive effect of enzymatic hydrolysate of collagen and Gly-Pro in spontaeously hypertensive rats. Biosci. Biotech. Biochem., 73, 2317-2319, 2009
2009
Journal

Other

2
BIOPEP-UWM database of bioactive peptides SMILES: C1C[C@H](N(C1)C(=O)CN)C(=O)O InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1 InChIKey: KZNQNBZMBZJQJO-YFKPBYRVSA-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 3169) Antithrombotic peptide according to the BIOPEP-UWM database of bioactive peptides (ID 3283) Inhibitor of prolyl endopeptidase (EC 3.4.21.26) (MEROPS ID: S09.001) according to the BIOPEP-UWM database of bioactive peptides (ID 3461) Regulator of the stomach mucosal membrane activity according to the BIOPEP-UWM database of bioactive peptides (ID 2753) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids, the ChEMBL database the EROP-Moscow database (ID E03695), the PubChem database
Evidence 4 Activity

Activity

Antioxidative activity
Antioxidant

Source & Reference

AODB
DFBP
Evidence 5 Activity

Activity

Blood-Brain Barrier
0.00349 mL/(g x min)

Assay & Model

Origin/Source
Unidirectional flux rate constant

Source & Reference

NA
B3Pdb

Other

Chemically synthesized
in situ brain perfusion
Permeability
Evidence 6 Activity

Activity

Blood-Brain Barrier
10.9

Assay & Model

Origin/Source
Brain/perfusate ratio

Source & Reference

NA
B3Pdb

Other

Chemically synthesized
in situ brain perfusion
Permeability
Evidence 7 Activity

Activity

IC50
Toxicity
0.45±0.12 µM
Cytotoxic
IC50 | 0.45±0.12 | µM | target cell: Mouse fibroblasts BALB/3T3

Target

Mouse fibroblasts BALB/3T3

Source & Reference

NA
DBAASP
Synthesis and biological evaluation of new amino acid and dipeptide derivatives of neocryptolepine as anticancer agents. | J Med Chem | 2012
Evidence 8 Activity

Activity

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

Target

erythrocytes

Source & Reference

NA
DRAMP
J Med Chem. 2012 Jun 14 55(11):5077-87.
Evidence 9 Activity

Activity

IC50
iDPPIV
9690.00 µM
Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003)
dipeptidyl peptidase IV inhibitor
dpp

Source & Reference

iDPPIV
Gallego M., Aristoy M.-C., Toldrá F.
Post-proline cleaving enzyme and post-proline dipeptidyl aminopeptidase: comparison of two peptidases with high specificity for proline residues. J. Biol. Chem., 253, 3708-3716, 1978
2014
Journal

Other

2
BIOPEP-UWM database of bioactive peptides SMILES: C1C[C@H](N(C1)C(=O)CN)C(=O)O InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1 InChIKey: KZNQNBZMBZJQJO-YFKPBYRVSA-N Information concerning Dipeptidyl Peptidase IV (synonym: Dipeptidyl Aminopeptidase IV) (EC 3.4.14.5) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: S09.003 Inhibitor of angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001) according to the AHTPDB database the BIOPEP-UWM database of bioactive peptides (ID 7512), the ChEMBL database, the EROP-Moscow database (ID E09223), the MBPDB database the PubChem database Antithrombotic peptide according to the BIOPEP-UWM database of bioactive peptides (ID 3283) Inhibitor of prolyl endopeptidase (EC 3.4.21.26) (MEROPS ID: S09.001) according to the BIOPEP-UWM database of bioactive peptides (ID 3461) Regulator of the stomach mucosal membrane activity according to the BIOPEP-UWM database of bioactive peptides (ID 2753) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids, the ChEMBL database the EROP-Moscow database (ID E03695), the PubChem database InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1 InChIKey: KZNQNBZMBZJQJO-YFKPBYRVSA-N Information concerning Dipeptidyl Peptidase IV (synonym: Dipeptidyl Aminopeptidase IV) (EC 3.4.14.5) is available in MEROPS database of proteolytic enzymes (http://merops.sanger.ac.uk/) ID: S09.003 Inhibitor of angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: XM02-001) according to AHTPDB database BIOPEP database of bioactive peptides (ID 7512), EROP-Moscow database (ID E09223) Antithrombotic peptide according to BIOPEP database of bioactive peptides (ID 3283) Inhibitor of prolyl endopeptidase (EC 3.4.21.26) (MEROPS ID: S09.001) according to BIOPEP database of bioactive peptides (ID 3461) Regulator of the stomach mucosal membrane activity according to BIOPEP database of bioactive peptides (ID 2753) Bitter peptide according to BIOPEP database of sensory peptides and amino acids, EROP-Moscow database (ID E03695).
Additional Detail Fields 2 fields
in situ brain perfusion
2