TPDB

3D PDB MODEL

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TPDB ID TPDB01196

Peptide_Name

ACE inhibitor from alphas1-CN dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Renin inhibitor

Activity

ACE inhibitors Anticancer Antihypertensive Antioxidant Antiparasitic Bitter iDPPIV

Activity_category_statistics

Anti-infective peptides Cardiometabolic peptides Cancer-related peptides Food sensory peptides Functional / health-promoting peptides

Database_Source

FermFooDB Peptipedia CancerPPD 2.0 SATPdb dbACP AHTPDB AHTpin AnOxPePred - 1.0 AODB Multi-AOP Tastepeptides-Meta iDPPIV

Sequence_Type

standard

Has_Modification No

Description A 2-aa standard natural multi-activity (ACE inhibitors, Anticancer, Antihypertensive, and other sources) peptide sequence curated from FermFooDB, Peptipedia, CancerPPD 2.0, and other sources, with an available 3D structural model.

Sequence

LW

FASTA

>TPDB01196|ACE inhibitors;Anticancer;Antihypertensive;Antioxidant;Antiparasitic;Bitter;iDPPIV|length=2
LW

Formula C17H23N3O3

Absent Amino Acids ARNDCEQGHIKMFPSTYV

Common Amino Acids LW

Mass 317.39

PI 6.02

Basic Residues 0

Acidic Residues 0

Hydrophobic Residues 2

Net Charge -0

Boman Index -2.41

Hydrophobicity 1.450

Aliphatic Index 195.00

Half Life

Mammalian: 5.5 hour Yeast: 3 min E.coli: 2 min

Extinction Coefficient Cystines 5500

Absorbance 280nm 1732.90

Polar Residues 0

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

0

P

0

S

0

T

1

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: 0 S: 0 T: 0 W: 1 Y: 0 V: 0

Length

2

Formula

C17H23N3O3

Mass

317.39

PI

6.02

Net Charge

-0

Boman Index

-2.41

Hydrophobicity

1.450

Chemical_Mass

317.3819

Monoisotopic_Mass

317.1734

Evidence 1 Activity

Activity

Activity Endpoint IC50

Detail Source Activity ACE inhibitors

Activity Measurement 50.00 µM

Function Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02-001)

Detail Activity ACE inhibitor

Activity Code ah

Source & Reference

Database Source FermFooDB

Authors Maruyama S., Mitachi H., Tanaka H., Tomizuka N., Suzuki H.

Title

Studies on the active site and antihypertensive activity of angiotensin I-converting enzyme inhibitors derived from casein. Agric. Biol. Chem., 51, 1581-1586, 1987

Year 1987

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@H](C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)CC(C)C InChI=1S/C17H23N3O3/c1-10(2)7-13(18)16(21)20-15(17(22)23)8-11-9-19-14-6-4-3-5-12(11)14/h3-6,9-10,13,15,19H,7-8,18H2,1-2H3,(H,20,21)(H,22,23)/t13-,15-/m0/s1 InChIKey: BQVUABVGYYSDCJ-ZFWWWQNUSA-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)=17.40 uM Ono S., Hosokawa M., Miyashita K., Takahashi K., 2003, Isolation of peptides with angiotensin I-converting enzyme inhibitory effect derived from hydrolysate of upstream chum salmon muscle. J. Food Sci., 68, 1611-1614 Peptide found in chum salmon muscle protein hydrolysate. Ono S., Hosokawa M., Miyashita K., Takahashi K., 2003, Isolation of peptides with angiotensin I-converting enzyme inhibitory effect derived from hydrolysate of upstream chum salmon muscle. J. Food Sci., 68, 1611-1614 Peptide found in amaranth protein hydrolysate: 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 Dipeptidyl-peptidase III (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides the BRENDA database Inhibitor of Dipeptidyl-peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP database of bioactive peptides (ID 8688) Inhibitor of Renin (EC 3.4.23.15) (MEROPS ID: A01.007) according to the BIOPEP database of bioactive peptides (ID 2832) the BRENDA database Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 8462) 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

Activity Endpoint EC50

Detail Source Activity Antihypertensive

Activity Measurement 0.00 µM

Function Inhibitor of Renin (EC 3.4.23.15) (MEROPS ID A01.007)

Detail Activity renin inhibitor

Activity Code ren

Source & Reference

Database Source AHTPDB FermFooDB

Authors Udenigwe C. Li H. Aluko R.

Title Quantitative structure-activity relationship modeling of renin-inhibiting dipeptides. Amino Acids, 42, 1379–1386, 2012

Year 2012

Literature Source Journal

Other

Source Activity Label	Source Definition
Antihypertensive	AHTPDB manually curated experimentally validated antihypertensive peptide annotation.

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@H](C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)CC(C)C InChI=1S/C17H23N3O3/c1-10(2)7-13(18)16(21)20-15(17(22)23)8-11-9-19-14-6-4-3-5-12(11)14/h3-6,9-10,13,15,19H,7-8,18H2,1-2H3,(H,20,21)(H,22,23)/t13-,15-/m0/s1 InChIKey: BQVUABVGYYSDCJ-ZFWWWQNUSA-N Inhibitor of Dipeptidyl-peptidase III (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9498) the BRENDA 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 8688) Inhibitor of Angiotensin-converting enzyme (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 3389) the BRENDA database the EROP-Moscow database Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 8462) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids the BitterDB database the ChEMBL database the PubChem database

Evidence 3 Activity

Activity

Activity Endpoint IC50

Detail Source Activity Antihypertensive

Activity Measurement 50.00 µM

Function Inhibitor of Angiotensin-Converting Enzyme (ACE) (EC 3.4.15.1) (MEROPS ID: M02-001)

Detail Activity ACE inhibitor

Activity Code ah

Source & Reference

Database Source AHTPDB FermFooDB

Authors Maruyama S., Mitachi H., Tanaka H., Tomizuka N., Suzuki H.

Title

Studies on the active site and antihypertensive activity of angiotensin I-converting enzyme inhibitors derived from casein. Agric. Biol. Chem., 51, 1581-1586, 1987

Year 1987

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@H](C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)CC(C)C InChI=1S/C17H23N3O3/c1-10(2)7-13(18)16(21)20-15(17(22)23)8-11-9-19-14-6-4-3-5-12(11)14/h3-6,9-10,13,15,19H,7-8,18H2,1-2H3,(H,20,21)(H,22,23)/t13-,15-/m0/s1 InChIKey: BQVUABVGYYSDCJ-ZFWWWQNUSA-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)=17.40 uM Ono S., Hosokawa M., Miyashita K., Takahashi K., 2003, Isolation of peptides with angiotensin I-converting enzyme inhibitory effect derived from hydrolysate of upstream chum salmon muscle. J. Food Sci., 68, 1611-1614 Peptide found in chum salmon muscle protein hydrolysate. Ono S., Hosokawa M., Miyashita K., Takahashi K., 2003, Isolation of peptides with angiotensin I-converting enzyme inhibitory effect derived from hydrolysate of upstream chum salmon muscle. J. Food Sci., 68, 1611-1614 Peptide found in amaranth protein hydrolysate: 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 Dipeptidyl-peptidase III (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides the BRENDA database Inhibitor of Dipeptidyl-peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the BIOPEP database of bioactive peptides (ID 8688) Inhibitor of Renin (EC 3.4.23.15) (MEROPS ID: A01.007) according to the BIOPEP database of bioactive peptides (ID 2832) the BRENDA database Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 8462) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids the BitterDB database the ChEMBL database the PubChem database

Evidence 4 Activity

Activity

Main Bioactivity Antioxidative activity

Detail Source Activity Antioxidant

Source & Reference

Database Source AODB FermFooDB

Source DFBP

Evidence 5 Activity

Activity

Activity Endpoint IC50

Detail Source Activity iDPPIV

Activity Measurement 993.40 µM

Function Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003)

Detail Activity dipeptidyl peptidase IV inhibitor

Activity Code dpp

Source & Reference

Database Source iDPPIV

Authors Nongonierma A. B., Mooney C., Shields D. C., FitzGerald R. J.

Title

In silico approaches to predict the potential of milk protein-derived peptides as dipeptidyl peptidase IV (DPP-IV) inhibitors. Peptides 57, 43-51, 2014

Year 2014

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@H](C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)CC(C)C InChI=1S/C17H23N3O3/c1-10(2)7-13(18)16(21)20-15(17(22)23)8-11-9-19-14-6-4-3-5-12(11)14/h3-6,9-10,13,15,19H,7-8,18H2,1-2H3,(H,20,21)(H,22,23)/t13-,15-/m0/s1 InChIKey: BQVUABVGYYSDCJ-ZFWWWQNUSA-N Peptide found in chum salmon muscle protein hydrolysate. Ono S., Hosokawa M., Miyashita K., Takahashi K., 2003, Isolation of peptides with angiotensin I-converting enzyme inhibitory effect derived from hydrolysate of upstream chum salmon muscle. J. Food Sci., 68, 1611-1614 Peptide found in amaranth protein hydrolysate: 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 Dipeptidyl-peptidase III (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9498) the BRENDA database Inhibitor of Angiotensin-converting enzyme (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 3389) the BRENDA database the EROP-Moscow database Inhibitor of Renin (EC 3.4.23.15) (MEROPS ID: A01.007) according to the BIOPEP-UWM database of bioactive peptides (ID 2832) the BRENDA database Antioxidative peptide according to the BIOPEP-UWM database of bioactive peptides (ID 8462) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids the BitterDB database the ChEMBL database the PubChem database

Number_of_Residues

2