TPDB

3D PDB MODEL

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TPDB ID TPDB47526

Peptide_Name

ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) Hypotensive peptide

Activity

ACE inhibitors Antihypertensive Bitter Neuropeptide iDPPIV

Activity_category_statistics

Cardiometabolic peptides Neuroactive peptides Food sensory peptides

Database_Source

FermFooDB Peptipedia AHTPDB AHTpin Tastepeptides-Meta iDPPIV

Sequence_Type

standard

Has_Modification No

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

Sequence

IW

FASTA

>TPDB47526|ACE inhibitors;Antihypertensive;Bitter;Neuropeptide;iDPPIV|length=2
IW

Formula C17H23N3O3

Absent Amino Acids ARNDCEQGHLKMFPSTYV

Common Amino Acids IW

Mass 317.39

PI 6.02

Basic Residues 0

Acidic Residues 0

Hydrophobic Residues 2

Net Charge -0

Boman Index -2.16

Hydrophobicity 1.800

Aliphatic Index 195.00

Half Life

Mammalian: 20 hour Yeast: 30 min E.coli: >10 hour

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

1

I

0

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: 1 L: 0 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

-2.16

Hydrophobicity

1.800

Chemical_Mass

317.3819

Monoisotopic_Mass

317.1734

Evidence 1 Activity

Activity

Activity Endpoint IC50

Detail Source Activity ACE inhibitors

Activity Measurement 4.70 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 Ono S., Hosokawa M., Miyashita K., Takahashi K.

Title

Isolation of peptides with angiotensin I-converting enzyme inhibitory effect derived from hydrolysate of upstream chum salmon muscle. J. Food Sci., 68, 1611-1614, 2003

Year 2003

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: CC[C@H](C)[C@H](N)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O InChI=1S/C17H23N3O3/c1-3-10(2)15(18)16(21)20-14(17(22)23)8-11-9-19-13-7-5-4-6-12(11)13/h4-7,9-10,14-15,19H,3,8,18H2,1-2H3,(H,20,21)(H,22,23)/t10-,14-,15-/m0/s1 InChIKey: BVRPESWOSNFUCJ-LKTVYLICSA-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)=2.00 uM Loponen J., 2004, Angiotensin converting enzyme inhibitory peptides in Finnish cereals: a database survey. Agric. Food Sci., 13, 39-45. Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to BIOPEP-UWM database of bioactive peptides (ID 8807) Inhibitor of Xanthine oxidase (EC 1.17.3.2) according to EROP-Moscow database Neuropeptide BNC210 according to ChemSpider database EROP-Moscow database Wikipedia Bitter peptide according to BIOPEP-UWM database of sensory peptides and amino acids ChEMBL database

Evidence 2 Activity

Activity

Activity Endpoint IC50

Detail Source Activity Antihypertensive

Activity Measurement 4.70 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 Ono S., Hosokawa M., Miyashita K., Takahashi K.

Title

Isolation of peptides with angiotensin I-converting enzyme inhibitory effect derived from hydrolysate of upstream chum salmon muscle. J. Food Sci., 68, 1611-1614, 2003

Year 2003

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: CC[C@H](C)[C@H](N)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O InChI=1S/C17H23N3O3/c1-3-10(2)15(18)16(21)20-14(17(22)23)8-11-9-19-13-7-5-4-6-12(11)13/h4-7,9-10,14-15,19H,3,8,18H2,1-2H3,(H,20,21)(H,22,23)/t10-,14-,15-/m0/s1 InChIKey: BVRPESWOSNFUCJ-LKTVYLICSA-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)=2.00 uM Loponen J., 2004, Angiotensin converting enzyme inhibitory peptides in Finnish cereals: a database survey. Agric. Food Sci., 13, 39-45. Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to BIOPEP-UWM database of bioactive peptides (ID 8807) Inhibitor of Xanthine oxidase (EC 1.17.3.2) according to EROP-Moscow database Neuropeptide BNC210 according to ChemSpider database EROP-Moscow database Wikipedia Bitter peptide according to BIOPEP-UWM database of sensory peptides and amino acids ChEMBL database

Evidence 3 Activity

Activity

Activity Endpoint EC50

Detail Source Activity Antihypertensive

Activity Measurement 0.00 µM

Function Lowering blood pressure in rats

Detail Activity hypotensive

Activity Code hyp

Source & Reference

Database Source AHTPDB FermFooDB

Authors Sato M., Hosokawa T., Yamaguchi T., Nakano T., Muramoto K., Kahara T., Funayama K., Kobayashi A., Nakano T.

Title

Angiotensin I-converting enzyme inhibitory peptides derived from wakame (Undaria pinnatifida) and their antihypertensive effect in spontaneously hypertensive rats. J. Agric. Food Chem., 50, 6245-6252, 2002

Year 2002

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: CC[C@H](C)[C@H](N)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O InChI=1S/C17H23N3O3/c1-3-10(2)15(18)16(21)20-14(17(22)23)8-11-9-19-13-7-5-4-6-12(11)13/h4-7,9-10,14-15,19H,3,8,18H2,1-2H3,(H,20,21)(H,22,23)/t10-,14-,15-/m0/s1 InChIKey=BVRPESWOSNFUCJ-LKTVYLICSA-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 7544) the ChEMBL database the EROP-Moscow database the SATPdb database Inhibitor of Xanthine oxidase (EC 1.17.3.2) according to the EROP-Moscow database Neuropeptide BNC210 according to the ChemSpider database the EROP-Moscow database the Wikipedia Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) accprding to the BIOPEP-UWM database of bioactive peptides (ID 8807) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids the ChEMBL database

Evidence 4 Activity

Activity

Activity Endpoint IC50

Detail Source Activity iDPPIV

Activity Measurement 0.00 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 Lan V. T. T., Ito K., Ohno M., Motoyama T., Ito S., Kawarasaki Y.

Title Analyzing a dipeptide library to identify human dipeptidyl peptidase IV inhibitor. Food Chemistry 175, 66-73, 2015

Year 2015

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: CC[C@H](C)[C@H](N)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O InChI=1S/C17H23N3O3/c1-3-10(2)15(18)16(21)20-14(17(22)23)8-11-9-19-13-7-5-4-6-12(11)13/h4-7,9-10,14-15,19H,3,8,18H2,1-2H3,(H,20,21)(H,22,23)/t10-,14-,15-/m0/s1 InChIKey=BVRPESWOSNFUCJ-LKTVYLICSA-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 7544) the ChEMBL database the EROP-Moscow database the SATPdb database Inhibitor of Xanthine oxidase (EC 1.17.3.2) according to the EROP-Moscow database Neuropeptide BNC210 according to the ChemSpider database the EROP-Moscow database the Wikipedia Hypotensive peptide according to the BIOPEP-UWM database of bioactive peptides the DFBP database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids the ChEMBL database

Number_of_Residues

2