TPDB

3D PDB MODEL

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TPDB ID TPDB47613

Peptide_Name

ACE inhibitor Dipeptidyl peptidase IV inhibitor (DPP IV inhibitor)

Activity

ACE inhibitors Antihypertensive Bitter iDPPIV

Activity_category_statistics

Cardiometabolic peptides Food sensory peptides

Database_Source

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 Peptipedia, AHTPDB, AHTpin, and other sources, with an available 3D structural model.

Sequence

IP

FASTA

>TPDB47613|ACE inhibitors;Antihypertensive;Bitter;iDPPIV|length=2
IP

Formula C11H20N2O3

Absent Amino Acids ARNDCEQGHLKMFSTWYV

Common Amino Acids IP

Mass 228.29

PI 6.02

Basic Residues 0

Acidic Residues 0

Hydrophobic Residues 1

Net Charge -0

Boman Index 0.14

Hydrophobicity 1.450

Aliphatic Index 195.00

Half Life

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

Extinction Coefficient Cystines 0

Absorbance 280nm 0.00

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

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: 0 H: 0 I: 1 L: 0 K: 0 M: 0 F: 0 P: 1 S: 0 T: 0 W: 0 Y: 0 V: 0

Length

2

Formula

C11H20N2O3

Mass

228.29

PI

6.02

Net Charge

-0

Boman Index

0.14

Hydrophobicity

1.450

Chemical_Mass

228.2873

Monoisotopic_Mass

228.1469

Evidence 1 Activity

Activity

Activity Endpoint IC50

Detail Source Activity ACE inhibitors

Activity Measurement 130.00 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 NA

Authors Cheung H.-S., Wang F.-L., Ondetti M. A., Sabo E. F., Cushman D. W.

Title Binding of peptide substrates and inhibitors of angiotensin-converting enzyme. J. Biol. Chem., 255, 401-407, 1980

Year 1980

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@@]([H])([C@]([H])(CC)C)C(=O)N1[C@@]([H])(CCC1)C(=O)O InChI=1S/C11H20N2O3/c1-3-7(2)9(12)10(14)13-6-4-5-8(13)11(15)16/h7-9H,3-6,12H2,1-2H3,(H,15,16)/t7-,8-,9-/m0/s1 InChIKey=BBIXOODYWPFNDT-CIUDSAMLSA-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 8501) the BRENDA database the EROP-Moscow database the MBPDB database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 489) the ChEMBL database the EROP-Moscow database

Evidence 2 Activity

Activity

Activity Endpoint IC50

Detail Source Activity Antihypertensive

Activity Measurement 130.00 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

Authors Cheung H.-S., Wang F.-L., Ondetti M. A., Sabo E. F., Cushman D. W.

Title Binding of peptide substrates and inhibitors of angiotensin-converting enzyme. J. Biol. Chem., 255, 401-407, 1980

Year 1980

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@]([H])(CC)C)C(=O)N1[C@@]([H])(CCC1)C(=O)O InChI=1S/C11H20N2O3/c1-3-7(2)9(12)10(14)13-6-4-5-8(13)11(15)16/h7-9H,3-6,12H2,1-2H3,(H,15,16)/t7-,8-,9-/m0/s1 InChIKey=BBIXOODYWPFNDT-CIUDSAMLSA-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 8501) the BRENDA database the EROP-Moscow database the MBPDB database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 489) the ChEMBL database the EROP-Moscow database

Evidence 3 Activity

Activity

Activity Endpoint IC50

Detail Source Activity iDPPIV

Activity Measurement 410.00 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 Hatanaka T., Inoue Y., Arima J., Kumagai Y., Usuki H., Kawakami K., Kimura M., Mukaihara T.

Title Production of dipeptidyl peptidase IV inhibitory peptides from defated rice bran. Food Chem., 134, 797-802, 2012

Year 2012

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@@]([H])([C@]([H])(CC)C)C(=O)N1[C@@]([H])(CCC1)C(=O)O InChI=1S/C11H20N2O3/c1-3-7(2)9(12)10(14)13-6-4-5-8(13)11(15)16/h7-9H,3-6,12H2,1-2H3,(H,15,16)/t7-,8-,9-/m0/s1 InChIKey=BBIXOODYWPFNDT-CIUDSAMLSA-N Alternative IC50 value 149,6 micromoles: Nongonierma A. B., FitzGerald R. J. 2013, Inhibition of dipeptidyl peptidase IV (DPP-IV) by proline containing casein-derived peptides. J. Funct. Foods, 5, 1909-1917 Another reference concerning peptide: Stöckel-Maschek A., Stiebitz B., Faust J., Born I., Kähne T., Gorrell M. D., Neubert K., 2003, Different inhibition mechanisms of dipeptidyl peptidase IV by tryptophan containing peptides and amides. Adv. Exp. Med. Biol., 524, 69-72 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 7581) the ChEMBL database the EROP-Moscow database the MBPDB database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 489) the ChEMBL database the EROP-Moscow database

Number_of_Residues

2