TPDB

3D PDB MODEL

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TPDB ID TPDB00065

Peptide_Name

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

Activity

ACE inhibitors Antibacterial Antihypertensive Antioxidant Umami iDPPIV

Activity_category_statistics

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

Database_Source

Peptipedia 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, Antibacterial, Antihypertensive, and other sources) peptide sequence curated from Peptipedia, AHTPDB, AHTpin, and other sources, with an available 3D structural model.

Sequence

AH

FASTA

>TPDB00065|ACE inhibitors;Antibacterial;Antihypertensive;Antioxidant;Umami;iDPPIV|length=2
AH

Formula C9H14N4O3

Absent Amino Acids RNDCEQGILKMFPSTWYV

Common Amino Acids AH

Mass 226.24

PI 7.85

Basic Residues 1

Acidic Residues 0

Hydrophobic Residues 1

Net Charge +0

Boman Index 0.79

Hydrophobicity -0.700

Aliphatic Index 50.00

Half Life

Mammalian: 4.4 hour Yeast: >20 hour E.coli: >10 hour

Extinction Coefficient Cystines 0

Absorbance 280nm 0.00

Polar Residues 0

number

1

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

0

S

0

T

0

W

0

Y

0

V

Amino Acid Distribution

A: 1 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: 0 W: 0 Y: 0 V: 0

Length

2

Formula

C9H14N4O3

Mass

226.24

PI

7.85

Net Charge

+0

Boman Index

0.79

Hydrophobicity

-0.700

Chemical_Mass

226.2319

Isoelectric_Point

7.79

Monoisotopic_Mass

226.1063

Net_Charge

0.00

SMILES

N[C@@]([H])(C)C(=O)N[C@@]([H])(CC1=CN=C-N1)C(=O)O

Theoretical_Mass

226.23 Da

Evidence 1 Activity

Activity

Activity Endpoint IC50

Detail Source Activity ACE inhibitors

Activity Measurement 9000.00 µM

Function Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001)

Detail Activity ACE inhibitor

Activity Code ah

Source & Reference

Database Source NA

Authors van Platerink C. J., Janssen H.-G. M., Haverkamp J.

Title

Application of at-line two-dimensional liquid chromatography-mass spectrometry for identification of small hydrophilic angiotensin I-inhibiting peptides in milk hydrolysates. Anal. Bioanal. Chem., 2008, 391, 299-307.

Year 2008

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@@H](C)C(=O)N[C@@H](CC1=C[N]([H])C=N1)C(=O)O InChI=1S/C9H14N4O3/c1-5(10)8(14)13-7(9(15)16)2-6-3-11-4-12-6/h3-5,7H,2,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,7-/m0/s1 InChIKey=XZWXFWBHYRFLEF-FSPLSTOPSA-N IC50 according to: Wang Z., Zhang S., Jin H., Wang W., Huo J., Zhou L., Wang Y., Feng F., Zhang L., 2011, Angiotensin-I-converting enzyme inhibitory peptides: Chemical feature based pharmacophore generation. Eur. J. Med. Chem., 46, 3428-3433 Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the the BIOPEP-UWM database of bioactive peptides (ID 8761) Antioxidative peptide according to the the BIOPEP-UWM database of bioactive peptides (ID 7886) the EROP-Moscow database Umami peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 522) Sour peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 523)

Evidence 2 Activity

Activity

Activity Endpoint IC50

Detail Source Activity Antihypertensive

Activity Measurement 9000.00 µM

Function Inhibitor of Angiotensin-converting enzyme (EC 3.4.15.1) (MEROPS ID: M02-001)

Detail Activity ACE inhibitor

Activity Code ah

Source & Reference

Database Source AHTPDB

Authors van Platerink C. J., Janssen H.-G. M., Haverkamp J.

Title

Application of at-line two-dimensional liquid chromatography-mass spectrometry for identification of small hydrophilic angiotensin I-inhibiting peptides in milk hydrolysates. Anal. Bioanal. Chem., 2008, 391, 299-307.

Year 2008

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)C(=O)N[C@@H](CC1=C[N]([H])C=N1)C(=O)O InChI=1S/C9H14N4O3/c1-5(10)8(14)13-7(9(15)16)2-6-3-11-4-12-6/h3-5,7H,2,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,7-/m0/s1 InChIKey=XZWXFWBHYRFLEF-FSPLSTOPSA-N IC50 according to: Wang Z., Zhang S., Jin H., Wang W., Huo J., Zhou L., Wang Y., Feng F., Zhang L., 2011, Angiotensin-I-converting enzyme inhibitory peptides: Chemical feature based pharmacophore generation. Eur. J. Med. Chem., 46, 3428-3433 Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to the the BIOPEP-UWM database of bioactive peptides (ID 8761) Antioxidative peptide according to the the BIOPEP-UWM database of bioactive peptides (ID 7886) the EROP-Moscow database Umami peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 522) Sour peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 523)

Evidence 3 Activity

Activity

Main Bioactivity Antioxidative activity

Other Bioactivity ACE-inhibitory activity

Activity Raw

This peptide yielded antioxidative activity against linoleic acid in an aqueous system at pH 7.0 (data not shown).

Cytotoxicity Raw

Literature report: N.D Prediction: ToxinPred

Detail Source Activity Antioxidant

Assay & Model

Antioxidant Assay linoleic acid peroxidation

Preparation Method Enzymatic hydrolysis

Enzyme or Starter Culture

Hydrolyzed with Amano S (from Bacillus subtilis)

Source & Reference

Database Source AODB

Primary Literature

Tsuge, N., Eikawa, Y., Nomura, Y., Yamamoto, M., Sugisawa, K. Antioxidative Activity of Peptides Prepared by Enzymatic Hydrolysis of Egg-white Albumin. Journal of the agricultural chemical society of Japan. 1991, 65, 1635-41.

DOI 10.1271/nogeikagaku1924.65.1635

Other Literature

[1] Chen H M, Muramoto K, Yamauchi F. Structural Analysis of Antioxidative Peptides from Soybean. beta.-Conglycinin[J]. J.agric.food Chem, 1995, 43(3):574-578.

PubDate 1991

Source DFBP

Other

Peptide Type Native peptide

Classification Animal

Organism Source Egg

Precursor Protein Egg white albumin

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: N[C@@H](C)C(=O)N[C@@H](CC1=C[N]([H])C=N1)C(=O)O InChI=1S/C9H14N4O3/c1-5(10)8(14)13-7(9(15)16)2-6-3-11-4-12-6/h3-5,7H,2,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t5-,7-/m0/s1 InChIKey=XZWXFWBHYRFLEF-FSPLSTOPSA-N 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 7835) the ChEMBL database Antioxidative peptide according to the the BIOPEP-UWM database of bioactive peptides (ID 7886) the EROP-Moscow database Umami peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 522) Sour peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 523)

Number_of_Residues

2