TPDB

3D PDB MODEL

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TPDB ID TPDB02089

Peptide_Name

ACE inhibitor Dipeptidyl peptidase IV inhibitor (DPP IV inhibitor)

Activity

Antibacterial Anticancer Antifungal Antihypertensive Antioxidant Toxicity iDPPIV

Activity_category_statistics

Anti-infective peptides Cardiometabolic peptides Cancer-related peptides Toxicity and safety peptides Functional / health-promoting peptides

Database_Source

Peptipedia CancerPPD 2.0 CAFPdb dbAMP AHTPDB AHTpin AODB Multi-AOP iDPPIV

Sequence_Type

standard

Has_Modification No

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

Sequence

WP

FASTA

>TPDB02089|Antibacterial;Anticancer;Antifungal;Antihypertensive;Antioxidant;Toxicity;iDPPIV|length=2
WP

Formula C16H19N3O3

Absent Amino Acids ARNDCEQGHILKMFSTYV

Common Amino Acids PW

Mass 301.35

PI 6.02

Basic Residues 0

Acidic Residues 0

Hydrophobic Residues 1

Net Charge -0

Boman Index -1.40

Hydrophobicity -1.250

Aliphatic Index 0.00

Half Life

Mammalian: 2.8 hour Yeast: 3 min E.coli: 2 min

Extinction Coefficient Cystines 5500

Absorbance 280nm 1825.15

Polar Residues 0

number

0

A

0

R

0

N

0

D

0

C

0

E

0

Q

0

G

0

H

0

I

0

L

0

K

0

M

0

F

1

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

Length

2

Formula

C16H19N3O3

Mass

301.35

PI

6.02

Net Charge

-0

Boman Index

-1.40

Hydrophobicity

-1.250

Chemical_Mass

301.3396

Monoisotopic_Mass

301.1422

Evidence 1 Activity

Activity

Activity Endpoint IC50

Detail Source Activity Antihypertensive

Activity Measurement 217.00 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 Norris R., Casey F., FitzGerald R. J., Shields D., Mooney C.

Title Predictive modelling of angiotensin converting enzyme inhibitory dipeptides. Food Chem., 133, 1349-1354, 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](CC1=C[NH]C2=CC=CC=C12)C(=O)N1[C@@]([H])(CCC1)C(=O)O InChI=1S/C16H19N3O3/c17-12(15(20)19-7-3-6-14(19)16(21)22)8-10-9-18-13-5-2-1-4-11(10)13/h1-2,4-5,9,12,14,18H,3,6-8,17H2,(H,21,22)/t12-,14-/m0/s1 InChIKey=DXYQIGZZWYBXSD-JSGCOSHPSA-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 8504) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 341)

Evidence 2 Activity

Activity

Main Bioactivity Antioxidative activity

Detail Source Activity Antioxidant

Source & Reference

Database Source AODB

Source DFBP

Evidence 3 Activity

Activity

Detail Source Activity Toxicity

Toxicity Type Cytotoxic

Toxicity Raw

- | NA | target cell: Vero cells

Target

Target Cell Vero cells

Source & Reference

Database Source NA

Source Database DBAASP

Reference

Purification, structural elucidation and bioactivity of tryptophan containing diketopiperazines, from Comamonas testosteroni associated with a rhabditid entomopathogenic nematode against major human-pathogenic bacteria. | Peptides | 2014

Evidence 4 Activity

Activity

Detail Source Activity Toxicity

Toxicity Type Hemolytic Cytotoxic

Toxicity Raw

Hemolytic_activity: Not available | Cytotoxicity: Not available

Target

Target Cell erythrocytes

Source & Reference

Database Source NA

Source Database DRAMP

Reference

J Agric Food Chem. 2012 Apr 4 60(13):3424-31.

Evidence 5 Activity

Activity

Activity Endpoint IC50

Detail Source Activity iDPPIV

Activity Measurement 4530.00 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 defatted 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](CC1=C[NH]C2=CC=CC=C12)C(=O)N1[C@@]([H])(CCC1)C(=O)O InChI=1S/C16H19N3O3/c17-12(15(20)19-7-3-6-14(19)16(21)22)8-10-9-18-13-5-2-1-4-11(10)13/h1-2,4-5,9,12,14,18H,3,6-8,17H2,(H,21,22)/t12-,14-/m0/s1 InChIKey=DXYQIGZZWYBXSD-JSGCOSHPSA-N First reference containing DPPIV inhibitory activity: Yamada M., Okagaki C., Higashijima T., Tanaka S., Ohnuki T., Sugita T., 1998, A potent dipeptide inhibitor of dipeptidyl peptidase IV. Bioorg. Med. Chem. Lett., 8, 1537-1540 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 the EROP-Moscow database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 341)

Number_of_Residues

2