TPDB

3D PDB MODEL

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TPDB ID TPDB00476

Peptide_Name

ACE inhibitor dipeptidyl peptidase IV inhibitor (DPP IV inhibitor) oligopeptide Phenylalanine-leucine (FL)

Activity

ACE inhibitors Antihypertensive Antioxidant Bitter iDPPIV Selfassembly

Activity_category_statistics

Cardiometabolic peptides Food sensory peptides Functional / health-promoting peptides Self-assembling and biomaterial peptides

Database_Source

Peptipedia AHTPDB AHTpin AODB Multi-AOP Tastepeptides-Meta iDPPIV SAPdb

Sequence_Type

standard

Has_Modification No

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

Sequence

FL

FASTA

>TPDB00476|ACE inhibitors;Antihypertensive;Antioxidant;Bitter;iDPPIV;Selfassembly|length=2
FL

Formula C15H22N2O3

Absent Amino Acids ARNDCEQGHIKMPSTWYV

Common Amino Acids LF

Mass 278.35

PI 6.02

Basic Residues 0

Acidic Residues 0

Hydrophobic Residues 2

Net Charge -0

Boman Index -1.69

Hydrophobicity 3.300

Aliphatic Index 195.00

Half Life

Mammalian: 1.1 hour Yeast: 3 min E.coli: 2 min

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

0

I

1

L

0

K

0

M

1

F

0

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

Length

2

Formula

C15H22N2O3

Mass

278.35

PI

6.02

Net Charge

-0

Boman Index

-1.69

Hydrophobicity

3.300

Chemical_Mass

278.3459

Monoisotopic_Mass

278.1625

Record 1 Selfassembly

Source

PMID 30892363

DOI 10.1016/j.compbiomed.2021.104391

Title

SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Activity Endpoint Nanostructure formation

Nanostructure supramolecular complexes

Assembly Trigger pH: 7 temperature: Room temperature solvent: sodium pHospHate buffer concentration: 10mM

Source Annotation

Selfassembly; Nanostructure=supramolecular complexes; Trigger=pH: 7; temperature: Room temperature; solvent: sodium pHospHate buffer; concentration: 10mM

Source Activity Label Selfassembly

Record 2 Selfassembly

Source

PMID 27841381

DOI 10.1016/j.compbiomed.2021.104391

Title

SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Self-Assembly

Activity Endpoint Nanostructure formation

Nanostructure Nanoparticles

Source Annotation Selfassembly; Nanostructure=Nanoparticles

Assembly Evidence TEM and SEM

Source Activity Label Selfassembly

Evidence 1 Activity

Activity

Activity Endpoint IC50

Detail Source Activity ACE inhibitors

Activity Measurement 13.60 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 Ono S., Hosokawa M., Miyashita K., Takahashi K.

Title

Inhibition properties of dipeptides from salmon muscle hydrolysate on angiotensin I-converting enzyme. Int. J. Food Sci. Technol., 41, 383-386, 2006

Year 2006

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@@H](CC1=CC=C(C=C1))C(=O)N[C@@]([H])(CC(C)C)C(=O)O InChI=1S/C15H22N2O3/c1-10(2)8-13(15(19)20)17-14(18)12(16)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20)/t12-,13-/m0/s1 InChIKey=RFCVXVPWSPOMFJ-STQMWFEESA-N Anxiolytic peptide according to the BIOPEP-UWM database of bioactive peptides Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to BIOPEP-UWM database of bioactive peptides the EROP-Moscow database Inhibitor of pseudolysin (EC 3.4.24.26) (MEROPS ID: M04.005) according to the BRENDA database Inhibitor of Aminopeptidase B (EC 3.4.11.6) (MEROPS ID: M01.014) according to the BindingDB database the ChEMBL database Inhibitor of Membrane alanyl aminopeptidase (EC 3.4.11.2) (MEROPS ID: M01.001 (another names: aminopeptidase M aminopeptidase N) according to the BindingDB database the ChEMBL database Inhibitor of Neprilysin (EC 3.4.24.11) (MEROPS ID: M13.001) according to the BindingDB database the ChEMBL database Inhibitor of Dipeptidyl peptidase-III (DPP-III) (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9505) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 42) the BitterDB database the ChEMBL database the PubChem database

Evidence 2 Activity

Activity

Activity Endpoint IC50

Detail Source Activity Antihypertensive

Activity Measurement 13.60 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 Ono S., Hosokawa M., Miyashita K., Takahashi K.

Title

Inhibition properties of dipeptides from salmon muscle hydrolysate on angiotensin I-converting enzyme. Int. J. Food Sci. Technol., 41, 383-386, 2006

Year 2006

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=CC=C(C=C1))C(=O)N[C@@]([H])(CC(C)C)C(=O)O InChI=1S/C15H22N2O3/c1-10(2)8-13(15(19)20)17-14(18)12(16)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20)/t12-,13-/m0/s1 InChIKey=RFCVXVPWSPOMFJ-STQMWFEESA-N Anxiolytic peptide according to the BIOPEP-UWM database of bioactive peptides Inhibitor of Dipeptidyl Peptidase IV (EC 3.4.14.5) (MEROPS ID: S09.003) according to BIOPEP-UWM database of bioactive peptides the EROP-Moscow database Inhibitor of pseudolysin (EC 3.4.24.26) (MEROPS ID: M04.005) according to the BRENDA database Inhibitor of Aminopeptidase B (EC 3.4.11.6) (MEROPS ID: M01.014) according to the BindingDB database the ChEMBL database Inhibitor of Membrane alanyl aminopeptidase (EC 3.4.11.2) (MEROPS ID: M01.001 (another names: aminopeptidase M aminopeptidase N) according to the BindingDB database the ChEMBL database Inhibitor of Neprilysin (EC 3.4.24.11) (MEROPS ID: M13.001) according to the BindingDB database the ChEMBL database Inhibitor of Dipeptidyl peptidase-III (DPP-III) (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9505) Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 42) the BitterDB database the ChEMBL database the PubChem database

Evidence 3 Activity

Activity

Main Bioactivity Antioxidative activity

Detail Source Activity Antioxidant

Source & Reference

Database Source AODB

Source DFBP

Evidence 4 Activity

Activity

Activity Endpoint IC50

Detail Source Activity iDPPIV

Activity Measurement 399.58 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

Inhibition of dipeptidyl peptidase IV and xanthine oxidase by amino acids and dipeptides. Food Chemistry, 141, 644-653, 2013

Year 2013

Literature Source Journal

Other

Number of Residues 2

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)N InChI=1S/C15H22N2O3/c1-10(2)8-13(15(19)20)17-14(18)12(16)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,16H2,1-2H3,(H,17,18)(H,19,20)/t12-,13-/m0/s1 InChIKey: RFCVXVPWSPOMFJ-STQMWFEESA-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 BRENDA database the EROP-Moscow database the PubChem database Inhibitor of Dipeptidyl Deptidase III (EC 3.4.14.4) (MEROPS ID: M49.001) according to the BIOPEP-UWM database of bioactive peptides (ID 9502) the BRENDA database Inhibitor of pseudolysin (EC 3.4.24.26) (MEROPS ID: M04.005) according to the BRENDA database Inhibitor of Aminopeptidase B (EC 3.4.11.6) (MEROPS ID: M01.014) according to the BindingDB database the ChEMBL database Inhibitor of Membrane alanyl aminopeptidase (EC 3.4.11.2) (MEROPS ID: M01.001 (another names: aminopeptidase M aminopeptidase N) according to the BindingDB database the ChEMBL database Inhibitor of Neprilysin (EC 3.4.24.11) (MEROPS ID: M13.001) according to the BindingDB database the ChEMBL database Bitter peptide according to the BIOPEP database of sensory peptides and amino acids (ID 42) the BitterDB database the ChEMBL database the PubChem database

Evidence 5 Selfassembly

Activity

Activity Endpoint Nanostructure formation

Activity Raw

Selfassembly Nanostructure=supramolecular complexes Trigger=pH: 7 temperature: Room temperature solvent: sodium pHospHate buffer concentration: 10mM

Detail Activity supramolecular complexes

Source & Reference

Database Source SAPdb

DOI 10.1016/j.compbiomed.2021.104391

Other

Modification None specified

Assembly Trigger pH: 7 temperature: Room temperature solvent: sodium pHospHate buffer concentration: 10mM

PMID 30892363

Reference Title SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Notes SAPdb ID NA low-detail seed row from experimentally curated self-assembly database.

Evidence 6 Selfassembly

Activity

Activity Endpoint Nanostructure formation

Activity Raw

Selfassembly Nanostructure=Nanoparticles

Detail Activity Nanoparticles

Source & Reference

Database Source SAPdb

DOI 10.1016/j.compbiomed.2021.104391

Other

Modification None specified

Evidence Text

TEM and SEM

PMID 27841381

Reference Title SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly

Notes SAPdb ID 1890 nanostr_class=Other but nanostr gives explicit morphology low-detail seed row.

Assembly_Trigger

pH: 7 temperature: Room temperature solvent: sodium pHospHate buffer concentration: 10mM

Modification

None specified

Notes

SAPdb ID NA low-detail seed row from experimentally curated self-assembly database. SAPdb ID 1890 nanostr_class=Other but nanostr gives explicit morphology low-detail seed row.

Number_of_Residues

2

PMID

30892363 27841381

Reference_Title

SAPdb: A database of short peptides and the corresponding nanostructures formed by self-assembly