TPDB

3D PDB MODEL

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TPDB ID TPDB46987

Peptide_Name

ACE inhibitor (fr. of as1-casein, 1-9) peptide 22

Activity

ACE inhibitors Antihypertensive Cell-penetrating Peptides Neuropeptide

Activity_category_statistics

Cardiometabolic peptides Delivery and barrier-penetrating peptides Neuroactive peptides

Database_Source

FermFooDB Peptipedia AHTPDB AHTpin CPPsite3.0

Sequence_Type

standard

Has_Modification No

Description A 9-aa standard natural multi-activity (ACE inhibitors, Antihypertensive, Cell-penetrating Peptides, and other sources) peptide sequence curated from FermFooDB, Peptipedia, AHTPDB, and other sources, with an available 3D structural model.

Sequence

RPKHPIKHQ

FASTA

>TPDB46987|ACE inhibitors;Antihypertensive;Cell-penetrating Peptides;Neuropeptide|length=9
RPKHPIKHQ

Formula C51H85N19O11

Absent Amino Acids ANDCEGLMFSTWYV

Common Amino Acids HKP

Mass 1140.36

PI 11.64

Basic Residues 5

Acidic Residues 0

Hydrophobic Residues 1

Net Charge +3

Boman Index 5.88

Hydrophobicity -2.322

Aliphatic Index 43.33

Half Life

Mammalian: 1 hour Yeast: 2 min E.coli: 2 min

Extinction Coefficient Cystines 0

Absorbance 280nm 0.00

Polar Residues 1

number

0

A

1

R

0

N

0

D

0

C

0

E

1

Q

0

G

2

H

1

I

0

L

2

K

0

M

0

F

2

P

0

S

0

T

0

W

0

Y

0

V

Amino Acid Distribution

A: 0 R: 1 N: 0 D: 0 C: 0 E: 0 Q: 1 G: 0 H: 2 I: 1 L: 0 K: 2 M: 0 F: 0 P: 2 S: 0 T: 0 W: 0 Y: 0 V: 0

Length

9

Formula

C51H85N19O11

Mass

1140.36

PI

11.64

Net Charge

+3

Boman Index

5.88

Hydrophobicity

-2.322

C_terminal_Modification

Free

Chemical_Mass

1140.3379

Chirality

L

Linearity

Linear

Monoisotopic_Mass

1139.6658

N_terminal_Modification

Free

SMILES

N[C@@H](CCCN=C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1[nH]cnc1)C(=O)N1CCC[C@H]1C(=O)O

Evidence 1 Activity

Activity

Activity Endpoint IC50

Detail Source Activity ACE inhibitors

Activity Measurement 13.00 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 FermFooDB

Authors Saito T., Nakamura T., Kitazawa H., Kawai Y., Itoh T.

Title

Isolation and structural analysis of antihypertensive peptides that exist naturally in Gouda cheese. J. Dairy Sci., 2000, 83, 1434-1440

Year 2000

Literature Source Journal

Other

Number of Residues 9

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC2=CN=C[N]2[H])C(=O)N3CCC[C@@H]3C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC4=CN=C[N]4[H])C(=O)N[C@@H](CCC(=O)N)C(=O)O InChI=1S/C51H85N19O11/c1-3-29(2)41(47(77)64-34(13-5-7-19-53)42(72)66-36(23-30-25-58-27-61-30)44(74)65-35(50(80)81)16-17-40(55)71)68-46(76)39-15-10-22-70(39)49(79)37(24-31-26-59-28-62-31)67-43(73)33(12-4-6-18-52)63-45(75)38-14-9-21-69(38)48(78)32(54)11-8-20-60-51(56)57/h25-29,32-39,41H,3-24,52-54H2,1-2H3,(H2,55,71)(H,58,61)(H,59,62)(H,63,75)(H,64,77)(H,65,74)(H,66,72)(H,67,73)(H,68,76)(H,80,81)(H4,56,57,60)/t29-,32-,33-,34-,35-,36-,37-,38-,39-,41-/m0/s1 InChIKey: LGFGAWNELRGQQH-YIJACBTNSA-N Hypotensive peptide according to the EROP-Moscow database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 427).

Evidence 2 Activity

Activity

Activity Endpoint IC50

Detail Source Activity Antihypertensive

Activity Measurement 13.00 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 FermFooDB

Authors Saito T., Nakamura T., Kitazawa H., Kawai Y., Itoh T.

Title

Isolation and structural analysis of antihypertensive peptides that exist naturally in Gouda cheese. J. Dairy Sci., 2000, 83, 1434-1440

Year 2000

Literature Source Journal

Other

Source Activity Label	Source Definition
Antihypertensive	AHTPDB manually curated experimentally validated antihypertensive peptide annotation.

Number of Residues 9

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC2=CN=C[N]2[H])C(=O)N3CCC[C@@H]3C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC4=CN=C[N]4[H])C(=O)N[C@@H](CCC(=O)N)C(=O)O InChI=1S/C51H85N19O11/c1-3-29(2)41(47(77)64-34(13-5-7-19-53)42(72)66-36(23-30-25-58-27-61-30)44(74)65-35(50(80)81)16-17-40(55)71)68-46(76)39-15-10-22-70(39)49(79)37(24-31-26-59-28-62-31)67-43(73)33(12-4-6-18-52)63-45(75)38-14-9-21-69(38)48(78)32(54)11-8-20-60-51(56)57/h25-29,32-39,41H,3-24,52-54H2,1-2H3,(H2,55,71)(H,58,61)(H,59,62)(H,63,75)(H,64,77)(H,65,74)(H,66,72)(H,67,73)(H,68,76)(H,80,81)(H4,56,57,60)/t29-,32-,33-,34-,35-,36-,37-,38-,39-,41-/m0/s1 InChIKey: LGFGAWNELRGQQH-YIJACBTNSA-N Hypotensive peptide according to the EROP-Moscow database Bitter peptide according to the BIOPEP-UWM database of sensory peptides and amino acids (ID 427).

Evidence 3 Activity

Activity

Detail Source Activity Cell-penetrating Peptides

Target

Cell Line HeLa Cells And J774.2 Mouse Macrophage Cell Lines.

Source & Reference

Database Source CPPsite3.0

Source CPPsite3

Other

Source Activity Label	Source Definition
Cell-penetrating Peptides	CPPsite3.0 experimentally validated cell-penetrating peptide annotation.

CPP Category Natural residues Linear L

Source of Peptide Synthetic

Cargo Type 5-FAM at N terminal

Subcellular Localization Cytoplasm

Uptake Efficiency All the peptides tested were internalised into the cells

Uptake Mechanism Endocytosis

In Vitro or In Vivo In vitro

DSSP Secondary Structure CCCC

DSSP_Secondary_Structure

CCCC

Number_of_Residues

9