TPDB

3D PDB MODEL

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TPDB ID TPDB56324

Peptide_Name

Inhibitor of Dipeptidyl peptidase IV (DPPIV)

Activity

Antidiabetic Neuropeptide

Activity_category_statistics

Cardiometabolic peptides Neuroactive peptides

Database_Source

Peptipedia

Sequence_Type

standard

Has_Modification No

Description A 10-aa standard natural multi-activity (Antidiabetic and Neuropeptide) peptide sequence curated from Peptipedia, with an available 3D structural model.

Sequence

LVVYPWTQRF

FASTA

>TPDB56324|Antidiabetic;Neuropeptide|length=10
LVVYPWTQRF

Formula C65H93N15O14

Absent Amino Acids ANDCEGHIKMS

Common Amino Acids V

Mass 1308.55

PI 9.88

Basic Residues 1

Acidic Residues 0

Hydrophobic Residues 6

Net Charge +1

Boman Index -2.36

Hydrophobicity 0.250

Aliphatic Index 97.00

Half Life

Mammalian: 5.5 hour Yeast: 3 min E.coli: 2 min

Extinction Coefficient Cystines 6990

Absorbance 280nm 534.18

Polar Residues 3

number

0

A

1

R

0

N

0

D

0

C

0

E

1

Q

0

G

0

H

0

I

1

L

0

K

0

M

1

F

1

P

0

S

1

T

1

W

1

Y

2

V

Amino Acid Distribution

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

Length

10

Formula

C65H93N15O14

Mass

1308.55

PI

9.88

Net Charge

+1

Boman Index

-2.36

Hydrophobicity

0.250

Chemical_Mass

1308.5223

Monoisotopic_Mass

1307.7005

Evidence 1 Activity

Activity

Activity Endpoint IC50

Detail Source Activity Antidiabetic

Activity Measurement 29.10 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 NA

Authors Cohen M., Fruitier-Arnaudin I., Piot J. M.

Title

Hemorphins: substrates and/or inhibitors of dipeptidyl peptidase IV. Hemorphins N-terminus sequence influence on the interaction between hemorphins and DPPIV. Biochimie, 86, 31-37, 2004

Year 2004

Literature Source Journal

Other

Number of Residues 10

Additional Info

BIOPEP-UWM database of bioactive peptides SMILES: [H][C@](N)(CC(C)C)C(=O)N[C@@]([H])(C(C)C)C(=O)N[C@@]([H])(C(C)C)C(=O)N[C@@]([H])(Cc1ccc(O)cc1)C(=O)N1CCC[C@@]1([H])C(=O)N[C@@]([H])(CC1=CNC2=C1C=CC=C2)C(=O)N[C@@]([H])([C@@H](C)O)C(=O)N[C@@]([H])(CCC(N)=O)C(=O)N[C@@]([H])(CCCNC(N)=N)C(=O)N[C@@]([H])(Cc1ccccc1)C(O)=O InChI=1S/C65H93N15O14/c1-34(2)29-43(66)55(84)77-53(36(5)6)61(90)78-52(35(3)4)60(89)75-48(30-39-21-23-41(82)24-22-39)63(92)80-28-14-20-50(80)59(88)74-47(32-40-33-71-44-18-12-11-17-42(40)44)58(87)79-54(37(7)81)62(91)73-46(25-26-51(67)83)57(86)72-45(19-13-27-70-65(68)69)56(85)76-49(64(93)94)31-38-15-9-8-10-16-38/h8-12,15-18,21-24,33-37,43,45-50,52-54,71,81-82H,13-14,19-20,25-32,66H2,1-7H3,(H2,67,83)(H,72,86)(H,73,91)(H,74,88)(H,75,89)(H,76,85)(H,77,84)(H,78,90)(H,79,87)(H,93,94)(H4,68,69,70)/t37-,43+,45+,46+,47+,48+,49+,50+,52+,53+,54+/m1/s1 InChIKey=NBQSSMDPPLHNDC-GSOGOTFGSA-N Obtained also from bovine hemoglobin Piot J.-M., Zhao Q., Guillochon D., Ricart G., Thomas D., 1992, Isolation and characterization of two opioid peptides from a bovine hemoglobin peptic hydrolysate. Biochem. Biophys. Res. Commun., 189, 101-110 Di Bernardini R., Rai D. K., Bolton D., Kerry J., O’Neill E., Mullen A. M., Harnedy P., Hayes M., 2011, Isolation, purification and characterization of antioxidant peptidic fractions from a bovien liver sarcoplasmic protein thermolysin hydrolysate. Peptides, 32, 388-400 Inhibitor of Membrane alanyl aminopeptidase (EC 3.4.11.2) (MEROPS ID: M01.001) according to the BRENDA database Inhibitor of Cystinyl aminopeptidase (EC 3.4.11.3) (MEROPS ID: M01.011) according to the BRENDA database Opioid peptide according to the BIOPEP-UWM database of bioactive peptides (ID 2973), the EROP-Moscow database the PubChem database

Number_of_Residues

10