dbACP: A Comprehensive Database of Anti-Cancer Peptides

dbacp05487

General Description

Peptide name : Pexiganan acetate

Source/Organism : Engineered

Linear/Cyclic : Linear

Chirality : L

Sequence Information

Sequence : GIGKFLKKAKKFGKAFVKILKK

Peptide length: 22

C-terminal modification: Linear

N-terminal modification : Amidation

Non-natural peptide information: None

Activity Information

Assay type : MTT/MTS assay

Assay time : 6h

Activity : 75% Cytotoxicity at 0.5 µg/ml

Cell line : U-937

Cancer type : Lymphoma cancer

Other activity : Not found

Physicochemical Properties

Amino acid composition bar chart :

Molecular mass : 2478.1585 Dalton

Aliphatic index : 0.931

Instability index : -6.1636

Hydrophobicity (GRAVY) : -0.159

Isoelectric point : 10.903

Charge (pH 7) : 8.7511

Aromaticity : 0.136

Molar extinction coefficient (cysteine, cystine): (0, 0)

Hydrophobic/hydrophilic ratio : 1.44444444

hydrophobic moment : 0.4174

Missing amino acid : C,R,W,H,Q,T,P,M,E,S,D,Y,N

Most occurring amino acid : K

Most occurring amino acid frequency : 9

Least occurring amino acid : V

Least occurring amino acid frequency : 1

Structural Information

3D structure :

Secondary structure fraction (Helix, Turn, Sheet): (0.5, 0.1, 0.3)

SMILES Notation: CC[C@H](C)[C@H](NC(=O)CN)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)O)[C@@H](C)CC)C(C)C

Secondary Structure :

Method Prediction
GOR HHHHHHHHHHHHHHHHHHHHHH
Chou-Fasman (CF) EEHHHHHHHHHHHHHEECCCCC
Neural Network (NN) CCHHHHHHHHHHHHHHHHHHHC
Joint/Consensus CCHHHHHHHHHHHHHHHHHHHC

Molecular Descriptors and ADMET Properties

Molecular Descriptors: Click here to download

ADMET Properties: Click here to download

Cross Referencing databases

Pubmed Id : 7768152

Uniprot : Not available

PDB : Not available

CancerPPD : Click here

ApIAPDB : Not available

CancerPPD2 ID : Not available

Reference

1 : Jacob L and Zasloff M. Potential therapeutic applications of magainins and other antimicrobial agents of animal origin. Ciba Found Symp. 1994; 186:197-216; discussion 216-23. doi: 10.1002/9780470514658.ch12

Literature

Paper title : Potential therapeutic applications of magainins and other antimicrobial agents of animal origin.

Doi : https://doi.org/10.1002/9780470514658.ch12

Abstract : Magainins are a family of linear, amphipathic, cationic antimicrobial peptides, 21 to 27 residues in length, found in the skin of Xenopus laevis. They kill microbial targets through disruption of membrane permeability. They exhibit selectivity, on the basis of their affinity for membranes which contain accessible acidic phospholipids, a property characterizing the cytoplasmic membranes of many species of bacteria. Magainins are broad-spectrum antimicrobial agents exhibiting cidal activity against Gram-negative and Gram-positive bacteria, fungi and protozoa. In addition these peptides lyse many types of murine and human cancer cells at concentrations 5-10-fold lower than normal human cells. Because of their selectivity, broad spectrum, low degree of bacterial resistance and ease of chemical synthesis, magainins are being developed as human therapeutic agents. The most advanced candidate is MSI-78, a 22-residue magainin analogue. This peptide is currently in human Phase IIb/III clinical trials in studies intended to evaluate its efficacy as a topical agent for the treatment of impetigo. Preclinical studies have demonstrated that analogues of magainin exhibit activity in vivo against malignant melanoma and ovarian cancer cells in mouse models. Intravenous administration of several magainin analogues has been shown to treat effectively systemic Escherichia coli infections in the mouse.