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
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.