dbacp04514
General Description
Peptide name : Magainin A
Source/Organism : African clawed frog
Linear/Cyclic : Linear
Chirality : L
Sequence Information
Sequence : AIGKFLHSAKKFGKAFVGEIMNS
Peptide length: 23
C-terminal modification: Linear
N-terminal modification : Amidation
Non-natural peptide information: None
Activity Information
Assay type : Trypan blue assay
Assay time : 72h
Activity : IC50 : 53 µg/ml
Cell line : PC-3
Cancer type : Prostate cancer
Other activity : Anti-microbial activity
Physicochemical Properties
Amino acid composition bar chart :
Molecular mass : 2480.9238 Dalton
Aliphatic index : 0.765
Instability index : 3.587
Hydrophobicity (GRAVY) : 0.1783
Isoelectric point : 10.001
Charge (pH 7) : 2.8819
Aromaticity : 0.130
Molar extinction coefficient (cysteine, cystine): (0, 0)
Hydrophobic/hydrophilic ratio : 1.55555555
hydrophobic moment : -0.028
Missing amino acid : C,R,W,Q,T,P,D,Y
Most occurring amino acid : K
Most occurring amino acid frequency : 4
Least occurring amino acid : L
Least occurring amino acid frequency : 1
Structural Information
3D structure :
Secondary structure fraction (Helix, Turn, Sheet): (0.4, 0.2, 0.3)
SMILES Notation: CC[C@H](C)[C@H](NC(=O)[C@H](C)N)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](Cc1c[nH]cn1)C(=O)N[C@@H](CO)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)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)O)[C@@H](C)CC)C(C)C
Secondary Structure :
| Method | Prediction |
|---|---|
| GOR | HHHHHHHHHHHHHHHHHHHHHHT |
| Chou-Fasman (CF) | CCHHHHHHHHHHHHEEECCCCCC |
| Neural Network (NN) | HHHHHHHHHCCCCCCHHHHHCCC |
| Joint/Consensus | HHHHHHHHHHHHHHCHHHHHCCC |
Molecular Descriptors and ADMET Properties
Molecular Descriptors: Click here to download
ADMET Properties: Click here to download
Cross Referencing databases
Reference
1 : Huang CM, et al. Magainin analogs effective against pathogenic protozoa. Antimicrob Agents Chemother. 1990; 34:1824-6. doi: 10.1128/AAC.34.9.1824
2 : Cruciani RA, et al. Antibiotic magainins exert cytolytic activity against transformed cell lines through channel formation. Proc Natl Acad Sci U S A. 1991; 88:3792-6. doi: 10.1073/pnas.88.9.3792
Literature
Paper title : Magainin analogs effective against pathogenic protozoa.
Doi : https://doi.org/10.1128/AAC.34.9.1824
Abstract : The in vitro activities of magainin analogs against Blastocystis hominis, Entamoeba histolytica, and Trypanosoma cruzi were assessed by protozoan morphological integrity and motility. The antiprotozoan activities in descending order were magainin B greater than G greater than H, the same order as the alpha-helix contents of the analogs. Magainin B and G were effective against B. hominis, T. cruzi, and E. histolytica.
Paper title : Antibiotic magainins exert cytolytic activity against transformed cell lines through channel formation.
Doi : https://doi.org/10.1073/pnas.88.9.3792
Abstract : Magainins are an ionophoric class of vertebrate peptides with antibiotic activity against various microorganisms. Here we show that magainin 2 and synthetic analogues can rapidly and irreversibly lyse hematopoietic tumor and solid tumor target cells with a relative cytotoxic potency that parallels their antibacterial efficacy and at concentrations that are relatively nontoxic to well-differentiated cells. The cytotoxicity is prevented by cell depolarization. Magainins represent a natural cytolytic agent in vertebrates and may provide another therapeutic strategy for certain tumors.