dbacp04558
General Description
Peptide name : MAP-04-03
Source/Organism : Analogs of Ixosin-B amide
Linear/Cyclic : Linear
Chirality : L
Sequence Information
Sequence : KWLRRVWRWWR
Peptide length: 11
C-terminal modification: Linear
N-terminal modification : Amidation
Non-natural peptide information: None
Activity Information
Assay type : MTT/MTS assay
Assay time : 48h
Activity : IC50 :61.5 µM
Cell line : MCF-7
Cancer type : Breast cancer
Other activity : Anti-microbial
Physicochemical Properties
Amino acid composition bar chart :
Molecular mass : 1728.0586 Dalton
Aliphatic index : 0.618
Instability index : 141.963
Hydrophobicity (GRAVY) : -1.590
Isoelectric point : 12
Charge (pH 7) : 4.7591
Aromaticity : 0.363
Molar extinction coefficient (cysteine, cystine): (22000, 22000)
Hydrophobic/hydrophilic ratio : 1.2
hydrophobic moment : -1.822
Missing amino acid : C,H,Q,T,P,M,I,E,F,S,D,Y,N,A,G
Most occurring amino acid : W
Most occurring amino acid frequency : 4
Least occurring amino acid : K
Least occurring amino acid frequency : 1
Structural Information
3D structure :
Secondary structure fraction (Helix, Turn, Sheet): (0.1, 0, 0.5)
SMILES Notation: CC(C)C[C@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](N)CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@H](C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)C(C)C
Secondary Structure :
| Method | Prediction |
|---|---|
| GOR | HHHHHHHHHHH |
| Chou-Fasman (CF) | CCEEEEEECCC |
| Neural Network (NN) | HHHHHHHHHHC |
| Joint/Consensus | HHHHHHHHHHC |
Molecular Descriptors and ADMET Properties
Molecular Descriptors: Click here to download
ADMET Properties: Click here to download
Cross Referencing databases
Reference
1 : Hsiao YC, et al. Anticancer activities of an antimicrobial peptide derivative of Ixosin-B amide. Bioorg Med Chem Lett. 2013; 23:5744-7. doi: 10.1016/j.bmcl.2013.07.063
Literature
Paper title : Anticancer activities of an antimicrobial peptide derivative of Ixosin-B amide.
Doi : https://doi.org/10.1016/j.bmcl.2013.07.063
Abstract : In nature, antimicrobial peptides (AMPs) represent the first line of defense against infection by pathogens; thus, they are generally good candidates for the development of antimicrobial agents. Recently, we reported two potent antimicrobial peptides, KWLRRVWRWWR-amide (MAP-04-03) and KRLRRVWRRWR-amide (MAP-04-04), which were derived from a fragment of Ixosin-B-amide (KSDVRRWRSRY). Since some cationic AMPs exhibited cytotoxic activity against cancer cells, in the current study, we further investigated the anticancer activity of these potent antimicrobial peptides by antiproliferative assays and wound-healing assays, and the effect of peptide on the cytoskeleton alteration and cell morphology were analyzed by confocal microscopy. Results indicated that MAP-04-03 not only exhibited inhibitory effects on the proliferation (IC50=61.5 μM) and on the cell migration of MCF-7 breast cancer cells (at a concentration of 5 μM), but also affected the cytoskeleton at the concentration of 25 μM. These results demonstrated that MAP-04-03 can serve as a lead peptide analog for developing potent anticancer agents.