Peptide name : GA-W4

Source/Organism : Brevinin-1EMa

Linear/Cyclic : Linear

Chirality : L

Peptide length: 11

C-terminal modification: Linear

N-terminal modification : Free

Non-natural peptide information: None

Assay type : MTT/MTS assay

Assay time : 72h

Activity : IC50 : 14.58 µM

Cell line : SK-OV-3

Cancer type : Ovarian cancer

Other activity : Anti-microbial activity

Amino acid composition bar chart :

Molecular mass : 1610.9402 Dalton

Aliphatic index : 0.8

Instability index : 14.5091

Hydrophobicity (GRAVY) : 0.3273

Isoelectric point : 10.002

Charge (pH 7) : 1.7581

Aromaticity : 0.545

Molar extinction coefficient (cysteine, cystine): (22000, 22000)

Hydrophobic/hydrophilic ratio : 4.5

hydrophobic moment : 0.4492

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

Most occurring amino acid : W

Most occurring amino acid frequency : 4

Least occurring amino acid : A

Least occurring amino acid frequency : 1

Secondary structure fraction (Helix, Turn, Sheet): (0.4, 0, 0.7)

SMILES Notation: CC(C)C[C@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCCCN)C(=O)O

1 : Kang SJ, et al. Anticancer activity of undecapeptide analogues derived from antimicrobial peptide, brevinin-1EMa. Arch Pharm Res. 2012; 35:791-9. doi: 10.1007/s12272-012-0505-0

Paper title : Anticancer activity of undecapeptide analogues derived from antimicrobial peptide, brevinin-1EMa.

Doi : https://doi.org/10.1007/s12272-012-0505-0

Abstract : In spite of great advances in cancer therapy, cancer remains the major cause of death throughout the world. The increasing resistance of cancer cells towards current anticancer drugs requires development of anticancer agents with a new mode of action. Some antimicrobial peptides have become therapeutic candidates as new anticancer agents. As part of an effort to develop new antimicrobial and/or anticancer agents from natural peptides with low molecular weights, we have investigated the shortest bioactive analogues, which were derived from a 24-residue antimicrobial peptide, Brevinin-1EMa. Recently, we found four bioactive undecapeptides derived from a cationic, amphipathic α-helical, 11-residue peptide (named herein GA-W2: FLGWLFKWASK-NH(2)) (Won et al., 2011). In order to identify the potential of these peptides as anticancer agents, we investigated the anticancer activity of four undecapeptides against seven tumor cell lines such as A498 (kidney), A549 (lung), HCT116 (colon), MKN45 (stomach), PC-3 (prostate), SK-MEL-2 (skin) and SK-OV-3 (ovary). GA-K4 (FLKWLFKWAKK-NH(2)), which had the most potent antimicrobial activity of the four undecapeptides, also exhibited the most potent anticancer activity and synergistic effect in combination with doxorubicin. Therefore, GA-K4 peptide may be a potentially useful candidate as an anticancer peptide agent.