Peptide name : Tritrpticin

Source/Organism : Derivative of tritrpticin

Linear/Cyclic : Linear

Chirality : L

Peptide length: 13

C-terminal modification: Linear

N-terminal modification : Amidation

Non-natural peptide information: None

Assay type : MTT/MTS assay

Assay time : Not found

Activity : IC50 : > 200 µg/ml

Cell line : A-549

Cancer type : Lung cancer

Other activity : Anti-microbial activity

Amino acid composition bar chart :

Molecular mass : 1902.2544 Dalton

Aliphatic index : 0.523

Instability index : 139.584

Hydrophobicity (GRAVY) : -0.792

Isoelectric point : 12

Charge (pH 7) : 3.7339

Aromaticity : 0.384

Molar extinction coefficient (cysteine, cystine): (16500, 16500)

Hydrophobic/hydrophilic ratio : 2.25

hydrophobic moment : 0.4063

Missing amino acid : C,H,Q,T,M,I,E,K,S,D,Y,N,A,G

Most occurring amino acid : R

Most occurring amino acid frequency : 4

Least occurring amino acid : V

Least occurring amino acid frequency : 1

Secondary structure fraction (Helix, Turn, Sheet): (0.0, 0.1, 0.5)

SMILES Notation: CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)C(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

1 : Yang ST, et al. Effect of dimerization of a beta-turn antimicrobial peptide, PST13-RK, on antimicrobial activity and mammalian cell toxicity. Biotechnol Lett. 2009; 31:233-7. doi: 10.1007/s10529-008-9848-5

Paper title : Effect of dimerization of a beta-turn antimicrobial peptide, PST13-RK, on antimicrobial activity and mammalian cell toxicity.

Doi : https://doi.org/10.1007/s10529-008-9848-5

Abstract : PST13-RK (KKKFPWWWPFKKK-NH(2)) is an improved derivative of tritrpticin adopting a beta-turn structure. In order to investigate the effect of dimerization of PST13-RK on antimicrobial activity and mammalian cell toxicity, we designed and synthesized its Cys- and Lys-linked dimers. The dimerization of PST13-RK resulted in a 2-4 fold decreased antimicrobial activity against Gram-positive and Gram-negative bacteria. However, the dimers showed a large increase in mammalian cell toxicity against mouse NIH-3T3, human MDA-MB-361, and human A549 cells. These results suggested that PST13-RK is active as a monomer to bacterial cells but as an oligomer to mammalian cells. Since the dimeric PST13-RK is much more effective against the cancer cells than the monomer, it might be an attractive candidate for anticancer chemotherapeutic drugs.