Peptide name : Shepherdin

Source/Organism : Not found

Linear/Cyclic : Linear

Chirality : L

Peptide length: 9

C-terminal modification: Linear

N-terminal modification : Not found

Non-natural peptide information: None

Assay type : MTT assay

Assay time : 12h

Activity : IC50 : 25–75 µM

Cell line : p53+/+ HCT116

Cancer type : Colorectal carcinoma

Other activity : Not found

Amino acid composition bar chart :

Molecular mass : 949.085 Dalton

Aliphatic index : 0.544

Instability index : 30.2889

Hydrophobicity (GRAVY) : 0.2

Isoelectric point : 8.2311

Charge (pH 7) : 0.8364

Aromaticity : 0.111

Molar extinction coefficient (cysteine, cystine): (0, 0)

Hydrophobic/hydrophilic ratio : 1.25

hydrophobic moment : -0.313

Missing amino acid : R,W,Q,T,P,M,I,E,D,Y,N,V

Most occurring amino acid : S

Most occurring amino acid frequency : 2

Least occurring amino acid : K

Least occurring amino acid frequency : 1

Secondary structure fraction (Helix, Turn, Sheet): (0.3, 0.3, 0.2)

SMILES Notation: CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](C)NC(=O)[C@H](CS)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H](N)CCCCN)C(=O)O

1 : Plescia J, et al. Rational design of shepherdin, a novel anticancer agent. Cancer Cell. 2005; 7:457-68. doi: 10.1016/j.ccr.2005.03.035

Paper title : Rational design of shepherdin, a novel anticancer agent.

Doi : https://doi.org/10.1016/j.ccr.2005.03.035

Abstract : Anticancer agents that selectively kill tumor cells and spare normal tissues are urgently needed. Here, we engineered a cell-permeable peptidomimetic, shepherdin, modeled on the binding interface between the molecular chaperone Hsp90 and the antiapoptotic and mitotic regulator, survivin. Shepherdin makes extensive contacts with the ATP pocket of Hsp90, destabilizes its client proteins, and induces massive death of tumor cells by apoptotic and nonapoptotic mechanisms. Conversely, shepherdin does not reduce the viability of normal cells, and does not affect colony formation of purified hematopoietic progenitors. Systemic administration of shepherdin in vivo is well tolerated, and inhibits human tumor growth in mice without toxicity. Shepherdin could provide a potent and selective anticancer agent in humans.