dbacp07925
General Description
Peptide name : oligopeptide 1
Source/Organism : Sarcophyton glaucum
Linear/Cyclic : Linear
Chirality : L
Sequence Information
Sequence : AGAPGG
Peptide length: 6
C-terminal modification: Linear
N-terminal modification : Free
Non-natural peptide information:
Activity Information
Assay type : MTT assay
Assay time : 24 h
Activity : EC50 = 8.6 mmol/L
Cell line : HeLa
Cancer type : Cervical Cancer
Other activity : Anticancer
Physicochemical Properties
Amino acid composition bar chart :
Molecular mass : 428.4402 Dalton
Aliphatic index : 0.333
Instability index : 46.85
Hydrophobicity (GRAVY) : 0.1333
Isoelectric point : 5.57
Charge (pH 7) : -0.2041
Aromaticity : 0
Molar extinction coefficient (cysteine, cystine): (0, 0)
Hydrophobic/hydrophilic ratio : infinite
hydrophobic moment : -0.103
Missing amino acid : C,D,E,F,H,I,K,L,M,N,Q,R,S,T,V,W,Y
Most occurring amino acid : G
Most occurring amino acid frequency : 3
Least occurring amino acid : P
Least occurring amino acid frequency : 1
Structural Information
3D structure :
Secondary structure fraction (Helix, Turn, Sheet): (33., 66., 0)
SMILES Notation: C[C@H](N)C(=O)NCC(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)NCC(=O)NCC(=O)O
Secondary Structure :
| Method | Prediction |
|---|---|
| GOR | TCCCTC |
| Chou-Fasman (CF) | CCCCCC |
| Neural Network (NN) | CCCCCC |
| Joint/Consensus | CCCCCC |
Molecular Descriptors and ADMET Properties
Molecular Descriptors: Click here to download
ADMET Properties: Click here to download
Cross Referencing databases
CancerPPD : Not available
ApIAPDB : Not available
CancerPPD2 ID: 6217
Reference
1 : Quah Y, et al. Purification and identification of novel cytotoxic oligopeptides from soft coral Sarcophyton glaucum. J Zhejiang Univ Sci B. 2019; 20:59-70. doi: 10.1631/jzus.B1700586
Literature
Paper title : Purification and identification of novel cytotoxic oligopeptides from soft coral Sarcophyton glaucum.
Doi : https://doi.org/10.1631/jzus.B1700586
Abstract : Globally, peptide-based anticancer therapies have drawn much attention. Marine organisms are a reservoir of anticancer peptides that await discovery. In this study, we aimed to identify cytotoxic oligopeptides from Sarcophyton glaucum. Peptides were purified from among the S. glaucum hydrolysates produced by alcalase, chymotrypsin, papain, and trypsin, guided by a methylthiazolyldiphenyl-tetrazolium bromide (MTT) assay on the human cervical cancer (HeLa) cell line for cytotoxicity evaluation. Purification techniques adopted were membrane ultrafiltration, gel filtration chromatography, solid phase extraction (SPE), and reversed-phase high-performance liquid chromatography (RP-HPLC). Purified peptides were identified by de novo peptide sequencing. From papain hydrolysate, three peptide sequences were identified: AGAPGG, AERQ, and RDTQ (428.45, 502.53, and 518.53 Da, respectively). Peptides synthesized from these sequences exhibited cytotoxicity on HeLa cells with median effect concentration (EC<sub>50</sub>) values of 8.6, 4.9, and 5.6 mmol/L, respectively, up to 5.8-fold stronger than the anticancer drug 5-fluorouracil. When tested at their respective EC<sub>50</sub>, AGAPGG, AERQ, and RDTQ showed only 16%, 25%, and 11% cytotoxicity to non-cancerous Hek293 cells, respectively. In conclusion, AERQ, AGAPGG, and RDTQ are promising candidates for future development as peptide-based anticancer drugs.