dbacp07004
General Description
Peptide name : Rapeseed peptide
Source/Organism : extracted from rapeseed protein
Linear/Cyclic : Linear
Chirality : L
Sequence Information
Sequence : NDGNQPL
Peptide length: 7
C-terminal modification: Linear
N-terminal modification : Free
Non-natural peptide information:
Activity Information
Assay type : MTT assay
Assay time : 24-h
Activity : IC50 = 1.56 mmol/L
Cell line : HepG-2
Cancer type : Liver Cancer
Other activity : Anticancer
Physicochemical Properties
Amino acid composition bar chart :
Molecular mass : 756.7612 Dalton
Aliphatic index : 0.557
Instability index : 13.1857
Hydrophobicity (GRAVY) : -1.742
Isoelectric point : 4.05
Charge (pH 7) : -1.2388
Aromaticity : 0
Molar extinction coefficient (cysteine, cystine): (0, 0)
Hydrophobic/hydrophilic ratio : 0.75
hydrophobic moment : -1.088
Missing amino acid : A,C,E,F,H,I,K,M,R,S,T,V,W,Y
Most occurring amino acid : N
Most occurring amino acid frequency : 2
Least occurring amino acid : D
Least occurring amino acid frequency : 1
Structural Information
3D structure :
Secondary structure fraction (Helix, Turn, Sheet): (14., 71., 14.)
SMILES Notation: CC(C)C[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@H](CC(=O)O)NC(=O)[C@@H](N)CC(N)=O)C(=O)O
Secondary Structure :
| Method | Prediction |
|---|---|
| GOR | CTTCCCC |
| Chou-Fasman (CF) | CCCCCCC |
| Neural Network (NN) | CCCCCCC |
| Joint/Consensus | CCCCCCC |
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: 7576
Reference
1 : Ma K, et al. Rapeseed peptide inhibits HepG2 cell proliferation by regulating the mitochondrial and P53 signaling pathways. J Sci Food Agric. 2023; 103:1474-1483. doi: 10.1002/jsfa.12243
Literature
Paper title : Rapeseed peptide inhibits HepG2 cell proliferation by regulating the mitochondrial and P53 signaling pathways.
Doi : https://doi.org/10.1002/jsfa.12243
Abstract : BACKGROUND: Rapeseed peptide, extracted from rapeseed protein, is known to have a variety of biological activities. In this study, the anti-proliferation effect and molecular mechanism of rapeseed peptide on HepG2 cells were investigated. RESULTS: In vitro anticancer experiments showed that the rapeseed peptide NDGNQPL could inhibit HepG2 cell proliferation in a concentration-dependent manner [half maximal inhibitory concentration (IC<sub>50</sub> ), 1.56 mmol L-1 ). HepG2 cells were induced by NDGNQPL at a 0.5 mmol L-1 concentration and exhibited a 28.39 ± 0.80% apoptosis rate and a cell cycle arrest in the G0/G1 phase. Meanwhile, rapeseed peptide induced a decrease in mitochondrial membrane potential, an increase in reactive oxygen species (ROS) release, and changes in the nuclear morphology of HepG2 cells, indicating that rapeseed peptide could induce cell apoptosis through the mitochondrial pathway. In addition, rapeseed peptide activated the proliferation-related P53 signaling pathway, in which the expression levels of P53, P21, and cleaved-caspase3 were up-regulated, while the expression levels of murine double minute 2 (MDM2) were down-regulated. In molecular docking simulations, NDGNQPL exhibited a good affinity for the MDM2 molecule, which supported the notion that the rapeseed peptide is able to inhibit MDM2, a negative regulator of P53. CONCLUSION: The current results indicate that the rapeseed-derived NDGNQPL peptide has the potential to inhibit the proliferation of HepG2 cells and promote human health. © 2022 Society of Chemical Industry.