Development of QSARs for cysteine-containing di- and tripeptides with antioxidant activity:influence of the cysteine position.
J Comput Aided Mol Des
; 38(1): 27, 2024 Aug 02.
Article
in En
| MEDLINE
| ID: mdl-39093524
ABSTRACT
Antioxidants agents play an essential role in the food industry for improving the oxidative stability of food products. In the last years, the search for new natural antioxidants has increased due to the potential high toxicity of chemical additives. Therefore, the synthesis and evaluation of the antioxidant activity in peptides is a field of current research. In this study, we performed a Quantitative Structure Activity Relationship analysis (QSAR) of cysteine-containing 19 dipeptides and 19 tripeptides. The main objective is to bring information on the relationship between the structure of peptides and their antioxidant activity. For this purpose, 1D and 2D molecular descriptors were calculated using the PaDEL software, which provides information about the structure, shape, size, charge, polarity, solubility and other aspects of the compounds. Different QSAR model for di- and tripeptides were developed. The statistic parameters for di-peptides model (R2train = 0.947 and R2test = 0.804) and for tripeptide models (R2train = 0.923 and R2test = 0.847) indicate that the generated models have high predictive capacity. Then, the influence of the cysteine position was analyzed predicting the antioxidant activity for new di- and tripeptides, and comparing them with glutathione. In dipeptides, excepting SC, TC and VC, the activity increases when cysteine is at the N-terminal position. For tripeptides, we observed a notable increase in activity when cysteine is placed in the N-terminal position.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Oligopeptides
/
Quantitative Structure-Activity Relationship
/
Cysteine
/
Dipeptides
/
Antioxidants
Language:
En
Journal:
J Comput Aided Mol Des
Journal subject:
BIOLOGIA MOLECULAR
/
ENGENHARIA BIOMEDICA
Year:
2024
Document type:
Article
Affiliation country:
Argentina