Pyrrolidine-based cationic gamma-peptide: a DNA-binding molecule works as a potent anti-gene agent

Preetham, H. D. and Umashankara, M. and Sharath Kumar, K. S. and Shobith, R. and Rangappa, K. S. (2022) Pyrrolidine-based cationic gamma-peptide: a DNA-binding molecule works as a potent anti-gene agent. Medicinal Chemistry Research, 31 (3). pp. 507-516. ISSN 1554-8120

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Abstract

Pyrrolidine-based cationic peptides showing high stability to enzyme degradation and strong binding affinity towards DNA are widely investigated as tools to interfere in gene expression. Several studies have been focused on gamma-peptide analogs with modifications on the peptide backbone in the attempt to overcome solubility, uptake, and aggregation issues. Pyrrolidine-based gamma-peptide derivatives having two different modes of backbone conformation show interesting properties in terms of secondary structure and affinity of binding towards nucleic acids. In this paper, we illustrate our results obtained on two cationic 8-mer gamma-peptides Gp1 and Gp2, and how they differ in side-chain spacing along the backbone was tested for DNA binding and DNA transfection activity. Both gamma-peptides are stable toward protease digestion. Gp1 binds to DNA more tightly than GP2. This binding ability of Gp1 is attributed to its characteristic of single-chain PPII-like conformation. The Gpl shows a reduction in its electrophoretic mobility when treated with plasmid DNA. The DNA transfection ability of gamma-peptide Gp1 was compared with commercially available transfection reagent Effectene. In each case, Gp1 significantly enhanced the transfection efficiency (40%) of plasmid in Schneider cells compared to the commercial reagent (18%). The other gamma-peptide GP2 is not active. GRAPHICS] .

Item Type:	Article
Uncontrolled Keywords:	Transfection; gamma-peptide; cell-penetrating peptide; gel retardation
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	C Swapna Library Assistant
Date Deposited:	20 Jul 2023 07:09
Last Modified:	20 Jul 2023 07:09
URI:	http://eprints.uni-mysore.ac.in/id/eprint/17658

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