Oligosarcosine Conjugation of Arginine-Rich Peptides Improves the Intracellular Delivery of Peptide/pDNA Complexes

ACS Biomater Sci Eng. 2024 Feb 12;10(2):890-896. doi: 10.1021/acsbiomaterials.3c01542. Epub 2023 Dec 30.

Abstract

Cell-penetrating peptides (CPPs), for example, arginine (Arg) rich peptides, are used for the intracellular delivery of nucleic acids. In this study, oligosarcosine-conjugated Arg-rich peptides were designed as plasmid DNA (pDNA) carriers, and the physicochemical parameters and transfection efficiency of the peptide/pDNA complexes were evaluated. Oligosarcosine with different lengths were conjugated to a base sequence composed of arginine and α-aminoisobutyric acid (Aib) [(Aib-Arg-Arg)3]. Oligosarcosine conjugation inhibited the aggregation of the complexes after mixing with pDNA, shielded the positive charge of the complexes, and provided efficient pDNA transfection in cultured cells. The efficiency of the pDNA transfection was improved by varying the length of the oligosarcosine moiety (10-15 units were optimal). The cellular uptake efficiency and intracellular distribution of pDNA were the same regardless of oligosarcosine conjugation. These results implied that intracellular processes, including the decondensation of pDNA, contributed to the efficiency of the protein expression from pDNA. This study demonstrated the advantages of oligosarcosine conjugation to Arg-rich CPPs and provided valuable insight into the future design of CPPs.

Keywords: cell-penetrating peptides; nonproteinogenic amino acids; pDNA delivery; sarcosine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arginine* / genetics
  • Cell-Penetrating Peptides* / chemistry
  • Cell-Penetrating Peptides* / genetics
  • Cell-Penetrating Peptides* / pharmacology
  • DNA / chemistry
  • DNA / genetics
  • Plasmids / genetics
  • Transfection

Substances

  • Arginine
  • DNA
  • Cell-Penetrating Peptides