[Solid-phase synthesis and in vitro activity research of tumor-targeting cell-penetrating peptide]

Nan Fang Yi Ke Da Xue Xue Bao. 2011 Feb;31(2):201-4.
[Article in Chinese]

Abstract

Objective: To synthesize a tumor-targeting cell-penetrating peptide (CPP) and evaluate its biological activity and cytotoxicity in vitro.

Methods: With fluorenylmethyloxycarbonyl (Fmoc) as the protective group of α-amino acid, the tumor-targeting CPP were synthesized with stepwise amino acid extension using solid-phase synthesis method. 5-carboxytetramethylrhodamine was added for fluorescence labeling in the presence of the coupling agents HATU and DMF. The purity of the CPP was measured by high-performance liquid chromatography and its molecular weight measured by mass spectrometry. Fluorescence microscope was used to assess the cell-penetrating activity?of the CPP in hepatocellular carcinoma cell lines SMMC-7721 and normal hepatocellular cell lines LO2. The growth activity of CPP-treated SMMC-7721 cells was measured by MTT assay.

Results: With a purity of 96.05% and a relative molecular mass of 3504.9, the synthesized CPP showed no translocation activity in normal hepatocellular cell lines LO2, but showed strong ability to translocate into SMMC-7721 cells without affecting the biological activity of the cells.

Conclusion: Using Fmoc solid-phase synthesis method, we have successfully synthesized the CPP with tumor-targeting activity.

Publication types

  • English Abstract
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell-Penetrating Peptides / chemical synthesis*
  • Cell-Penetrating Peptides / pharmacology*
  • Drug Delivery Systems*
  • Drug Design
  • Humans
  • Liver Neoplasms / drug therapy
  • Liver Neoplasms / metabolism*
  • Liver Neoplasms / pathology
  • Matrix Metalloproteinase 2 / metabolism*
  • Rhodamines / chemistry
  • Solid-Phase Synthesis Techniques

Substances

  • 5-carboxytetramethylrhodamine
  • Cell-Penetrating Peptides
  • Rhodamines
  • Matrix Metalloproteinase 2