Design and synthesis of a Tat-related gene transporter: a tool for carrying the adenovirus vector into cells

Bioorg Med Chem Lett. 2006 Feb;16(3):743-5. doi: 10.1016/j.bmcl.2005.08.116. Epub 2005 Dec 6.

Abstract

A Tat-related peptide, acetyl-Gly-Arg-Arg-Arg-Arg-Arg-Gln-Arg-Arg-Arg-Pro-Pro-Gln-Gly-Cys amide, designed to transport an Adenovirus vector (Ad) into cells, was synthesized. The synthetic peptide was conjugated to Ad, which potentially can act as an efficient carrier of heterologous genes into cells. The Tat-related peptide was synthesized using the solid phase method and then was coupled to the heterofunctional cross-linking reagent, 6-maleimidohexanoic acid N-hydroxysuccinimide ester. The resulting peptide-succinimidohexanoic acid N-hydroxysuccinimide ester was conjugated to Ad containing the luciferase gene. B16BL6 cells infected with the peptide-conjugated Ad luciferase gene construct exhibit a 50-fold greater luciferase activity than B16BL6 cells infected with wild-type Ad containing the luciferase gene.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenoviridae / genetics
  • Adenoviridae / metabolism*
  • Amino Acid Sequence
  • Animals
  • Biological Transport
  • Cell Line
  • Chromatography, High Pressure Liquid
  • Cross-Linking Reagents / chemistry
  • Drug Design
  • Gene Products, tat / chemical synthesis
  • Gene Products, tat / drug effects
  • Gene Products, tat / metabolism*
  • Gene Products, tat / pharmacology
  • Genetic Vectors
  • Luciferases / metabolism
  • Mice
  • Molecular Sequence Data
  • Oligopeptides / chemical synthesis*
  • Oligopeptides / pharmacology
  • Succinimides / chemistry
  • Transduction, Genetic

Substances

  • Cross-Linking Reagents
  • Gene Products, tat
  • Oligopeptides
  • Succinimides
  • acetyl-Gly-Arg-Arg-Arg-Arg-Arg-Gln-Arg-Arg-Arg-Pro-Pro-Gln-Gly-Cys amide
  • Luciferases