Synthesis and studies on cell-penetrating peptides

Jean Remi Bertrand, Claude Malvy, Tiphanie Auguste, G. Tóth, Orsolya Kiss-Ivánkovits, Eszter Illyés, M. Hollósi, S. Bottka, I. Laczkó

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The ability of different synthetic cell penetrating peptides, as Antennapedia (wild and Phe6 mutated penetratins), flock house virus, and integrin peptides to form complexes with a 25mer antisense oligonucleotide was compared and their conformation was determined by circular dichroism spectroscopy. The efficiency for oligonucleotide delivery into cells was measured using peptides labeled with a coumarin derivative showing blue fluorescence and the fluorescein-labeled antisense oligonucleotide showing green fluorescence. Fluorescence due to the excitation energy transfer confirmed the interaction of the antisense oligonucleotide and cell-penetrating peptides. The most efficient oligonucleotide delivery was found for penetratins. Comparison of the two types of penetratins shows that the wild-type penetratin proved to be more efficient than mutated penetratin. The paper also emphasizes that the attachment of a fluorescent label may have an effect on the conformation and flexibility of cell-penetrating peptides that must be taken into consideration when evaluating biological experiments.

Original languageEnglish
Pages (from-to)1307-1314
Number of pages8
JournalBioconjugate Chemistry
Volume20
Issue number7
DOIs
Publication statusPublished - Jul 15 2009

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Cell-Penetrating Peptides
Oligonucleotides
Peptides
Antisense Oligonucleotides
Fluorescence
Conformations
Circular dichroism spectroscopy
Artificial Cells
Coumarins
Excitation energy
Energy Transfer
Circular Dichroism
Fluorescein
Viruses
Integrins
Energy transfer
Labels
Spectrum Analysis
penetratin
Derivatives

ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Organic Chemistry
  • Pharmaceutical Science
  • Biomedical Engineering
  • Pharmacology

Cite this

Bertrand, J. R., Malvy, C., Auguste, T., Tóth, G., Kiss-Ivánkovits, O., Illyés, E., ... Laczkó, I. (2009). Synthesis and studies on cell-penetrating peptides. Bioconjugate Chemistry, 20(7), 1307-1314. https://doi.org/10.1021/bc900005j

Synthesis and studies on cell-penetrating peptides. / Bertrand, Jean Remi; Malvy, Claude; Auguste, Tiphanie; Tóth, G.; Kiss-Ivánkovits, Orsolya; Illyés, Eszter; Hollósi, M.; Bottka, S.; Laczkó, I.

In: Bioconjugate Chemistry, Vol. 20, No. 7, 15.07.2009, p. 1307-1314.

Research output: Contribution to journalArticle

Bertrand, JR, Malvy, C, Auguste, T, Tóth, G, Kiss-Ivánkovits, O, Illyés, E, Hollósi, M, Bottka, S & Laczkó, I 2009, 'Synthesis and studies on cell-penetrating peptides', Bioconjugate Chemistry, vol. 20, no. 7, pp. 1307-1314. https://doi.org/10.1021/bc900005j
Bertrand JR, Malvy C, Auguste T, Tóth G, Kiss-Ivánkovits O, Illyés E et al. Synthesis and studies on cell-penetrating peptides. Bioconjugate Chemistry. 2009 Jul 15;20(7):1307-1314. https://doi.org/10.1021/bc900005j
Bertrand, Jean Remi ; Malvy, Claude ; Auguste, Tiphanie ; Tóth, G. ; Kiss-Ivánkovits, Orsolya ; Illyés, Eszter ; Hollósi, M. ; Bottka, S. ; Laczkó, I. / Synthesis and studies on cell-penetrating peptides. In: Bioconjugate Chemistry. 2009 ; Vol. 20, No. 7. pp. 1307-1314.
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