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  Novel Cell Penetrating Peptide for the Cellular Delivery of Molecular Imaging Probes

Engelmann, J., Jha, D., Mishra, R., Wiesmüller, K.-H., & Ugurbil, K. (2008). Novel Cell Penetrating Peptide for the Cellular Delivery of Molecular Imaging Probes. Poster presented at 2008 World Molecular Imaging Congress (WMIC), Nice, France.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-0013-C771-D Version Permalink: http://hdl.handle.net/21.11116/0000-0003-8B9D-0
Genre: Poster

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WMIC-2008-Engelmann.pdf (Abstract), 200KB
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Engelmann, J1, 2, Author              
Jha, D1, 2, Author              
Mishra, R1, 2, Author              
Wiesmüller, K-H, Author
Ugurbil, K, Author
Affiliations:
1Former Department MRZ, Max Planck Institute for Biological Cybernetics, Max Planck Society, Spemannstrasse 38, 72076 Tübingen, DE, ou_2528700              
2Max Planck Institute for Biological Cybernetics, Max Planck Society, Spemannstrasse 38, 72076 Tübingen, DE, ou_1497794              

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 Abstract: The success of intracellular targeted delivery of imaging probes or drugs depends on the efficient transmembrane delivery of the compound as well as interaction of the payload with the desired targets. Cell penetrating peptides (CPPs) are extensively used as the delivery tools. However, confinement of biomolecules into endosomes limits their use for intracellular targeting. Herein, we focus on the development of a novel cysteine rich CPP (derived from polypeptide Crotamine [1]) by Structure Activity Relationship (SAR) studies optimizing cellular uptake efficacy as well as distribution. Series of peptides were synthesized by Fmoc strategy and were N-terminally labeled with fluorescein isothiocyanate (via an additional lysine residue) for optical imaging. The optimized peptide (DJ23) is 10 amino acids long and contains aside of cationic amino acids (common for various CPPs) cysteine and tryptophane residues. It is markedly distinct showing an efficient uptake at low concentrations (8804;2.5956;M) and a cytosolic distribution along with vesicular uptake unlike known for other common CPPs (e.g. Tat or Antennapedia) at these concentrations [2]. Fluorescence microscopic results highlight the importance of cysteines and tryptophans in the peptide. Additional coupling of Gd-DOTA to this peptide showed proficient uptake maintaining the cytosolic localization of the conjugate (Fig.). Furthermore, fluorescence spectroscopic data showed that the internalization efficacy at 2.5 956;M increased significantly by about 50 in comparison to the conjugate containing the d-form of Tat peptide, known to be an efficient CPP (Fig.). Thus, this novel peptide might prove useful for efficient transmembrane delivery of agents directed to cytosolic targets.

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 Dates: 2008-09
 Publication Status: Published in print
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 Identifiers: BibTex Citekey: 5353
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Title: 2008 World Molecular Imaging Congress (WMIC)
Place of Event: Nice, France
Start-/End Date: 2008-09-10 - 2008-09-13

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Title: 2008 World Molecular Imaging Congress (WMIC)
Source Genre: Proceedings
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Pages: - Volume / Issue: - Sequence Number: 1006 Start / End Page: - Identifier: -