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  Tris(2-aminoethyl)amine-based α-branched fatty acid amides – Synthesis of lipids and comparative study of transfection efficiency of their lipid formulations

Erdmann, N., Wölk, C., Schulze, I., Janich, C., Folz, M., Drescher, S., et al. (2015). Tris(2-aminoethyl)amine-based α-branched fatty acid amides – Synthesis of lipids and comparative study of transfection efficiency of their lipid formulations. European Journal of Pharmaceutics and Biopharmaceutics, 96, 349-362. doi:10.1016/j.ejpb.2015.08.011.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-0028-5438-4 Version Permalink: http://hdl.handle.net/11858/00-001M-0000-002D-C3E5-4
Genre: Journal Article

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 Creators:
Erdmann, Nicole1, Author
Wölk, Christian1, Author
Schulze, Ingo1, Author
Janich, Christopher1, Author
Folz, Manuela1, Author
Drescher, Simon1, Author
Dittrich, Matthias2, Author              
Meister, Annette1, Author
Vogel, Jürgen1, Author
Groth, Thomas1, Author
Dobner, Bodo1, Author
Langner, Andreas1, Author
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1external, ou_persistent22              
2Grenzflächen, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863287              

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Free keywords: Cationic lipids, Gene therapy, Lipofection, Lipoplex, Non-viral gene transfer, Synthetic methods
 Abstract: The synthesis of a new class of cationic lipids, tris(2-aminoethyl)amine-based α-branched fatty acid amides, is described resulting in a series of lipids with specific variations in the lipophilic as well as the hydrophilic part of the lipids. In-vitro structure/transfection relationships were established by application of complexes of these lipids with plasmid DNA (pDNA) to different cell lines. The α-branched fatty acid amide bearing two tetradecyl chains and two lysine molecules (T14diLys) in mixture with the co-lipid 1,2-di-[(9Z)-octadec-9-enoyl]-sn-glycero-3-phosphoethanolamine (DOPE) (1/2, n/n) exhibits effective pDNA transfer in three different cell lines, namely Hep-G2, A549, and COS-7. The presence of 10% serum during lipoplex incubation of the cells did not affect the transfection efficiency. Based on that, detailed investigations of the complexation of pDNA with the lipid formulation T14diLys/DOPE 1/2 (n/n) were carried out with respect to particle size and charge using dynamic light scattering (DLS), ζ-potential measurements and transmission electron microscopy (TEM). Additionally, the lipoplex uptake was investigated by confocal laser scanning microscopy (CLSM). Overall, lipoplexes prepared from T14diLys/DOPE 1/2 (n/n) offer large potential as lipid-based polynucleotide carriers and further justify advanced examinations.

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 Dates: 2015-08-292015-10
 Publication Status: Published in print
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 Table of Contents: This article is dedicated to Professor Gerald Brezesinski on occasion of his 65th birthday.
 Rev. Method: -
 Identifiers: DOI: 10.1016/j.ejpb.2015.08.011
 Degree: -

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Title: European Journal of Pharmaceutics and Biopharmaceutics
  Other : Eur. J. Pharm. Biopharm.
Source Genre: Journal
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Publ. Info: Stuttgart : Elsevier
Pages: - Volume / Issue: 96 Sequence Number: - Start / End Page: 349 - 362 Identifier: ISSN: 0939-6411