Document Detail

Cationic nucleoside lipids for gene delivery.
MedLine Citation:
PMID:  16536479     Owner:  NLM     Status:  MEDLINE    
A novel uridine-based nucleo-lipid, DOTAU (N-[5'-(2',3'-dioleoyl)uridine]-N',N',N'-trimethylammonium tosylate) was prepared by using a convenient four-step synthetic pathway. From the preliminary physicochemical studies (quasielastic light scattering and light microscopy), this amphiphilic structure forms supramolecular organizations in aqueous solution. In addition, in the presence of nucleic acids, transmission electronic microscopy experiments (TEM) and small angle X-ray scattering (SAXS) reveal the formation of multilamellar structures similar to lipoplexes (cationic liposome-DNA complexes) with cationic lipids. The formation of a complex was confirmed by fluorescence spectroscopic assays involving ethidium bromide. Transfection assays of mammalian cell lines (HeLa and MCF-7) indicate that DOTAU can transfect efficiently an expression vector (pEGFP) encoding GFP. Proliferation assays realized on these cell lines show that DOTAU does not inhibit cell proliferation and is less toxic than the commercial Lipofectamine 2000.
Pauline Chabaud; Michel Camplo; Dominique Payet; Guillaume Serin; Louis Moreau; Philippe Barthélémy; Mark W Grinstaff
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Bioconjugate chemistry     Volume:  17     ISSN:  1043-1802     ISO Abbreviation:  Bioconjug. Chem.     Publication Date:    2006 Mar-Apr
Date Detail:
Created Date:  2006-03-15     Completed Date:  2006-07-10     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9010319     Medline TA:  Bioconjug Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  466-72     Citation Subset:  IM    
Groupe de Chimie Organique et des Matériaux Moléculaires (UMR-CNRS 6114), Faculté des Sciences de Luminy, case 901, 13288 Marseille Cedex 09, France.
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MeSH Terms
Cations / chemistry*
Cell Line, Tumor
Cell Proliferation
Ethidium / metabolism
Fatty Acids, Monounsaturated / chemistry
Fluorescent Dyes / chemistry
Gene Transfer Techniques*
Lipids / chemistry*
Molecular Structure
Nucleosides / chemistry*
Quaternary Ammonium Compounds / chemistry
Uridine / analogs & derivatives*,  chemistry
Reg. No./Substance:
0/Cations; 0/Fatty Acids, Monounsaturated; 0/Fluorescent Dyes; 0/Lipids; 0/N-(5'-(2',3'-dioleoyl)uridine)-N',N',N'-trimethylammonium; 0/Nucleosides; 0/Quaternary Ammonium Compounds; 113669-21-9/1,2-dioleoyloxy-3-(trimethylammonium)propane; 3546-21-2/Ethidium; 58-96-8/Uridine

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