Efficacious redox-responsive gene delivery in serum by ferrocenylated monomeric and dimeric cationic cholesterols

Organic & Biomolecular Chemistry
Gururaja VulugundamSantanu Bhattacharya

Abstract

Herein, we present the design and synthesis of new redox-active monomeric and dimeric (gemini) cationic lipids based on ferrocenylated cholesterol derivatives for gene delivery. The cationic cholesterols are shown to be transfection efficient after being formulated with the neutral helper lipid DOPE in the presence of serum (FBS). The redox activity of the resulting co-liposomes and their lipoplexes could be regulated using the alkanyl ferrocene moiety attached to the ammonium head groups of the cationic cholesterols. Atomic force microscopy (AFM), dynamic light scattering (DLS) and zeta potential measurements were performed to characterize the co-liposomal aggregates and their complexes with pDNA. The transfection efficiency of lipoplexes could be tuned by changing the oxidation state of the ferrocene moiety. The gene transfection capability was assayed in terms of green fluorescence protein (GFP) expression using pEGFP-C3 plasmid DNA in three cell lines of different origins, namely Caco-2, HEK293T and HeLa, in the presence of serum. The vesicles possessing ferrocene in the reduced state induced an efficient transfection, even better than a commercial reagent Lipofectamine 2000 (Lipo 2000) as evidenced by flow cytometry and fl...Continue Reading

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Citations

Nov 14, 2015·Bioorganic & Medicinal Chemistry Letters·Li-Ting ZhengZhi-Gang Zhao
May 24, 2016·Nature Communications·Alvar R GarriguesChristian A Nijhuis
Aug 30, 2016·Bioorganic & Medicinal Chemistry Letters·Rong-Chuan SuZhi-Gang Zhao
Feb 16, 2017·Wiley Interdisciplinary Reviews. Nanomedicine and Nanobiotechnology·Y Lee, D H Thompson
Aug 24, 2017·Macromolecular Rapid Communications·Xiong LiuHaibin Gu
Jan 2, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hélio M T AlbuquerqueArtur M S Silva
Oct 6, 2018·MedChemComm·M DamenM C Feiters
Mar 28, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·William L OdetteJanine Mauzeroll
Nov 4, 2021·Wiley Interdisciplinary Reviews. Nanomedicine and Nanobiotechnology·Bappa Maiti, Santanu Bhattacharya

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