Strain-Promoted Thiol-Mediated Cellular Uptake of Giant Substrates: Liposomes and Polymersomes

Chuard, Nicolas; Gasparini, Giulio; Moreau, Dimitri; Lörcher, Samuel; Palivan, Cornelia; Meier, Wolfgang; Sakai, Naomi; Matile, Stefan

doi:10.1002/anie.201611772

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Title		Strain-Promoted Thiol-Mediated Cellular Uptake of Giant Substrates: Liposomes and Polymersomes
Authors		Chuard, Nicolas Gasparini, Giulio Moreau, Dimitri Lörcher, Samuel Palivan, Cornelia Meier, Wolfgang Sakai, Naomi Matile, Stefan
Published in		Angewandte Chemie (International Edition). 2017, vol. 56, no. 11, p. 2947-2950
Abstract		Simple cyclic disulfides under high tension mediate the uptake of giant substrates, that is, liposomes and polymersomes with diameters of up to 400 nm, into HeLa Kyoto cells. To place them at the surface of the vesicles, the strained disulfides were attached to the head-group of cationic amphiphiles. Bell-shaped dose response curves revealed self-activation of the strained amphiphiles by self-assembly into microdomains at low concentrations and self-inhibition by micelle formation at high concentrations. Poor colocalization of internalized vesicles with endosomes, lysosomes, and mitochondria indicate substantial release into the cytosol. The increasing activity with disulfide ring tension, inhibition with Ellman's reagent, and inactivity of maleimide and guanidinium controls outline a distinct mode of action that deserves further investigation and is promising for practical applications.
Keywords		cellular uptake — disulfides — liposomes — polymersomes — ring tension
Identifiers		DOI: 10.1002/anie.201611772
Full text		Article (Published version) (2.5 MB) - Limited access to UNIGE Article (Accepted version) (6.2 MB) - Free access
Structures		Faculté des sciences / Section de chimie et biochimie / Département de chimie organique
Research group		Groupe Matile
Citation (ISO format)		CHUARD, Nicolas et al. Strain-Promoted Thiol-Mediated Cellular Uptake of Giant Substrates: Liposomes and Polymersomes. In: Angewandte Chemie: International Edition, 2017, vol. 56, n° 11, p. 2947-2950. doi: 10.1002/anie.201611772 https://archive-ouverte.unige.ch/unige:92406