Issue 30, 2014

Selective recognition of anionic cell membranes using targeted liposomes coated with zinc(ii)-bis(dipicolylamine) affinity units

Abstract

Zinc(II)-bis(dipicolylamine) (Zn2BDPA) coated liposomes are shown to have high recognition selectivity towards vesicle and cell membranes with anionic surfaces. Robust synthetic methods were developed to produce Zn2BDPA-PEG-lipid conjugates with varying PEG linker chain length. One conjugate (Zn2BDPA-PEG2000-DSPE) was used in liposome formulations doped with the lipophilic near-infrared fluorophore DiR. Fluorescence cell microscopy studies demonstrated that the multivalent liposomes selectively and efficiently target bacteria in the presence of healthy mammalian cells and cause bacterial cell agglutination. The liposomes also exhibited selective staining of the surfaces of dead or dying human cancer cells that had been treated with a chemotherapeutic agent.

Graphical abstract: Selective recognition of anionic cell membranes using targeted liposomes coated with zinc(ii)-bis(dipicolylamine) affinity units

Supplementary files

Article information

Article type
Paper
Submitted
05 May 2014
Accepted
18 Jun 2014
First published
18 Jun 2014
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2014,12, 5645-5655

Author version available

Selective recognition of anionic cell membranes using targeted liposomes coated with zinc(II)-bis(dipicolylamine) affinity units

S. Turkyilmaz, D. R. Rice, R. Palumbo and B. D. Smith, Org. Biomol. Chem., 2014, 12, 5645 DOI: 10.1039/C4OB00924J

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