pH-Sensitive liposomes with new trans-2-aminocyclohexanol-based amphiphiles as conformational switches for the liposome membrane

Document Type

Conference Presentation

Department

Chemistry

Conference Title

241st American Chemical Society (ACS) National Meeting & Exposition

Organization

American Chemical Society (ACS)

Location

Anaheim, CA

Conference Dates

March 27-31, 2011

Date of Presentation

3-28-2011

Abstract

We suggested recently a novel approach to making lipid amphiphiles and their colloids pH-sensitive: a protonation-induced conformational switch of the built-in trans-2-aminocyclohexanol moiety. In liposomes, this ring flip loosens packing of the attached lipid tails, leading to contents leakage. Here we report our latest studies on the pH-sensitivity of PEG-grafted liposomes containing various trans-2-aminocyclohexanol-based lipids in their membranes. These liposomes are stable at pH 7.4 and yet release their content in a few seconds in a slightly acidic medium. The triggering pH value depends on the structure of amino-group.

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