Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

3-2011

Journal or Book Title

Bioconjugate Chemistry

Volume

22

Issue

4

First Page

523

Last Page

528

DOI

10.1021/bc1003197

Abstract

A gallate derivative with three propargyl groups was coupled to palmitoyl oleoyl phosphoethanolamine (POPE). The resulting anionic lipid was formulated with common lipids such as palmitoyl oleoyl phosphatidyl choline (POPC) to form large unilamellar vesicles (LUVs). Polymerization of the LUVs was accomplished by the Cu(I)-catalyzed click reaction between the propargyl groups and the azide groups in the cross-linker. When the cross-linker contained a disulfide or ketal group, the resulting polymerized liposomes depolymerized and released entrapped contents upon the addition of a reducing thiol or under weakly acidic conditions. The click reaction allowed simultaneous multivalent surface functionalization during cross-linking, making these cleavable polymerized liposomes (CPLs) potentially very useful in the delivery and controlled release of pharmaceutical agents.

Comments

Reprinted (adapted) with permission from Bioconjugate Chemistry 22 (2011): 523, doi:10.1021/bc1003197. Copyright 2011 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

Included in

Chemistry Commons

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