Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 27, Pages 8388-8391Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b04557
Keywords
-
Categories
Funding
- National Science Foundation [CHE-1254611]
- Xunta de Galicia
- Human Frontier Science Program (HFSP)
- Spanish Ministry of Education, Science and Sports (MECD)
- Molecular Biophysics Training Grant, NIH [T32 GM008326]
- NIH
Ask authors/readers for more resources
Biomimetic liposomes have a wide array of applications in several areas, ranging from medicinal chemistry to synthetic biology. Due to their biocompatibility and biological relevance, there is particular interest in the formation of synthetic phospholipid vesicles and the development of methods to tune their properties in a controlled manner. However, while true biological membranes are capable of responding to environmental stimuli by enzymatically remodeling their composition, synthetic liposomes are typically static once formed. Herein we report the chemoselective reaction of the natural amine-containing lysosphingomyelin with a series of long-chain aldehydes to form imines. This transformation results in the formation of phospholipid liposomes that are in dynamic equilibrium with the aldehyde-amine form. The reversibility of the imine linkage is exploited in the synthesis of vesicles that are capable of responding to external stimuli such as temperature or the addition of small molecules.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available