Photoactivatable phospholipids bearing tetrafluorophenylazido chromophores exhibit unprecedented protonation-state-dependent 19F NMR signals

Yi Xia; Fanqi Qu; Alain Maggiani; Kheya Sengupta; Cheng Liu; Ling Peng

doi:10.1021/ol201593k

Photoactivatable phospholipids bearing tetrafluorophenylazido chromophores exhibit unprecedented protonation-state-dependent 19F NMR signals

Org Lett. 2011 Aug 19;13(16):4248-51. doi: 10.1021/ol201593k. Epub 2011 Jul 18.

Authors

Yi Xia¹, Fanqi Qu, Alain Maggiani, Kheya Sengupta, Cheng Liu, Ling Peng

Affiliation

¹ Centre Interdisciplinaire de Nanoscience de Marseille, CNRS UPR 3118, 13288 Marseille, France.

PMID: 21766799
DOI: 10.1021/ol201593k

Abstract

Phospholipids bearing tetrafluorophenylazido chromophores were synthesized with perfectly conserved amphiphilicity and photochemical activity. Interestingly however, those phospholipids harboring the amine-linked chromophores exhibited unusual (19)F NMR signals which depended on the protonation state of the lipid headgroup. These probes may serve as powerful tools for studying various pH-dependent events in biomembranes.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Azides / chemistry*
Halogenation
Magnetic Resonance Spectroscopy
Molecular Structure
Phospholipids / chemistry*
Photochemical Processes
Protons

Substances

Azides
Phospholipids
Protons