Photoactivatable Phospholipids Bearing Tetrafluorophenylazido Chromophores Exhibit Unprecedented Protonation-State-Dependent 19F NMR Signals

Phospholipids bearing tetrafluorophenylazido chromophores were synthesized with perfectly conserved amphiphilicity and photochemical activity. Interestingly however, those phospholipids harboring the amine-linked chromophores exhibited unusual 19F NMR signals which depended on the protonation state...

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Bibliographic Details
Published inOrganic letters Vol. 13; no. 16; pp. 4248 - 4251
Main Authors Xia, Yi, Qu, Fanqi, Maggiani, Alain, Sengupta, Kheya, Liu, Cheng, Peng, Ling
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.08.2011
Amer Chemical Soc
Subjects
Azides - chemistry
Chemistry
Chemistry, Organic
Halogenation
Magnetic Resonance Spectroscopy
Molecular Structure
Phospholipids - chemistry
Photochemical Processes
Physical Sciences
Protons
Science & Technology
FLUORINE
ACID
PH INDICATORS
ANALOGS
PROBE
MEMBRANE
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Summary:Phospholipids bearing tetrafluorophenylazido chromophores were synthesized with perfectly conserved amphiphilicity and photochemical activity. Interestingly however, those phospholipids harboring the amine-linked chromophores exhibited unusual 19F 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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol201593k