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Fluorescent and photosensitive lipid probes for the study of lipid/protein interaction

Référence

04134-01

Statut des brevets

French patent application FR1152498 filed on March 25th, 2011, entitled “Composés à groupements chromophore et photoréactif”

Inventeurs

Eve-Isabelle PECHEUR
Line BOUREL-BONNET
Benoit HILBOLD

Statut commercial

Exclusive or non-exclusive licenses, Collaborative agreement

Laboratoire

Bases moléculaires et structurales des systèmes infectieux (BMSSI) UMR5086, Lyon, France.

Description

CONTEXT

Up to now, the detection of cellular or organelle-related events was usually performed through a radioactive element covalently attached to a molecule-tool. Although effective and powerful, radioactivity is highly toxic and requires constraining handling and costly expenses for waste disposal. This invention concerns novel and reliable tools in which radioactivity is replaced by fluorescence. 

TECHNICAL DESCRIPTION

This invention provides a novel family of fluorescent and photosensitive lipid tools, which have a common amino acid scaffold functionalized by three groups: (i) a first fatty acid chain grafted with a photoactivatable benzophenone moiety (Fatty Acid BenzoPhenone, FABP), (ii) a second fatty acid chain to ensure anchoring into a half-bilayer or hydrophobic environment, and (iii) a fluorescent carboxytetramethylrhodamine headgroup (CTMR) to detect the photolabeled compound.

BENEFITS

These new lipid-tools have important advantages :

  • Detection is based on fluorescence instead of radioactivity as traditionally used.
  • Relatively easy synthesis
  • Stable in membranes due to their double fatty acid chain structure
  • Photolabeling performed at an UV wavelength which prevents degradation of the proteins.

INDUSTRIAL APPLICATIONS

This invention could be used as research tool for study and identification of hydrophobic regions of proteins.

DEVELOPMENT STAGE

Accomplished tests: synthesis and characterization of three lipid tools whose benzophenone ring is situated at various distances from the central scaffold; in vitro  assays using bacterioRhodopsin (bR).

Article

Hilbold et al., 2011, Bioorg Med Chem.

For further information, please contact us (Ref 04134-01)

 


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