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US 2008/0177059 A1Published application
Free cholesterol analogs bearing a boron dipyrromethene difluoro (bodipy) fluorophore in the side chain and method of preparation and use thereof
AssigneeResearch Foundation of the City University of New York
InventorsRobert Bittman, Zaiguo Li
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Abstract
The present invention relates to free cholesterol analogs bearing a boron dipyrromethene difluoro (BODIPY) fluorophore in the side chain and methods of preparation. The compounds of the present invention can be used in fluorescence spectroscopy and fluorescence microscopy to visualize the exchange, distribution, and trafficking of free cholesterol between living cells and to monitor the movement of free cholesterol between ordered and disordered lipid domains in membranes.
Claims16
A molecule having formula I, II, or III,
- wherein:
- L represents a linker having one of the following structures:
- Y represents the following formula:
- wherein:
- n1 is independently 1, 2, 3, 4, or 5;
- n2 is 0, 1, 2, 3, or 4;
- n3 is independently 0, 1, 2, 3, or 4;
- A1 is O, S or H2;
- A2 is O, S, or NH;
- A3 is independently alkyl, aryl, alkoxy, or aryloxy;
- A4 is independently hydrogen, alkyl, or aryl;
- R1, R2, R3, R4, R5, R6, and R7 independently represent hydrogen, alkyl, phenyl, alkoxy, or carboalkoxy;
- or R1 and R2, R2 and R3, R5 and R6, or R6 and R7 represent benzo provided that one of R1 through R7 represents a bond to L;
- Q is fluoro, alkyl, alkoxy, or aryloxy;
- alkyl groups are unbranched, saturated, and have 1-4 carbon atoms;
- aryl groups can be either carbocyclic aryl or heterocyclic aryl;
- carbocyclic aryl groups have a total of 6-20 carbon atoms, including carbon atoms of substituents;
- heterocyclic aryl groups have a total of 5-20 carbon atoms, including carbon atoms of substituents;
- alkoxy groups are alkyloxy groups wherein alkyl groups are as defined above;
- the aryl groups of aryloxy are as described above;
- carboalkoxy groups are alkyl esters of a carboxylic acid wherein alkyl groups are as defined above;
- each alkyl, aryl, alkoxy, aryloxy, benzo, and carboalkoxy, independently, may be unsubstituted or substituted with one or more substituent;
- alkyl substituents are halo, hydroxyl, amino, or aryl;
- aryl substituents are halo, hydroxyl, amino, alkyl, aryl, nitro, or carboxyl;
- and
- halo substituents are fluoro or chloro.
23 more elements
Dependencies are inferred from the claim text.