EP 1948824 A4 20110216 - FLUOROGENIC PROBES FOR REACTIVE OXYGEN SPECIES
Title (en)
FLUOROGENIC PROBES FOR REACTIVE OXYGEN SPECIES
Title (de)
FLUOROGENE SONDEN FÜR REAKTIVE SAUERSTOFFSPEZIES
Title (fr)
SONDES FLUOROGÉNIQUES POUR ESPÈCES OXYGÉNÉES RADICALAIRES
Publication
Application
Priority
- US 2006041883 W 20061027
- US 73108505 P 20051027
Abstract (en)
[origin: WO2007050810A2] The present invention provides a novel class of fluorogenic probes for reactive oxygen species. Exemplary probes of the invention utilize a boronate deprotection mechanism to provide high selectivity and optical dynamic range for detecting H<SUB>2</SUB>O<SUB>2</SUB> in aqueous solution over similar reactive oxygen species (ROS) including superoxide, nitric oxide, tert-butyl hydroperoxide, and hydroxyl radical; Peroxyresorufin-1 (PRl), Peroxyfluor- 1 (PFl), and Peroxyxanthone-1 (PXl) are first-generation probes that respond to H<SUB>2</SUB>O<SUB>2</SUB> by an increase in red, green, and blue fluorescence, respectively. The boronate dyes are cell- permeable and can detect micromolar changes in H<SUB>2</SUB>O<SUB>2</SUB> concentrations in living cells, including hippocampal neurons, using confocal and two-photon microscopy. The unique combination of ROS selectivity, membrane permeability, and a range of available excitation/emission colors establishes the potential value of PRl, PFl, PXl, and related probes for interrogating the physiology and pathology of cellular H<SUB>2</SUB>O<SUB>2</SUB>.
IPC 8 full level
C07D 471/00 (2006.01); C07D 491/00 (2006.01); C07F 5/02 (2006.01)
CPC (source: EP)
C07F 5/025 (2013.01)
Citation (search report)
- [XP] MILLER, E.W. ET AL.: "Boronate-based fluorescent probes for imaging cellular hydrogen peroxide", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 127, no. 47, 2005, pages 16652 - 16659, XP002595515
- [XI] CHANG, M.C.Y. ET AL.: "A selective cell-permeable optical probe for hydrogen peroxide in living cells", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 126, no. 47, 2004, pages 15392 - 15393, XP002595517
- [I] ZHU, Y. ET AL.: "Phenoxazine-based conjugated polymers: a new class of organic semiconductors for field effect transistors", MACROMOLECULES, 2005, pages 7983 - 7991, XP002595518
- See references of WO 2007050810A2
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC NL PL PT RO SE SI SK TR
DOCDB simple family (publication)
WO 2007050810 A2 20070503; WO 2007050810 A3 20090430; EP 1948824 A2 20080730; EP 1948824 A4 20110216
DOCDB simple family (application)
US 2006041883 W 20061027; EP 06826796 A 20061027