504396-14-9Relevant articles and documents
Design of a practical fluorescent probe for superoxide based on protection-deprotection chemistry of fluoresceins with benzenesulfonyl protecting groups
Maeda, Hatsuo,Yamamoto, Kayoko,Kohno, Iho,Hafsi, Leila,Itoh, Norio,Nakagawa, Shinsaku,Kanagawa, Naoko,Suzuki, Keiichiro,Uno, Tadayuki
, p. 1946 - 1954 (2008/02/03)
A strategy for designing probes based on protection-deprotection chemistry involving fluoresceins and their benzenesulfonyl (BES) derivatives has led to the development of a much more practical superoxide (O2-.) probe than the previously reported bis(2,4-dinitro-BES) tetrafluorofluorescein (6a). Examination of various BES derivatives, developed from the starting point of the prototype probe 6a. yielded 4,5-dimethoxy-2-nitro-BES tetrafluorofluorescein (BESSo; 7j) as the optimal reagent. A microtiter plate assay with BESSo showed a tenfold improved detection limit for O 2-. compared with such an assay based on 6a. BESSo showed markedly better specificity for O2-. than for GSH or other reactive oxygen species, and this specificity was significantly higher than that of Fe2+ and some reducing enzymes. These features have resulted in the development of an assay based on BESSo that is capable of providing more unambiguous results for O2. release from neutrophils, with or without stimulation by phorbol myristate acetate, as compared with an assay based on 6a. Intracellular generation of O2. in human Jurkat T cells stimulated by butyric acid has been measured by using flow cytometry and fluorescence microscopy utilizing the acetoxymethyl derivative of BESSo.
