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Azadioxatriangulenium: Synthesis and Photophysical Properties of Reactive Dyes for Bioconjugation.


ABSTRACT: Azadioxatriangulenium (ADOTA) is a fluorescent triangulenium dye with a long fluorescence lifetime, highly polarized transitions and emission in the red part of the visible spectrum. These properties make the chromophore suited for application in fluorescence polarization/anisotropy assay. To be useful for these applications, reactive forms of the dyes must be available in significant quantities. Here, the synthesis and photophysical properties of amine-reactive NHS esters and a thiol-reactive maleimide derivate of ADOTA are reported. The synthesis involves two steps of nucleophilic bridge forming reactions starting from tris(2,6-dimethoxyphenyl) methylium tetrafluoroborate, which can readily be made on 100 gram scale. In the third and final step the reactive NHS or maleimide groups are fo

SUBMITTER: Bora I 

PROVIDER: S-EPMC4817092 | biostudies-literature | 2015 Oct

REPOSITORIES: biostudies-literature