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Critical to the development of these methods is the identification of low molecular weight, biologically compatible fluorescent probes that emit beyond 1000\u2009nm. Exchanging the bridging oxygen atom on the xanthene scaffold (C10\u2019 position) with electron withdrawing groups has been shown to lead to significant redshifts in absorbance and emission. Guided by quantum chemistry computational modeling studies, we investigated the installation of a ketone bridge at the C10\u2019 position. This simple modification extends the absorbance maxima to 860\u2009nm and the emission beyond 1000\u2009nm, albeit with reduced photon output. 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