Fluorescein Analogue Xanthene-9-Carboxylic Acid: A Transition-Metal Free CO Releasing Molecule Activated by Green Light

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Authors

ANGEL P. A. Lovely SLANINA Tomáš ŠEBEJ Peter ŠOLOMEK Tomáš KLÁN Petr

Year of publication 2013
Type Article in Periodical
Magazine / Source Organic Letters
MU Faculty or unit

Faculty of Science

Citation
Web http://pubs.acs.org/doi/abs/10.1021/ol4021089
Doi http://dx.doi.org/10.1021/ol4021089
Field Organic chemistry
Keywords Photochemistry; photoremovable protecting group; carbon monoxide
Description 6-Hydroxy-3-oxo-3H-xanthene-9-carboxylic acid is introduced as the first transition-metal-free carbon monoxide releasing molecule activated by visible light (photoCORM). This water-soluble fluorescein analogue releases carbon monoxide in both water and methanol upon irradiation at 500 nm. When selectively irradiated in the presence of hemoglobin (Hb) under physiological conditions, released CO is quantitatively trapped to form carboxyhemoglobin (COHb). The reaction progress can be accurately monitored by characteristic absorption and emission properties of the reactants and products.
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