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Fluorescent pH Indicators for Neutral to Near-Alkaline Conditions Based on 9-Iminopyronin Derivatives

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HORVÁTH Peter ŠEBEJ Peter KOVÁŘ David DAMBORSKÝ Jiří PROKOP Zbyněk KLÁN Petr

Rok publikování 2019
Druh Článek v odborném periodiku
Časopis / Zdroj ACS Omega
Fakulta / Pracoviště MU

Přírodovědecká fakulta

Citace
www https://pubs.acs.org/doi/10.1021/acsomega.9b00362
Doi http://dx.doi.org/10.1021/acsomega.9b00362
Klíčová slova HALOALKANE DEHALOGENASES; PROBE; FLUOROPHORES; ANALOGS; DYES; QUANTITATION; CELL
Popis Monitoring enzymatic activities at pH ranges compatible with their physiological optimum using fluorescent assays is important for high-throughput screening and engineering of novel biocatalysts as well as applications in biosensing and diagnostics. However, the number of fluorescent dyes exhibiting necessary optical properties at alkaline pHs is limited. Here, we report the design, synthesis, and biochemical application of fluorescent 9-iminopyronin derivatives possessing unique and distinct emission properties to provide optimal sensitivity at neutral to near-alkaline conditions. They exist in two acid-base forms, allowing for a dual-emission ratiometric sensing with a linear response of pH between 6.0 and 8.5 and detection sensitivity of a 0.06 pH unit. Selected fluorophores were used as the sensors for monitoring the enzymatic hydrolytic activity of a model enzyme haloalkane dehalogenase.
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