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A Diselenide Turn-On Fluorescent Probe for the Detection of Thioredoxin Reductase.

ABSTRACT: We report the first diselenide-based probe for the selective detection of thioredoxin reductase (TrxR), an enzyme commonly overexpressed in melanomas. The probe design involves conjugation of a seminaphthorhodafluor dye with a diselenide moiety. TrxR reduces the diselenide bond, triggering a fluorescence turn-on response of the probe. Kinetic studies reveal favorable binding of the probe with TrxR with a Michaelis-Menten constant (K_m ) of 15.89 μm. Computational docking simulations predict a greater binding affinity to the TrxR active site in comparison to its disulfide analogue. In vitro imaging studies further confirmed the diselenide probe exhibited improved signaling of TrxR activity compared to the disulfide analogue.

SUBMITTER: Mafireyi TJ

PROVIDER: S-EPMC9438933 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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A Diselenide Turn-On Fluorescent Probe for the Detection of Thioredoxin Reductase.

Mafireyi Tendai J TJ Laws Madeleine M Bassett John W JW Cassidy Pamela B PB Escobedo Jorge O JO Strongin Robert M RM

Angewandte Chemie (International ed. in English) 20200617 35

We report the first diselenide-based probe for the selective detection of thioredoxin reductase (TrxR), an enzyme commonly overexpressed in melanomas. The probe design involves conjugation of a seminaphthorhodafluor dye with a diselenide moiety. TrxR reduces the diselenide bond, triggering a fluorescence turn-on response of the probe. Kinetic studies reveal favorable binding of the probe with TrxR with a Michaelis-Menten constant (K<sub>m</sub> ) of 15.89 μm. Computational docking simulations pr ...[more]

PMID: 32449244

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