Immobilizing the Endogenous 5-Hydroxytryptamine Transporter by Ligand-Directed and Proximity-Catalyzed Acyl Imidazole Chemistry for Affinity Chromatographic Analysis

Analytical Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 3, 2025

The sensitivity, selectivity, and accuracy of immobilized protein-based methods are critically dependent on the strategies employed for protein immobilization. Compared with random immobilization approaches, site-specific covalent have emerged as promising alternatives, offering enhanced analytical performance. However, these typically require genetic modification target to incorporate a specific tag or prior purification protein, posing significant challenges immobilizing endogenous proteins. Herein, we address limitations by using 5-hydroxytryptamine transporter (5-HTT) model system. We designed probe conjugating fluvoxamine─a ligand 5-HTT─with either fluorescent reporter aminopropyl-modified silica gel through an alkyl linker containing acyl imidazole moiety reactive group. By introducing ligand-directed (LDAI) chemistry, achieved selective labeling 5-HTT in live cells without advance. Labeling experiments confirmed high specificity favorable kinetics LDAI ligands toward 5-HTT. Chromatographic analysis revealed improvements selectivity (5.7-50.9-fold), resolution (1.2-3.0-fold), sensitivity (1.0-12.0-fold) analyzing canonical when 5-HTT, compared His-tagged Halo-tagged recombinant This approach, substituting fluvoxamine other probe, can be generalized wide range proteins, versatile platform advanced techniques.

Язык: Английский

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Historical and recent advances in enantioselective NHC-catalyzed radical reactions

Chem Catalysis, Год журнала: 2025, Номер unknown, С. 101398 - 101398

Опубликована: Май 1, 2025

Язык: Английский

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Reductive N-Heterocyclic Carbene Catalysis via Hydride Transfer: Generating Homoenolates from Unsaturated Esters

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 27, 2025

In N-heterocyclic carbene (NHC) catalysis, the reduction of NHC-bound acyl azolium species is achieved with progress limited to generation ketyl radical intermediates. Here, we report a novel NHC-catalyzed reductive mode for intermediates, which accept hydride generate Breslow intermediate. Then, reaction intermediate chalcone results in formation cyclopentene, demonstrating classic umpolung transformation. We expect that this catalytic will open new avenues synthetic transformations.

Язык: Английский

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Frontiers of NHC catalysis: radical and site-selective reactions

Trends in Chemistry, Год журнала: 2024, Номер 6(9), С. 506 - 509

Опубликована: Июль 9, 2024

Язык: Английский

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Cooperative Photoredox and N-Heterocyclic Carbene-Catalyzed Formal C-H Acylation of Cyclopropanes via Deconstruction-Reconstruction Strategy

Chemical Science, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Cooperative NHC/photoredox catalyzed deconstruction–reconstruction of aryl cyclopropanes was described to access various α-acylated cyclopropane derivatives.

Язык: Английский

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