A lysosome-targetable fluorescent probe for the ratiometric detection of formaldehyde in living cells and <i>in vivo</i>

Xu, Huidong; Xu, Lei; Huai, Rui-Ping; Zhang, Chen; Suo, Sheng-Nan; Li, Yaqian; Peng, Yu; Wang, Ya-Wen

doi:10.1039/d3ob00888f

Org. Biomol. Chem.

2023

DOI: 10.1039/d3ob00888f

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A lysosome-targetable fluorescent probe for the ratiometric detection of formaldehyde in living cells and in vivo

Huidong Xu

Lei Xu

Rui-Ping Huai

et al.

Abstract: A new colorimetric and ratiometric fluorescent probe has been developed for formaldehyde based on the cyclization reaction.

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2024

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Cited by 7 publications

References 37 publications

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Unveiling the Structure‐Fluorogenic Property Relationship of Seoul‐Fluor‐Derived Bioorthogonal Tetrazine Probes

Son,

Kim,

Kim

et al. 2024

Angewandte Chemie

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Tetrazine (Tz)‐embedded fluorescent probes, known for their fluorogenicity following bioorthogonal inverse electron‐demand Diels‐Alder (iEDDA) reactions, are extensively used in bioimaging. Despite significant research on fluorogenic Tz probes, there has been limited systematic exploration of their fluorogenic responses with various dienophiles. In this study, we elucidate the structure‐fluorogenic property relationship of bioorthogonal Tz probes. We synthesized a series of Seoul‐Fluor‐Tz (SFTz) probes designed to exhibit differentiated turn‐on fluorescence upon iEDDA reactions with three dienophiles: trans‐cyclooctene (TCO), bicyclo[6.1.0]nonyne (BCN), and spiro[2.3]hex‐1‐ene (Sph). Our findings revealed that the fluorogenic properties of the SFTz probes are highly dependent on the structures of dienophile‐Tz adducts. By systematically modifying the electronic properties and employing quantum chemical calculations, we developed a series of SFTz probes with optimal dienophile‐dependent fluorescence. These probes enabled simultaneous dual‐color imaging of different cellular targets using a single probe, providing a robust approach for advanced bioimaging applications that require precise and efficient multicolor labeling strategies.

show abstract

Unveiling the Structure‐Fluorogenic Property Relationship of Seoul‐Fluor‐Derived Bioorthogonal Tetrazine Probes

Son,

Kim,

Kim

et al. 2024

Angewandte Chemie

View full text Add to dashboard Cite

show abstract

Unveiling the Structure‐Fluorogenic Property Relationship of Seoul‐Fluor‐Derived Bioorthogonal Tetrazine Probes

Son,

Kim,

Kim

et al. 2024

Angew Chem Int Ed

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Water-soluble polymeric probe with tryptophan pendants for formaldehyde sensing

Roy,

Pan,

Choudhury

et al. 2024

European Polymer Journal

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A lysosome-targetable fluorescent probe for the ratiometric detection of formaldehyde in living cells and in vivo

Abstract: A new colorimetric and ratiometric fluorescent probe has been developed for formaldehyde based on the cyclization reaction.

Cited by 7 publications

References 37 publications

Unveiling the Structure‐Fluorogenic Property Relationship of Seoul‐Fluor‐Derived Bioorthogonal Tetrazine Probes

Unveiling the Structure‐Fluorogenic Property Relationship of Seoul‐Fluor‐Derived Bioorthogonal Tetrazine Probes

Unveiling the Structure‐Fluorogenic Property Relationship of Seoul‐Fluor‐Derived Bioorthogonal Tetrazine Probes

Water-soluble polymeric probe with tryptophan pendants for formaldehyde sensing

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