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Single-benzene-based clickable fluorophores for in vitro and in vivo bioimaging

26 February 2024, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A series of clickable single-benzene-based fluorophores derived from tetrafluoroterephthalonitrile (4F-2CN) is reported. Fluorophores based on a tetrahydroquinoxaline skeleton (2F-2CN-(β-NH2Ala)) exhibited improved photophysical properties owing to better planarity and conjugation over those with dihydro[1,4]thiazine skeleton (2F-2CN-Cys). These easily produced clickable fluorophores were successfully applied in in vitro and in vivo bioimaging after protein conjugation.

Keywords

Single-benzene-based fluorophore
Thiol-ene click reaction
Bioconjugation
Bioimaging
Actin filaments

Supplementary materials

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Description
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Supporting Information
Description
Experimental procedures and characterisation data for all new compounds, copies of UV/vis and fluorescence as well as 1H, 13C and 19F NMR spectra, XRD data for compound 9 and additional compounds, and experimental details for protein labelling studies and bioimaging.
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Version History

Feb 26, 2024 Version 1

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License

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2024-s1fzw
D O I: 10.26434/chemrxiv-2024-s1fzw [opens in a new tab]

Funding

Wellcome Trust
101885/C/13/Z
Wellcome Trust
203276/B/16/Z
ERC-Actomyosin Ring
GA 671083

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) declare that they have sought and gained approval from the relevant ethics committee/IRB for this research and its publication.

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