2687198-42-9
Chemical Structure
TPE-SQ5
- CAS No.: 2687198-42-9
- Formula:C85H77N2NaO6S
- Molecular Weight:1277.59
InChIKey: FZIRHYHPFXTVBP-UHFFFAOYSA-M
SMILES: CCC(CCCC)COC1=CC=C(N(C(C(/C2=C\C3=[N+](CCCCS(=O)(O[Na])=O)C4=C(C(C)3C)C=C(C=C4)C5=CC=C(C=C5)/C(C6=CC=CC=C6)=C(C7=CC=CC=C7)/C8=CC=CC=C8)=O)=C2[O-])C9=CC=C(C=C9)/C(C%10=CC=CC=C%10)=C(C%11=CC=CC=C%11)/C%12=CC=CC=C%12)C=C1
Biological Activity: TPE-SQ5 is a ratiometric Fluorescent probe for hypochlorite (ClO-) detection with a limit of detection of 5.6 nM. TPE-SQ5 exhibits high selectivity and high sensitivity towards ClO-. TPE-SQ5 can be oxidized by ClO- to form an epoxide, which quenches its deep red fluorescence; subsequently, the epoxide decomposes into a hemicyanine and a sulfonic acid-substituted oxindole, producing blue-green fluorescence to achieve a ratiometric response. TPE-SQ5 can form nanoparticles with Pluronic F-127 via the nanoprecipitation method, and these nanoparticles possess cell permeability. TPE-SQ5 has unique Ex/Em spectra in different solvents and nanoparticle forms, with emission peaks at 643 nm (380 nm excitation, 95% H2O/THF), 631 nm (564 nm excitation, DMSO), 652 nm (536 nm excitation, THF) and 630 nm (524 nm excitation, nanoparticles); the Ex/Em settings used for cell imaging are 488/550-650 nm (red channel) and 405/450-550 nm (green channel)[1][2].
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TPE-SQ5 | TPE-SQ5 is a ratiometric Fluorescent probe for hypochlorite (ClO-) detection with a limit of detection of 5.6 nM. TPE-SQ5 exhibits high selectivity and high sensitivity towards ClO-. TPE-SQ5 can be oxidized by ClO- to form an epoxide, which quenches its deep red fluorescence; subsequently, the epoxide decomposes into a hemicyanine and a sulfonic acid-substituted oxindole, producing blue-green fluorescence to achieve a ratiometric response. TPE-SQ5 can form nanoparticles with Pluronic F-127 via the nanoprecipitation method, and these nanoparticles possess cell permeability. TPE-SQ5 has unique Ex/Em spectra in different solvents and nanoparticle forms, with emission peaks at 643 nm (380 nm excitation, 95% H2O/THF), 631 nm (564 nm excitation, DMSO), 652 nm (536 nm excitation, THF) and 630 nm (524 nm excitation, nanoparticles); the Ex/Em settings used for cell imaging are 488/550-650 nm (red channel) and 405/450-550 nm (green channel). | |||||||||||||||||||||
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References
- [1]. Qiao W, et al. Designing squaraine dyes with bright deep‐red aggregation‐induced emission for specific and ratiometric fluorescent detection of hypochlorite[J]. Advanced Functional Materials, 2021, 31(45): 2105452.
- [2]. Sun J, et al. A deep-red xanthene-based highly sensitive fluorescent probe for detection of hypochlorite. Luminescence : the journal of biological and chemical luminescence. 2024 Jan;39(1):e4680.