| Identifier | 5 |
|---|---|
| ¹H NMR (400 MHz, CDCl₃) | δ: 7.97 (m, 4H), 7.46 (m, 6H), 6.67 (s, 2H), 4.44 (t, J = 6.4 Hz, 4H), 2.91 (t, J = 7.4 Hz, 4H), 2.18 (dt, J = 6.58, 7.4 Hz, 4H) |
| ¹³C NMR (101 MHz, CDCl₃) | δ: 160.1, 150.8, 146.5, 146.1, 131.5, 131.1, 129.7, 128.8, 121.6, 71.4, 28.7, 22.3 |
| ¹⁹F NMR (101 MHz, CDCl₃) | δ: −132.5 |
| MS (APCI⁻) | m/z [M−H]⁻ calc. for C₂₈H₂₄BCl₂F₂N₃O₄ 585.1205; found 585.1226 |
Eden Booth, Sebastian Pim, Massimiliano Garre, Donal F. O’Shea. “Microscopy paired fluorophores for live cell STED and FLIM imaging of intracellular lipids structures.” ChemRxiv (). https://doi.org/10.26434/chemrxiv.15007988/v1
Live-cell STED/FLIM localization, subcellular imaging, and resolution results were not retained
| Identifier | 1 |
|---|---|
| ¹H NMR (400 MHz, CDCl₃) | δ: 8.03 (m, 4H), 7.47 (m, 6H), 6.86 (s, 2H), 4.17 (t, J = 6.2 Hz, 4H), 3.67 (m, 2H), 3.61 (m, 8H), 2.92 (t, J = 7.4 Hz), 2.10 (dt, J = 14.0, 7.1 Hz, 4H) |
| ¹³C NMR (101 MHz, CDCl₃) | δ: 161.0, 159.0, 149.2, 147.3, 132.8, 131.9, 130.8, 129.6, 122.6, 65.4, 62.3, 55.9, 30.4, 23.6 |
| ¹⁹F NMR (101 MHz, CDCl₃) | δ: −133.5 |
| MS (APCI⁺) | m/z [M+Na]⁻ calc. for C₃₄H₄₀BF₂N₅NaO₈ 718.2843; found 718.2836 |
| Absorption maximum, MeOH | 616 nm |
| Extinction coefficient at 590 nm (λmax in parentheses), MeOH | 36.4 (63.2) × 10³ M⁻¹ cm⁻¹ |
| Fluorescence maximum, MeOH | 640 nm |
| Stokes shift, MeOH | 24 nm |
| Fluorescence quantum yield, MeOH | 0.17 |
| Absorption maximum, CHCl₃ | 624 nm |
| Extinction coefficient at 590 nm (λmax in parentheses), CHCl₃ | 32.4 (64.6) × 10³ M⁻¹ cm⁻¹ |
| Fluorescence maximum, CHCl₃ | 645 nm |
| Stokes shift, CHCl₃ | 21 nm |
| Fluorescence quantum yield, CHCl₃ | 0.29 |
| Absorption maximum, toluene | 625 nm |
| Extinction coefficient at 590 nm (λmax in parentheses), toluene | 31.9 (66.3) × 10³ M⁻¹ cm⁻¹ |
| Fluorescence maximum, toluene | 648 nm |
| Stokes shift, toluene | 23 nm |
| Fluorescence quantum yield, toluene | 0.32 |
| Absorption maximum, triolein | 625 nm |
| Fluorescence maximum, triolein | 648 nm |
| Stokes shift, triolein | 23 nm |
| Absorption maximum, H₂O/PS20 | 627 nm |
| Extinction coefficient at 590 nm (λmax in parentheses), H₂O/PS20 | 29.5 (60.6) × 10³ M⁻¹ cm⁻¹ |
| Fluorescence maximum, H₂O/PS20 | 649 nm |
| Stokes shift, H₂O/PS20 | 22 nm |
| Fluorescence quantum yield, H₂O/PS20 | 0.13 |
| Average absorption maximum across five solvents | 623.4 (SD 3.8) nm |
| Average Stokes shift across five solvents | 22.6 (SD 1.0) nm |
| Förster–Hoffmann parameter (EtOH/glycerol, 4.5/0 to 1/3.5 v/v, 0.08 – 2.50 mPa·s) | 0.04 |
| Average fluorescence quantum yield | 0.23 |
| Intracellular emission maximum (HeLa Kyoto cells) | 650 nm |
| FLIM fluorescence decay and phase lifetimes (HeLa Kyoto cells, 0.8 µM, 60 min incubation) | τ = 2.9 ns; τp = 2.9 ns |
| Identifier | 2 |
|---|---|
| ¹H NMR (400 MHz, CDCl₃) | δ: 8.21 (d, J = 3.73 Hz, 2H), 7.48 (dd, J = 1.57, 5.78 Hz), 7.20 (dd, J = 4.02, 4.89 Hz, 2H), 7.03 (d, J = 8.65 Hz), 6.82 (dd, J = 4.36, 11.04 Hz, 4H), 3.90 (s, 4H) |
| ¹³C NMR (101 MHz, CDCl₃) | δ: 161.3, 149.8, 141.2, 136.7, 134.4, 132.2, 131.2, 131.1, 131.0, 130.1, 129.1, 129.0, 126.8, 120.5, 114.9, 55.5 |
| ¹⁹F NMR (101 MHz, CDCl₃) | δ: −139.6 |
| MS (APCI⁺) | m/z [M+Na]⁻ calc. for C₂₄H₁₇BF₂N₂OS₂ 718.2843; found 718.2836 |
| Absorption maximum, MeOH | 609 nm |
| Extinction coefficient at 590 nm (λmax in parentheses), MeOH | 78.5 (135.3) × 10³ M⁻¹ cm⁻¹ |
| Fluorescence maximum, MeOH | 628 nm |
| Stokes shift, MeOH | 19 nm |
| Fluorescence quantum yield, MeOH | 0.63 |
| Absorption maximum, CHCl₃ | 619 nm |
| Extinction coefficient at 590 nm (λmax in parentheses), CHCl₃ | 71.3 (141.1) × 10³ M⁻¹ cm⁻¹ |
| Fluorescence maximum, CHCl₃ | 636 nm |
| Stokes shift, CHCl₃ | 17 nm |
| Fluorescence quantum yield, CHCl₃ | 0.71 |
| Absorption maximum, toluene | 620 nm |
| Extinction coefficient at 590 nm (λmax in parentheses), toluene | 70.7 (149.3) × 10³ M⁻¹ cm⁻¹ |
| Fluorescence maximum, toluene | 636 nm |
| Stokes shift, toluene | 16 nm |
| Fluorescence quantum yield, toluene | 0.76 |
| Absorption maximum, triolein | 620 nm |
| Fluorescence maximum, triolein | 635 nm |
| Stokes shift, triolein | 15 nm |
| Absorption maximum, H₂O/PS20 | 620 nm |
| Extinction coefficient at 590 nm (λmax in parentheses), H₂O/PS20 | 63.1 (130.6) × 10³ M⁻¹ cm⁻¹ |
| Fluorescence maximum, H₂O/PS20 | 638 nm |
| Stokes shift, H₂O/PS20 | 18 nm |
| Fluorescence quantum yield, H₂O/PS20 | 0.61 |
| Average absorption maximum across five solvents | 617.6 (SD 4.3) nm |
| Average Stokes shift across five solvents | 17.0 (SD 1.4) nm |
| Förster–Hoffmann parameter (EtOH/glycerol, 4.5/0 to 1/3.5 v/v, 0.08 – 2.50 mPa·s) | 0.05 |
| Average fluorescence quantum yield | 0.68 |
| Intracellular emission maximum (HeLa Kyoto cells) | 640 nm |
| FLIM fluorescence decay and phase lifetimes (HeLa Kyoto cells, 0.8 µM, 60 min incubation) | τ = 5.7 ns; τp = 5.7 ns |
| FLIM phase-lifetime range (HeLa Kyoto cells) | τp = 2.9 – 5.7 ns |
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| HPLC traces, NMR spectra, mass spectra and STED microscopy images | Image data were not transcribed |
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