Table 1. Photophysical data of tetrazine-caged fluorophores and their nitrile derivatives.
Compound number | Compound | λ abs (nm) | λ em (nm) | ε × 104 (M–1 cm–1) | Φ MeCN | Fluorescence increase d |
1 | Tz-BODIPY | 490 | 509 | 1.9 | 0.004 a | 178-Fold |
2 | CN-BODIPY | 492 | 509 | 3.6 | 0.60 a | — |
3 | Tz-Coumarin | 347 | 416 | 1.8 | <0.001 b | 86-Fold |
4 | CN-Coumarin | 351 | 417 | 1.9 | 0.19 b | — |
5 | Tz-Si-Rhodamine | 651 | 671 | 2.6 | 0.011 c | 35-Fold |
6 | CN-Si-Rhodamine e | 652 | 671 | 2.4 | 0.34 c | — |
7 | Tz-BODIPY-MOR | 495 | 511 | 2.6 | 0.03 a | 45-Fold |
8 | Tz-BODIPY-Ts | 492 | 510 | 1.8 | 0.02 a | 36-Fold |
9 | Tz-BODIPY-TPP | 494 | 509 | 3.0 | 0.007 a | 97-Fold |
10 | Tz-BODIPY-Halo | 491 | 509 | 2.4 | 0.002 a | 141-Fold |
aFluorescein in 0.1 M NaOH.
bQuinine sulfate in 0.5 M H2SO4 was used as a reference for measuring the quantum yields.
cRhodamine B in water was used as a reference for measuring the quantum yields.
d254 nm light activation (1400 μW cm–2).
eMeasured after irradiation of compound 5 with 254 nm light.