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. 2023 Oct 19;66(21):14853–14865. doi: 10.1021/acs.jmedchem.3c01415

Table 1. Summary of the Photophysical Properties of the Switchable Photoprobes 819a.

compound λmax (E) [nm] λmax (Z) [nm] λiso [nm] t1/2 [days]b PSS (E → Z)d (%) PSS (Z → E)d (%)
8 328 430 277, 395 5.5 94 72
9 330 428 281, 391 3.0 93 77
10 332 430 285, 393 1.7 (1.0c) 86 81
11 333 430 285, 396 1.2 87 85
12 330 430 281, 390 3.0 (1.4c) 95 74
13 332 425 285, 405 0.5 85 79
14 332 430 285, 400 1.4 81 86
15 320 440 277, 380 2.7 88 69
16 320 430 277, 390 3.1 89 83
17 323 425 274, 375 28.6 93 88
18 340 427 293, 403 6.6 94 82
19 333 431 285, 402 54.5 93 87
a

Isomerization was obtained by irradiation with 340 nm (Z-isomer) and 420 nm for 817 and 528 nm for 18 and 19 (E-isomer), respectively. Concentration: 20 μM in HEPES buffer (25 mM HEPES, 2.5 mM CaCl2, 1 mM MgCl2, pH = 7.4) + 0.1% DMSO.

b

Preirradiation with 340 nm, measured at 25 °C.

c

Measured at 37 °C.

d

Prior irradiation with 340 nm (Z-isomer) and 420 nm for 817 and 528 nm for 18 and 19 (E-isomer), respectively, for 2 min to ensure the ratio at the PSS. PSS determination was done by analytical C18-RP-HPLC at the appropriate isosbestic points.