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. 2022 Nov 28;87(24):16351–16367. doi: 10.1021/acs.joc.2c02019

Table 2. Photophysical Data of the Different COUPY- and BODIPY-Labeled SL Probes in Various Solvents.

graphic file with name jo2c02019_0014.jpg

fluorophore compound R; C4–C5 solvent λabs (nm)a λem (nm)b ΦFc Stokes’ shift (nm)
COUPY COUPY-1 R = OH; 4-ene CH3OH 557 609 0.60 52
CH3CN 556 612 0.39 56
CH2Cl2 566 601 0.70 35
COUPY-2 R = OH; 4,5-dihydro CH3OH 557 608 0.42 51
CH3CN 556 612 0.46 56
CH2Cl2 566 604 0.70 38
COUPY-3 R = H; 4-ene CH3OH 556 609 0.41 53
CH3CN 556 612 0.45 56
CH2Cl2 567 600 0.71 33
COUPY-4 R = H; 4,5-dihydro CH3OH 560 608 0.58 48
CH3CN 556 612 0.38 56
CH2Cl2 566 604 0.66 38
BODIPY BODIPY-1 R = OH; 4-ene CH3OH 495 503 0.65 8
CH3CN 494 502 0.58 8
CH2Cl2 498 506 0.55 8
BODIPY-4 R = H; 4,5-dihydro CH3OH 495 502 0.47 7
CH3CN 493 502 0.55 9
CH2Cl2 498 506 0.49 8
a

Wavelength of the absorption maximum.

b

Wavelength of the emission maximum upon excitation at 475 nm for BODIPY-labeled probes and 540 nm for COUPY-labeled probes.

c

Fluorescence quantum yields (ΦF) were measured by a comparative method using cresyl violet in EtOH (ΦF = 0.54)39 as a reference for COUPY-1, COUPY-2, COUPY-3, and, COUPY-4. Fluorescein dissolved in 0.1 M aq NaOH (ΦF = 0.92)39 was used as a reference in the case of BODIPY-1 and BODIPY-4.