Table 2.

Properties of Bacteriochlorins

						Qy(0,0)f absorption		Qy(0,0)f fluorescence						orbital energy
compd	LD50a (nM)	mlogPb	clogP c	uptaked (nmol/mg)	SF/unit uptakee (nmol/mg)	λ (nm)	fwhm (nm)	λ (nm)	fwhm (nm)	Θ fg	τSh (ns)	${\mathrm{\Phi }}_{\mathrm{isc}}^{\mathrm{ref}}$i	τTj (μs)	HOMO (eV)	LUMO (eV)
1	500	≥2.2	9.3 ± 1.6	3.9	0.1	732	21							−4.39	−2.20
2	100	≥2.5	6.9 ± 1.5	11.7	0.02	717	13	722	20	0.093	4.0	0.51	189	−4.36	−2.12
3	15	≥2.2	4.7 ± 1.5	10.4	0.001	732	19	738	24	0.15	3.0	0.55	159	−4.44	−2.26
4	80	≥2.5	6.8 ± 1.5	13.5	0.01	732	21	737	26	0.12	3.7	0.52	190	−4.46	−2.28
5	2000	0.9	4.2 ± 1.7	8.2	0.6	749	16	754	22	0.11	3.8	0.51	104k	−4.77	−3.31
6	100	2.3	4.8 ± 1.5	8.2	0.04	718	18	724	23	0.095	3.8	0.53	190	−4.42	−2.19
7	4000	1.4	5.6 ± 1.7	0.72	0.35	734	26	742	19	0.077	3.7	0.56	70	−4.86	−2.77
8	3000	−0.5	−1.1 ± 1.7	7.7	0.88	742	23	750	25	0.13	4.0	0.48	77k	−4.72	−3.34
9	800	−1.4	−5.3 ± 1.7	1.8	0.9	729	19	735	24	0.12	3.5	0.53	54l	−5.04	−3.89
10	800	−1.0	−1.0 ± 1.8	1.8	1	731	21	740	28	0.12	3.8	0.50	100k	−4.62	−2.45
11	200	≥1.8	7.6 ± 1.7	1.8	0.23	781	35	800	40	0.021	3.4	0.66	78	−4.72	−2.74
12	60	≥1.9	2.8 ± 1.7	15.0	0.02	727	20	733	27	0.10	3.3	0.57	105	−4.68	−2.51

^aValues taken from Figure 3.

^bMeasured value of log P.

^cCalculated value of log P.

^dValues taken from Figure 3 and applied to a bacteriochlorin concentration of 20.5 μM.

^eSurvival fraction at uptake of 0.3 nmol/(mg protein). The values are taken from Figures 2 and 3 by determining the bacteriochlorin concentration in the incubation medium necessary to produce a cell uptake of 0.3 nmol/(mg protein) and then determining the survival fractions at these bacteriochlorin concentration values after 10 J/cm² light was delivered.

^fPeak wavelength (λ) and full width at half-maximum (fwhm) of spectral feature for compound in aerated methanol unless indicated otherwise.

^gFluorescence quantum yield for compound in Ar-purged methanol.

^hLifetime of the lowest singlet excited state for compound in Ar-purged methanol determined using fluorescence detection.

ⁱYield of the lowest triplet excited state determined using the expression ${\mathrm{\Phi }}_{\mathrm{isc}}^{\mathrm{ref}}=1-{\mathrm{\Phi }}_{\mathrm{f}}-{\mathrm{k}}_{\mathrm{ic}}{\tau }_{\mathrm{S}}$, with k_ic = (10 ns)⁻¹.

^jLifetime of the lowest triplet excited state for the compound in Ar-purged 2-methyltetrahydrofuran unless indicated otherwise.

^kIn freeze–pump–thaw degassed methanol.

^lIn freeze–pump–thaw degassed ethanol.