TY - JOUR
T1 - SPECTROSCOPY AND PHOTOSENSITIZATION OF SAPPHYRINS IN SOLUTIONS AND BIOLOGICAL MEMBRANES
AU - Roitman, Leonid
AU - Ehrenberg, Benjamin
AU - Nitzan, Yeshayahu
AU - Kral, Vladimir
AU - Sessler, Jonathan L.
PY - 1994/11
Y1 - 1994/11
N2 - Abstract A spectroscopic and photophysical study of three new sapphyrin molecules is presented. The sapphyrin backbone that was derivatized to make them water soluble possesses an absorption band around 700 nm, a desired property for biological photosensitization. We studied the absorption and fluorescence spectra, from which evidence for aggregation in solvents of different polarities was obtained. The extent of aggregation is correlated with the nature of the attached moiety. The absolute quantum yields of singlet oxygen production were measured, with 1,3‐diphenyl isobenzofuran as a model target, and were 0.13–0.18 in ethanol. The binding constants to liposomes and to cells were determined spectroscopically and were found to correspond to the hydrophobicities of the compounds, with an additional effect, ascribed to the sugar moiety, which was found in the case of one of the sapphyrins. The efficiency of photodamage to Staphylococcus aureus by sapphyrins and hematoporphyrin was equivalent, on the basis of cells killed per microgram of sensitizer in the incubation mixture.
AB - Abstract A spectroscopic and photophysical study of three new sapphyrin molecules is presented. The sapphyrin backbone that was derivatized to make them water soluble possesses an absorption band around 700 nm, a desired property for biological photosensitization. We studied the absorption and fluorescence spectra, from which evidence for aggregation in solvents of different polarities was obtained. The extent of aggregation is correlated with the nature of the attached moiety. The absolute quantum yields of singlet oxygen production were measured, with 1,3‐diphenyl isobenzofuran as a model target, and were 0.13–0.18 in ethanol. The binding constants to liposomes and to cells were determined spectroscopically and were found to correspond to the hydrophobicities of the compounds, with an additional effect, ascribed to the sugar moiety, which was found in the case of one of the sapphyrins. The efficiency of photodamage to Staphylococcus aureus by sapphyrins and hematoporphyrin was equivalent, on the basis of cells killed per microgram of sensitizer in the incubation mixture.
UR - http://www.scopus.com/inward/record.url?scp=0028545445&partnerID=8YFLogxK
U2 - 10.1111/j.1751-1097.1994.tb05127.x
DO - 10.1111/j.1751-1097.1994.tb05127.x
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C2 - 7800715
AN - SCOPUS:0028545445
SN - 0031-8655
VL - 60
SP - 421
EP - 426
JO - Photochemistry and Photobiology
JF - Photochemistry and Photobiology
IS - 5
ER -