Photosensitizing properties of mono-L-aspartyl chlorin e6 (NPe6): a candidate sensitizer for the photodynamic therapy of tumors.
There is a large amount of interest in chlorins as photosensitizers for the photodynamic therapy of tumors because of their strong absorption in the red, where light penetration into mammalian tissues is efficient. Mono-L-aspartyl chlorin e6 (NPe6), in phosphate buffer of pH 7.4, had absorption peaks at 400 and 654 nm with molar absorption coefficients of 180,000 and 40,000 M-1 cm-1 respectively. In buffer, the NPe6 triplet had a peak at 440 nm and a lifetime under argon of approximately 300 microseconds. The triplet was efficiently quenched by ground state oxygen (kQ = 1.9 x 10(9) M-1 s-1) with the formation of singlet oxygen, as identified by its near infrared luminescence. The quantum yield of singlet oxygen production was 0.77. A number of substrates were efficiently photo-oxidized by NPe6, including furfuryl alcohol, cysteine, histidine, tryptophan and human serum albumin. These reactions were efficiently inhibited by azide (which did not quench NPe6 triplets), indicating that they are probably mediated by singlet oxygen. Thus, NPe6 has a desirable array of photoproperties for a sensitizer to be used in the clinical photodynamic therapy of tumors.
Spikes
J D
JD
Department of Biology, University of Utah, Salt Lake City 84112.
Bommer
J C
JC
D000970:Antineoplastic Agents / Q000737:chemistry* / Q000627:therapeutic use; D010084:Oxidation-Reduction; D010100:Oxygen; D010777:Photochemistry; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000737:chemistry* / Q000627:therapeutic use; D011166:Porphyrins / Q000737:chemistry* / Q000627:therapeutic use; D011789:Quantum Theory; D026082:Singlet Oxygen; D013050:Spectrometry, Fluorescence; D013053:Spectrophotometry
D000970:Antineoplastic Agents; D017319:Photosensitizing Agents; D011166:Porphyrins; D026082:Singlet Oxygen; C053434:Talaporfin; D010100:Oxygen