29th Annual Meeting of the American Society of Photobiology

Downtown Marriot

Chicago, Il.

July 7th-12th, 2001


Unique Excited State Properties of a Bacteriochlorophyll-serine Conjugate - the Key to its Action as a Sensitizer in PDT?

Eichwurzel, Ines1, Stiel, Holger1, Teuchner, Klaus1, Scheer, Hugo 2, Scherz, Avigdor3, Salomon, Yoram3 and Leupold, Dieter1
Max-Born-Institut für Nichtlineare Optik und Kurzzeitspektroskopie, Max-Born-Str. 2a, D-12489 Berlin1
Botanisches Institut der LMU, D-80638 München2
Weizmann Institute of Science, Rehovot 76100, Israel3

Abstract-
Bacteriochlorophyll a (BChl) is not only an essential pigment in bacterial photosynthesis, it also has been invoked to be a potential sensitizer for photodynamic therapy of cancer (PDT). The interest in the latter application has been renewed since BChl has been rendered water-soluble by trans-esterification with the amino acid serine (BChl-ser) [1]. Absorption- and fluorescence spectra together with fluorescence decay- and quantum yield measurements, enable a differentiation between the influence of covalent coupling to serine and influences of the aqueous environment on ground-state absorption and first excited-state deactivation channels of BChl-ser (as compared to BChl in organic solvents) [2]. Here we report on excited state absorption and primary photochemistry of BChl-ser, obtained by ps transient as well as nonlinear absorption measurements. The results are again compared to BChl in polar solvents. Immediately following ps-pulsed excitation in the Qy-absorption region, BChl in polar solvents shows a structureless S1 absorption as described earlier [3]. However, S1 decay of BChl doesnt simply result in a rise of triplet absorption. Instead, a well-structured transient absorption (slightly red-shifted with respect to the S0-S1 absorption band) is observed. Under the same excitation conditions, the excited state behavior of BChl-ser in an aqueous environment is completely different. Immediately after excitation, two new absorptions in the red spectral region with very short lifetimes are apparent. Their assignment will be discussed in the frame of the proposed mode of action of BChl-ser as a sensitizer in PDT. [1] Rosenbach-Belkin, V., Chen, L., Fiedor, L, Tregrub, I., Pavlotsky, I., Brumfeld, V., Salomon, Y., Scherz, A., Photochem. Photobiol.,1996, 64, 174; [2] Eichwurzel, I., Stiel, H., Teuchner. K., Leupold, D., Sheer, H., Salomon, Y., Scherz, A., Photochem. Photobiol.,2000, 72, 204-209 [3] Becker, M., Nagarijan, V., Parson, W., Biochemistry, 1991, 113, 6840 Supported by the German-Israeli-Foundation (GIF project #. I-0497-140.02/96)

Keywords: PDT, Bacteriochlorophyll