Perylenediimides are ideal candidates for the substitution of fullerene derivatives as electron acceptors in bulk heterojunction organic solar cells due to their extremely intense light absorbance, high electron mobility and excellent photochemical stability.

ContentsI. Introduction 563 II. Synthesis 564 A. Hemiporphyrazines 564 B. Triazolehemiporphyrazines 569 C. Other Hemiporphyrazines 570 III. Molecular Organization of Hemiporphyrazines in Condensed Phases 571 IV. Hemiporphyrazines as Units for Molecular Organic Materials 573 V. Concluding Remarks 574 VI. Acknowledgments 574 VII. References 574

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Two Zn-Pc-peptide conjugates bearing either a short linker or a long PEG-linker between the macrocycle and a bifunctional peptide containing the nucleoplasmin and HIV-1 Tat 48-60 sequences have been synthesized in order to increase the Pc cell-targeting ability and to evaluate the effect of the linker. The presence of the peptide chain increased the water solubility of the Pc macrocycle and, consequently, its fluorescence in aqueous solutions. The highest fluorescence quantum yields were observed at low pH (5.0) for both conjugates and were always higher for the conjugate bearing the short linker. Both conjugates were found to have low dark cytotoxicity toward human HEp2 cells (IC50 > 77 microM) but were highly phototoxic (IC50 < 2 microM at 1 J cm-2). The conjugate bearing the long PEG-linker accumulated the most within cells (26 times more than the unconjugated Zn-Pc), followed by the short linker conjugate (17 times more than the unconjugated Zn-Pc). Both conjugates were found to localized preferentially within the cell lysosomes.