Metalloporphyrin amphiphilic

It has been shown that Gram-positive bacteria, such as Escherichia coli, are susceptible to the photosensitizing action of a variety of photosensitizers, among them amphiphilic metalloporphyrins (Pd11) [16], cationic metallophthalocyanines (Zn11) [15,17], or water-soluble derivatives of chlorophylls [18]. 

Metalloporphyrins and related compounds continue to attract attention as photosensitizers and as building blocks for construction of artificial lightharvesting arrays. The photophysical properties of several structurally modified porphyrins have been measured with a view to identifying new sensitizers for use in photodynamic therapy. The triplet state properties of porphyrins adsorbed onto the outer surface of vesicles have been describedand the fluorescence spectral properties of some amphiphilic porphyrins have been recorded. Similar studies have been carried out with halogenated tetraar-... 

Isocyanides bearing ammonium side-chains 51 and 52 have been polymerized in the presence of nickel catalysts [72, 73]. The amphiphilic isocyanide 51 forms vesicles on dispersion in water. The isocyano groups located in the vesicle bilayers were polymerized by nickel capronate to form polymerized vesicles. The isocyanide 51 was also used in the preparation of polymerized vesicles containing metalloporphyrin components within the bilayer membrane [74]. The redox behavior of this membrane-bound cytochrome P-450 mimic has been investigated in detail. In addition to those bearing cationic side chains, isocyanides 53 and 54 bearing zwitterionic side chains were successfully used [75]. 

Figure 1.34 An example of amphiphilic metalloporphyrin for SHG imaging. Reprinted with permission from Reeve et aL, 2009 [99], Copyright (2009) American Chemical Society...

Sakurai, X, Shi, K., Sato, H., Tashiro, K., Osuka, A., Saeki, A., Seki, S., Tagawa, S., Sasaki, S., Masunaga, H., Osaka, K., Takata, M., Aida, X Prominent electron transport property observed for triply fused metalloporphyrin dimer directed columnar liquid crystalline assembly by amphiphilic molecular design. J. Am. Chem. Soc. 130, 13812-13813 (2008)... 

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