Sulfolenoporphyrins: synthons for refunctionalization of porphyrins

Using sulfolenopyrroles (4) and (11) methods are developed for the synthesis of opp- (15,18,19) and adj- (25) bis-sulfolenoporphyrins; such compounds are useful building blocks for the refunctionalization of the porphyrin system, and readily undergo Diels-Alder cycloaddition reactions.     

Synthesis of water-soluble porphyrin and the corresponding highly planar benzoporphyrin without meso-substituents

Water-soluble bicycloporphyrin and benzoporphyrin having octacarboxyl groups are synthesized from the corresponding octaester porphyrin by simple hydrolyzing and heating procedures. These compounds are characterized by UV-vis, NMR and mass spectroscopies. The benzoporphyrin octacarboxylic acid exhibits extremely high planarity in spite of its poly-substitution.     

金属苯并卟啉液晶的合成与表征

金属苯并卟啉液晶的合成与表征王杏乔，曹昌盛，高爽，师同顺，于连香，曹锡章（吉林大学化学系，长春，１３００２３）关键词苯并卟啉，卟啉液晶，液晶卟啉用作有机半导体薄膜时，它的光电性质引起了科学家的极大关注［１～４］．特别引人注意的是卟啉的结构和电性可以利...     

The effects of aggregation, protein binding and cellular incorporation on the photophysical properties of benzoporphyrin derivative monoacid ring A (BPDMA)

Absorption, fluorescence and laser flash photolysis spectroscopies were used to investigate the effects of self-aggregation, binding to human serum albumin and incorporation in cancer cells on the photophysics of benzoporphyrin derivative monoacid ring A (BPDMA). Aggregation of BPDMA has been studied in mixtures of methanol and phosphate-buffered saline (PBS). The extent of aggregation was dependent on dye concentration and solvent composition, becoming particularly marked in mixtures containing less than 30% methanol. A dimerization constant K_d or 9 × 10⁶ M⁻¹ was determined by fluorescence experiments for BPDMA in pure PBS. In addition to spectral modifications, aggregation induces a lowering of the fluorescence and intersystem crossing quantum yields. Human serum albumin binds BPDMA with an association constant K_b of 5.2 × 10⁵ M⁻¹ in PBS. When bound to HSA, BPDMA displays photophysical properties very similar to the monomer in organic solvents. The molar ratio [HSA]/[BPDMA] corresponding to complete binding of the dye was determined to be approximately 10. Efficient generation of the triplet state of BPDMA was also observed from aqueous cellular suspensions containing incorporated photosensitizer.