448-70-4Relevant articles and documents
Synthesis, self-assembling properties and incorporation of carbohydrate-substituted porphyrins into cell membrane models
Schell, Christian,Hombrecher, Hermann K.
, p. 587 - 598 (2007/10/03)
A general and very efficient synthesis of new carbohydrate-substituted porphyrins is described. Reaction of porphyrin 6 with different glycosyl imidates 7a-g leads to the formation of carbohydrate-substituted porphyrins 9a-g in good yield. Subsequent demetallation and removal of the carbohydrate protection groups leads to the metal-free compounds 11a-g. In aqueous solution, compounds 11a-g tend to form defined water-soluble aggregates in a self-assembling process. In methanol/water mixtures the aggregation process depends upon the configuration of the anomeric carbon in the carbohydrate moiety. The porphyrinic aggregates are characterized by strong exciton splitting in the Soret absorption spectrum and a red shift for all absorption bands. Interaction of the porphyrinic aggregates with phosphatidylethanolamine and DMPC liposomes leads to very efficient incorporation of mainly monomeric porphyrins 11a-g into the liposomes, as was indicated by very large binding constants. At low liposome concentrations noncovalent porphyrin dimers were detected.
Condensation of 3,3'-Diethyl-4,4'-Dimethyl-2,2'-Dipyrrylmethane with Substituted Benzaldehydes
Lecas-Nawrocka, A.,Boitrel, B.,Rose, E.
, p. 481 - 484 (2007/10/02)
The condensation of dipyrrylmethane 1b with o-nitrobenzaldehyde furnishes, upon oxidation with chloranil, 5,15-di(o-nitrophenyl)porphyrin 4b in 45percent yield and condensation of the same dipyrrylmethane with 2,6-dinitro or 2,6-diacetamidobenzaldehyde affords unexpectedly octaalkylporphyrin 5 (15-20percent yield) and monoaryl porphyrin 6 (2percent yield). Key words: arylporphyrin / porphyrin
A synthesis of unsymmetric porphyrin dimers
Maruyama,Nagata,Ono,Osuka
, p. 3167 - 3170 (2007/10/02)
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