The Synthesis Of Porphyrin Compounds And Study Of The Molecular Recognition With Sugar

Molecular recognition is a selective reaction between subject and object with some special functions. This reaction seems like the specific binding between en zyme and its corresponding substract, or antigen and antibody during the vital pro cess. The study of the interaction between host and gust synthesized artifically w ould help to interpret the mechanism of this specific interaction in human life.Carbohydrate compounds are indispensable for human body as energy sources and physiological active substance, which participate in the important physiologic al procedure, including transmitting and recognizing the external singures. And a sensitive and high selective method of recognition with carbohydrate compounds developed subsequently is more meanfull in the field of life science. It have indic ated that-porphyrin compounds could recognize carbohydrate compounds to form one coordinate compound, and through the recognition study of functional Zn-por phyrin with carbohydrate compound, it can be conclude that the selective binding decisively due to the binding between Lewis acid/Lewis base. Also, the binding selectivity is influenced significantly by the formation of the matrix of oxygen bo und between intramolecular and extramolecular. Moreover, the comformation and the structure of porphyrins bring more effects to this recognition.In this article, a series of porphyrin compounds were synthesized: including meso-tetraphenyolporphyrin, 10, 15, 20-tert-(4-hydoxyphenyl)porphyrin, 5, 10, 15, -triph enyl-20-p-Pyridine Porphyrin, 5-(4-(4-bromobutoxy)-benzyl)-10, 15, 20-tri-phenyl por phyrin, meso-tetr-(4-(4-bromobutoxy)-benzyl)porphyrin, meso-Tetra(a, a, a, a-o-pivala midophenyl) porphyrin, which belong to mono-porphyrin compounds, and alsoa, a, a, a-o-pivalamidophenyl)-porphyrin-β-methoxy-succinyl-amide-ethylamine, mesco-te rt-[4-[4-[10', 15', 20',-pbenyl--5'-(4-O-)phenyl-]porphyin]-butoxy]-phenyl porphyrin-(Cu), 5, 10, 15, 20-Tert-[4-(4'-butyox)-mon-pyridind porphyrin Bromide]phenyl porp hyrin, which belong to multi-porphyrin compounds. These porphyrin compounds were characterized by HNMR and MS. And UV-vis changes were also characteriz ed, and so did its correspounding metal porphyrin compounds. Furthermore, the r ecognition interaction between them and carbohydrate compounds were also invol ved in the article.On the other hand, the fluorescence titration experiment were developed to study the recognition of the porphyrin compounds synthesized and its metal porphyrin compounds with carbohydrate compounds, respectively. According to the analysis of the binding constants, it suggests that the porphyrin compounds and its metal compounds involved in this experiment would recognize carbohydrate compounds, and the interaction with lactose is more stronger than glucose. And it also indicates that the insertion of metal Zn into the porphyrin compounds could lead to more obverous binding capability than the free porphyrins. As for the multi-porphyrin compounds, the binding capability is reinforcement with the quant of the porphyrin around the compounds.