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新型尾式组氨酸卟啉的合成及性质
引用本文:单凝,连文慧,王彬彬,孙园园,郑文琦,于苗,师同顺.新型尾式组氨酸卟啉的合成及性质[J].高等学校化学学报,2011,32(12):2733-2738.
作者姓名:单凝  连文慧  王彬彬  孙园园  郑文琦  于苗  师同顺
作者单位:1. 吉林大学化学学院,长春,130021
2. 吉林建筑工程学院基础科学部,长春,130118
摘    要:设计并合成了新型尾式氨基酸卟啉5-(Trt-组氨酸酰胺基苯基)-10,15,20-三苯基卟啉(Trt-His-NH2-TPP,1)及其金属卟啉配合物(Zn,Co,Fe,Mn,分别标记为2~5).通过元素分析、核磁共振氨谱、质谱、紫外-可见光谱和红外光谱等对化合物进行了表征,研究了它们的荧光性质,并通过理论模拟研究了其最...

关 键 词:氨基酸  卟啉  金属卟啉  荧光  分子力学模拟
收稿时间:2011-04-14

Synthesis and Characterization of New Tailed Histidine-Linked Porphyrins
SHAN Ning,LIAN Wen-Hui,WANG Bin-Bin,SUN Yuan-Yuan,ZHENG Wen-Qi,YU Miao,SHI Tong-Shun.Synthesis and Characterization of New Tailed Histidine-Linked Porphyrins[J].Chemical Research In Chinese Universities,2011,32(12):2733-2738.
Authors:SHAN Ning  LIAN Wen-Hui  WANG Bin-Bin  SUN Yuan-Yuan  ZHENG Wen-Qi  YU Miao  SHI Tong-Shun
Institution:1. College of Chemistry, Jilin University, Changchun 130021, China; 
2.  Basic Science Department, Jilin Institute of Architecture and Civil Engineering, Changchun 130118, China
Abstract:A new histidine-linked porphyrin(1) and different transition metalloporphyrinsZn(2), Co(3), Fe(4), Mn(5)] were prepared, purified and  characterized by means of elemental analysis, IR, UV-Vis and 1H NMR. The correlation between the structures of the complexes and their 1H NMR, IR, UV spectra was discussed and their specific spectra were explained. Their fluorescence characters were studied with the aid of fluorescence spectra and the lowest energy conformation  were chosen with 100 ps molecular dynamic simulation. The fluorescence intensity and the quantum yield of porphyrin 1 were low because of the electron\|withdrawing group on peripheral porphyrin ring. The fluorescence intensity and the quantum yield of   metalloporphyrin 2 were much weaker than those of the corresponding metal-free porphyrin 1 because zinc weakened the fluorescence radiation. Fluorescence signals had not been detected for metalloporphyrins 3—5 under the same experimental conditions  because of the fluorescence quenching. The mininal energy conformations and binding mode of four host-gust systems were obtained by molecular minimize and quantum chemistry. The four host-guest complexes were investigated to predicte the coordinate bond on four transition metal.
Keywords:Amino acid  Porphyrin  Metalloporphyrin    Fluorescence  Molecular dynamic simulation
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