二｛[5,5'-10,20-二苯基-15-(4-吡啶基)卟啉]Zn(Ⅱ)]｝丁二炔近红外荧光化合物的合成及光学性质  

Synthesis and Optical Property of Bis {[5,5′-10,20-bis(phenyl)-15(4-pyridyl)porphyrin]Zinc(Ⅱ)} Butadiyne

作　　者：吕丰[1] 陈国辉[1] 刘天军[1] 

机构地区：[1]中国医学科学院 北京协和医学院生物医学工程研究所 天津生物医学材料重点实验室,天津300192

出　　处：《高等学校化学学报》2011年第11期2562-2567,共6页Chemical Journal of Chinese Universities

基　　金：国家“九七三”计划项目(批准号:2006CB705703);教育部博士学科点基金(批准号:20070023020,20101106120052)资助

摘　　要：合成了具有近红外荧光特性的卟啉化合物二{[5,5'-10,20-二苯基-15-(4-吡啶基)卟啉]Zn(Ⅱ)]}丁二炔,通过核磁共振波谱和质谱对其结构进行了确认.通过紫外吸收光谱法测定了其光学性质,利用HWHR光学平台测定了化合物在近红外区激发产生的荧光,并通过动物组织模型评价其荧光深层次成像效果.结果表明,该化合物具有较强的近红外光学特性,生物组织荧光成像深度可达1 cm以上,可以满足近红外荧光成像要求,在活体荧光成像方面具有良好的应用前景.Near-infrared fluorescence technology has been applied in biomarkers, bioanalysis, cell imaging and bio-tissue imaging in vivo. Especially the fact that organisms have low scattering effect and background interference in near-infrared region, increases near-infrared image sensitivity and penetrating depth in biological tissue. Near-infrared fluorescence agents are promising reagent for detection and imaging in deep tissues and organs. Porphyrins have extension electronic conjugated structure, good optical stability, acceptable fluorescent quantum yields, and good biocompatibility, which endow porphyrins with near-infrared emission have more advantages than other dyes in fluorescence imaging. In this paper, bis{ [ 5,5＇-10,20-bis （phenyl）-15 （4- pyridyl） porphyrin ] zinc （ 11 ） } butadiyne was designed and synthesized as near-infrared fluorescent compound. The structures of the compounds were confirmed by means of ^1H NMR and MS. UV-Vis spectra were measured by spectral method and fluorescence imaging was recorded by HWHR optical instrument. Deep fluorescence imaging in vitro was studied with biotissue as model. The results show that bis{ [ 5,5＇-10,20-bis（phenyl）-15 （4-pyridyl） porphyrin ] zinc （ II ） } butadiyne has strong fluorescence in near-infrared region. Fluorescence imaging of biotissue in vitro can achieve structural information in a depth more than 1 cm. So this butadiyne linked prohyrin dimmer partially meets the demand of near-infrared imaging and can be potentially applied in the fluorescence imaging diagnosis in vivo in future.

关 键 词：卟啉 近红外 荧光成像 生物组织 

分 类 号：O621.22[理学—有机化学]