信号转导系统中偶氮苯类人工受体中间体的合成及表征  

Synthesis and Characterization of Azo-artifical Ligand Intermediates of a Signal Transduction System

作　　者：赵小菁[1] 张丽影[2,3] 方苗利[1] 金黎明[2,3] 范圣第[2,3] 

机构地区：[1]浙江医学高等专科学校,浙江杭州310053 [2]大连民族学院化学工程系 [3]国家民委-教育部重点实验室,辽宁大连116600

出　　处：《化学世界》2013年第11期641-648,672,共9页Chemical World

基　　金：国家自然科学基金(21172028);中央高校基本科研业务费专项资金(DC120101053;DC120101054)资助;浙江省医药卫生普通研究计划(2012KYA055)

摘　　要：在一种仿G蛋白耦合型信号转导的人工超分子系统中引入类似光化学开关的偶氮苯化合物,用来模拟跨膜受体。合成了三种人工受体的中间体4,4′-二氨基酸酯偶氮苯:Azo-PheOMe(6a)、Azo-ValOMe(6b)、Azo-GluOMe(6c)、Azo-SerOMe(6d)、Azo-ThrOMe(6e)及Azo-PheOEt(6a′)、Azo-ValOEt(6b′)、Azo-GluOEt(6c′)、Azo-SerOEt(6d′)、Azo-ThrOEt(6e′)并采用1 H NMR谱、紫外可见光谱、元素分析以及红外光谱进行了表征。以6a为主要研究对象,分别在两种不同介质(三氯甲烷和甲醇)中,在365nm的紫外光下进行照射不同时间后,发现6a从反式变为顺式,再置于427nm的可见光下,又从顺式变回反式,所需时间不同,并且其最大吸收波长发生了红移,为模拟信号转导体系中受体之构象的变化作初步研究。Azo-compounds were introduced into a G-pro bio-inspired artificial signal transduction system to simulate the transmernbrane receptor of this system. Ten azo-benzene artificial receptor intermediates, such as azo-PheOMe（6a）, azo-ValOMe（6b）, azo-GluOMe（6c）, azo-SerOMe（6d）, azo-ThrOMe（6e）, azo- PheOEt（6at）, azo-ValOEt（6bt）, azo-GluOEt（6et）, azo-SerOEt（6d/）, and azo-ThrOEt（6e~）, were pre- pared. The 1 H NMR spectra of these products were studied, and the results showed an agreement with the proposed structure. The UV absorption spectra were tested under different conditions in two different sol- vents （chloroform and methanol）. Photoinduced cis-trans isomerization behavior of the azo-compounds was investigated. The trans-state of 6a was converted into cis-state by photoisomerization under irradiation of UV-light at 365 nm. The reverse process to the original state was carried out under irradiation at 427 nm. The recovery time of these corffpounds was different, and their UV-Vis spectra were dissimilar.

关 键 词：偶氮苯 跨膜信号转导 人工受体中间体 光致异构化 

分 类 号：O644[理学—物理化学]