取代硼酸与羟乙基胺化合物间的相互作用研究  

Study on Interaction Between Boronic Acid and Hydroxyethylamines

作　　者：庞纪磊 刘云春[2] 刘震 

机构地区：[1]南京大学化学化工学院,生命分析化学国家重点实验室,南京210023 [2]安徽师范大学化学与材料科学学院,芜湖241000

出　　处：《分析化学》2017年第12期1963-1970,共8页Chinese Journal of Analytical Chemistry

基　　金：国家杰出青年科学基金项目(No.21425520)资助~~

摘　　要：取代硼酸与顺式二羟基化合物间的可逆的共价相互作用为糖蛋白和糖等重要生物分子的识别和分离提供了独特的亲和作用。为了获得良好的选择性,以β-激动剂与β-阻断剂这两类典型的羟乙基胺化合物为研究对象,利用核磁共振和高效液相色谱研究了它们与苯硼酸间的相互作用。研究结果表明,在高p H值条件下,羟乙基胺化合物与苯硼酸间存在强亲和作用,而在低p H值条件下,该亲和作用变弱甚至消失。这种p H值调控的相互作用表观上与顺式二羟基和苯硼酸间的硼亲和作用很相似。但是,与硼亲和作用机理不同,质子化溶剂的存在能加强这种相互作用,而非质子化溶剂的存在会破坏相互作用。本研究为深入认识硼亲和作用和获得可靠的应用提供了新依据,同时也为利用取代硼酸和羟乙基胺化合物之间的相互作用奠定了基础。The reversible covalent interaction between boronic acids and cis-diol-containing compounds provides unique affinity for recognition and separation of cis-diol-containing biomolecules such as glycoproteins and sugars. Herein,by using β-blockers and β-agonists as representative hydroxyethylamines,the interaction between phenylboronic acid and hydroxyethylamines was investigated through nuclear magnetic resonance( NMR) and high performance liquid chromatography( HPLC). The results showed that strong interaction between hydroxyethylamines and phenylboronic acid occurred at high p H value,while the interaction became much weaker and even disappeared at low p H value. This interaction was similar to boronate affinity interaction between boronic acids and cis-diol-containing compounds. However,unlike boronate affinity,the presence of an aprotic solvent disrupted the interaction. The above findings not only provided new insights for in-depth understanding boronate affinity interaction,but also paved the basis for the application of the interaction between boronic acid and hydroxyethylamines.

关 键 词：取代硼酸 羟乙基胺化合物 硼亲和作用 相互作用 核磁共振 高效液相色谱 

分 类 号：O641.3[理学—物理化学]