6-甲基-4-(4-氨基苯基)-5-乙氧基羰基-3,4-二氢嘧啶酮的晶体结构及与牛血清白蛋白的相互作用

Crystal structure and bovine serum albumin binding studies of 4-(4-aminophenyl)-5-ethoxycarbonyl-6- methyl-3,4-dihydropyrimidin-2(1H)-one

摘要:

本文合成了6-甲基-4-(4-氨基苯基)-5-乙氧基羰基-3,4-二氢嘧啶酮(AEMD)，通过X射线单晶衍射对结构进行了确认。该晶体属于单斜晶系，P2(1) / c空间群，晶胞参数a=11.237(4)nm，b=5.799(2)nm，c=22.394(7)nm，α=90o，β=91.048(5)o，γ= 90o，Z=4。用荧光光谱法研究了AEMD与牛血清白蛋白(BSA)的相互作用，结果表明：AEMD对BSA有荧光猝灭作用；热力学参数(ΔH?0 and ΔS?0)表明：AEMD与BSA之间的主要作用力为氢键和范德华力；根据F?rster’s非辐射能量转移理论，AEMD与BSA的结合距离为2.19nm；同步荧光结果表明：AEMD使BSA分子构象发生了改变。

Abstract:

4-(4-Aminophenyl)-5-ethoxycarbonyl-6-methyl-3,4-dihydropyrimidin-2(1H)-one (AEMD) was synthesized and the crystal structure of AEMD was determined by single crystal X-ray diffraction. This molecule crystallizes in a monoclinic P2(1)/c space group with a=11.237(4)nm, b=5.799(2)nm, c=22.394(7)nm, α=90o, β=91.048(5)o, γ= 90o, Z=4. The interactions between AEMD and bovine serum albumin (BSA) were investigated using fluorescence spectroscopy, the results revealed that AEMD quenched the BSA fluorescence; the corresponding thermodynamic parameters(ΔH?0 and ΔS?0) shown that the action forces were mainly hydrogen bond and van der Waals interaction; the binding distance was estimated to be about 2.19 nm according to F?rster’s non-radioactive energy transfer theory; the synchronous fluorescence showed that the AEMD induced conformational changes of BSA