设计合成了两种化合物4-氨基4-(4-甲氧基苯基)-3-丁烯-2-酮(1b)和4-氨基-4-(1,3-亚甲二氧基苯基-5-基)-3-丁烯-2-酮 (2b), 测试了其在不同甲醛含量下的紫外吸收光谱及单光子荧光光谱。当含有100 μmol/L和5 μmol/L的甲醛时, 化合物1b和2b的紫外吸收峰强度分别达到其最大值。在单光子荧光方面, 化合物1b的荧光发射峰位置在384 nm, 与紫外吸收峰相比红移50 nm。化合物2b的荧光发射峰呈现出双峰形状, 其发射峰位置分别在384 nm及411 nm左右。当加入15 μmol/L的甲醛时, 化合物2b的411 nm处的荧光发射峰明显增强, 两峰的重叠程度降低, 可作为检测甲醛的特征变化。以上数据表明, 化合物1b和2b不仅能够对微量甲醛产生响应, 也可作为一种理想平台为更进一步拓宽化合物1b和2b在监测生物体系中甲醛荧光生物成像上的应用奠定理论基础。

Two new vinylmethylketone derivative, 4-amino-4-(4-methoxyphenyl)but-3-en-2-one (1b) and 4-amino-4-(1,3-benzodioxol-5-yl)but-3-en-2-one(2b) were synthesized and investigated as a possible fluorescent probe for formaldehyde detection. The linear absorption and fluorescent spectra of 1b and 2b in different formaldehyde concentration were investigated. The results indicate that the compound 1b and 2b have a intricate variation trend existing in UV-Vis absorption spectra and one-photon fluorescence spectra, respectively. In terms of single photon fluorescence, the fluorescence emission peak of compound 1b is located at 384 nm, which is 50 nm red shift compared with UV absorption peak. The fluorescence emission peak of compound 2b consists of two peaks located at 384 nm and 411 nm, respectively. When 15 μmol/L of formaldehyde is added, the fluorescence emission peak of the compound 2b is obviously enhanced and the overlap degree of the two peak is reduced, which can be used to detect the characteristics of formaldehyde. These results show that 4-amino-4-(4-methoxyphenyl)but-3-en-2-one(1b) and 4-amino-4-(1,3-benzodioxol-5-yl)but-3-en-2-one(2b) are able to be as a promising candidate for formaldehyde detection.