Department of Food Science and Nutrition, Fuli Institute of Food Science, Zhejiang University, Hangzhou 310058, China.
Ningbo Research Institute, Zhejiang University, Ningbo 315100, China.
J Agric Food Chem. 2022 Nov 9;70(44):14304-14311. doi: 10.1021/acs.jafc.2c05659. Epub 2022 Oct 26.
A lipophilic naphthalimide hydrazine fluorescent probe was successfully developed in this study for profiling aldehyde oxidation products. Dodecyl amine was applied to afford lipophilicity of the fluorescent probe for lipids. Investigation of fluorescence properties of the probe and condensation products with typical aldehydes including MDA and hexanal revealed significant enhancement of fluorescence intensity after condensation due to the inhibition of photo-induced electron transfer. MDA and hexanal could be differentiated by the probe through emission of different fluorescence colors (blue, MDA; green, hexanal). Eight major oxidation components including seven aldehydes were detected by the fluorescent probe coupled with high-performance liquid chromatography-mass spectrometry during aerobic oxidation of typical unsaturated lipids. Formation of these aldehyde oxidation products was rationalized through the radical oxidation mechanism. Detection of representative aldehyde products demonstrated the generality in the application of this fluorescent probe for profiling of aldehydes after lipid oxidation.
本研究成功开发了一种亲脂性萘酰亚胺腙荧光探针，用于分析醛氧化产物。使用十二胺赋予荧光探针脂溶性。研究探针与包括 MDA 和己醛在内的典型醛的荧光性质和缩合产物表明，缩合后由于光诱导电子转移的抑制，荧光强度显著增强。探针可以通过发射不同的荧光颜色（蓝色，MDA；绿色，己醛）来区分 MDA 和己醛。通过将荧光探针与高效液相色谱-质谱联用，在典型不饱和脂质的有氧氧化过程中检测到了 8 种主要的氧化成分，包括 7 种醛。通过自由基氧化机制合理地解释了这些醛氧化产物的形成。代表性醛产物的检测证明了该荧光探针在脂质氧化后分析醛方面的通用性。
