Understanding the photophysics of stercobilin-Zn(II) and urobilin-Zn(II) complexes towards faecal pigment analysis

A detailed photophysical study of two faecal pigments (FPs), Urobilin (UB) and Stercobilin (SB), and their zinc complexes [FP-Zn(II)] was carried out. The enhancement of UB and SB fluorescence resulting from the formation of their Zn(II) complexes was attributed to the complexation-induced rigidity of the chromophoric units, and the corresponding decrease of nonradiative decay rate constants of the excited singlet states (k(nr)). The effect of various physicochemical environments was also studied in detail in order to understand the fluorescence behaviour of the Zn(II) complexes. FP-Zn(II) complexes have a lower solubility in water that results in the formation of molecular aggregates. The aggregation-induced loss of fluorescence of FP-Zn(II) complexes could be overcome by using the appropriate mixture of ethanol and water (70:30). Molecular orbital calculations on the FP-Zn(II) complexes provided a good idea of the geometry of the complexes and helped rationalise the enhancement of fluorescence after complexation. This study could pave the way towards developing a convenient non-extraction aqueous phase analytical procedure for detection of FPs using Zn(II) complexation method. (C) 2020 Elsevier Ltd. All rights reserved.

Automated summary

A detailed photophysical study was conducted on two faecal pigments (UB and SB) and their zinc complexes, revealing that the fluorescence of UB and SB can be enhanced by the formation of Zn(II) complexes. The physicochemical environments play a significant role in influencing the fluorescence behavior of the Zn(II) complexes. Molecular orbital calculations provided insights into the geometry of the complexes and rationalized the fluorescence enhancement after complexation.