A smart supramolecular device for the detection of t,t-muconic acid in urine

Abstract

In this work, we combined smartphone sensing with the indicator displacement approach for the determination of trans,trans-muconic acid (i.e.tt-MA), a benzene biomarker, in urine. Dicopper(II) azacryptate was employed as the receptor. The good match of tt-MA with the receptor cavity was suggested by DFT calculations, and confirmed experimentally by UV-vis titrations in buffered aqueous solutions. The binding constant was determined through fluorimetric titrations using the indicator displacement approach. This method also confirmed the high affinity of the azacryptate for tt-MA in artificial and spiked urine samples. A portable device was then obtained by adsorption of the chemosensing ensemble on silica gel using ELISA-like plastic wells as the support. Indicator displacement was detected and quantified by exposing the microplate to a UV-lamp (366 nm) and recording the RGB values with a smartphone. A good correlation was found between the R index values and urinary tt-MA in the occupational concentration range.