Premium
A Versatile Colorimetric Probe based on Thiosemicarbazide–Amine Proton Transfer
Author(s) -
Calvino Céline,
Piechowicz Marek,
Rowan Stuart J.,
Schrettl Stephen,
Weder Christoph
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201801551
Subject(s) - chromophore , analyte , chemistry , amine gas treating , molecule , combinatorial chemistry , photochemistry , chromatography , organic chemistry
There is significant interest in the rapid and efficient detection of amines, which are widely used in different industries and also serve as markers in many biological processes. This work reports that the coupling of a thiosemicarbazide binding motif and a naphthalimide‐based chromophore affords highly sensitive sensor molecules, which can indicate the presence of amines with a pronounced and readily visible color change. It was demonstrated that the binding mechanism involves a proton transfer from the thiosemicarbazide to the analyte. This process renders the mechanism highly sensitive and broadly exploitable. The potential usefulness of the sensor is demonstrated by fabricating an indicator paper, which allows for the detection of volatile amines at concentrations as low as ca. 10 ppm.