International Summer School PROGRAM - Laboratoire d'Infochimie ...

Identification of sensors and recognition mechanisms from ligand-
metal-analyte libraries
Evgeny Kataev
Institute of Chemistry, Chemnitz University of Technology, Strasse der Nationen 62,
09111 Chemnitz, Germany, E-mail: evgeny.katayev@chemie.uni-r.de
In this work we explore a novel approach for the search of selective sensors and
receptors for a given analyte using dynamic combinatorial chemistry. It is based on the
idea that selectivity of an analytical signal or a binding event can be gained by
diversifying the number of possible interactions between guest and components of a
dynamic library. The standard approach for the design of a sensor involves covalent
connection of a recognition site to an analytically reporting unit (e.g. fluorescent
molecule). In our approach we design several ligands bearing fluorophores that can't
directly interact with an analyte. Ligands can coordinate metal cations and only then,
the resulting complex can interact with an analyte. Two libraries which possess
described properties are shown below in the Figure. The first library is designed for the
fluorescent sensing of ATP in aqueous solution. In the second library we have observed
adaptable behaviour of the library "ligand+Zn 2+
" in response to the diamines.
References:
NH
N
N
L anthr L coum
+CuCl2
O
O
NH
N
Fluorescent sensing of ATP
O O
N
NH H HN
NH HN
N N
+ Zn(ClO 4) 2
Self-assembly is sensitive to
the amount of an amine
E. A Katayev, M. B. Schmid, Control of metal-directed self-assembly by metal-amine
interactions. Dalton. Trans. 2011, 40, 2778-2786