Carbohydrate sensing with a metal-based indicator displacement assay

Abstract

A Pd-based indicator displacement assay for the fluorimetric sensing of carbohydrates has been developed. The assay allows the detection of saccharides in the low millimolar concentration range in water at neutral pH.

Indicator displacement assays (IDAs): the past, present and future

“…Initial studies utilised (en)Pd(OH) 2 (en = 1,2-ethylenediamine) and related complexes to bind monosaccharides, including reducing sugars, in aqueous media. 21 Unfortunately, the concentrations of monosaccharide required for binding were 4100 mM. Severin and co-workers expanded upon this discovery and developed a Pd(II)-based IDA for the selective recognition of monosaccharides with higher sensitivity in aqueous solution.…”

“…Severin and co-workers expanded upon this discovery and developed a Pd(II)-based IDA for the selective recognition of monosaccharides with higher sensitivity in aqueous solution. 21 Here, a series of Pd-based receptors were synthesised or purchased from commercial sources and screened with an N-methyl anthranilic acid (MAA) indicator (Scheme 14). The formation of each Pd(II)-MAA complex resulted in fluorescence quenching of MAA.…”

Reaction-based indicator displacement assay (RIA) for the development of a triggered release system capable of biofilm inhibition

“…1 Such chemistry has begun to find widespread use with marked enhancement over traditional sensing assays. [1][2][3][4][5][6][7][8] More complex systems containing multiple dyes also offer new paradigms for microarray development. 9 Not surprisingly, dye displacement assays have been elegantly employed by a number of research groups.…”

Suzuki homo-coupling reaction based fluorescent sensors for monosaccharides

“…Indicator displacement assays partially relieve synthetic effort since the signal reporter moiety does not need to be directly linked to the binding unit (boronic acid moiety). [12][13][14] Using a similar concept a boronic acid-modied quencher was used by Singaram et al, 15 in this system binding between boronic acid (quencher) and saccharide released an anionic dye, resulting in signal recovery. While saccharide selectivity oen requires multiple boronic acid receptors, Jiang and co-workers have developed a series of glucose-selective monoboronic acid derivatives using the noncovalent "linking" of boronic acid moieties to afford optimal binding conformation for D-glucose.…”