10.1021/ja01646a074
The study explores the isomerization of D-glucose to D-mannose using a resin catalyst in carbon dioxide-free water under nitrogen, yielding D-mannose phenylhydrazone. It also investigates the synthesis of amines derived from 3-phenyl-1-indanone through the Mannich reaction with various amines (dimethylamine, diethylamine, piperidine, and morpholine) and formaldehyde, resulting in low yields and unstable products. Further reductions and hydrogenations of these products led to the formation of indene derivatives and aminoalcohols, but no significant pharmacologic activity was observed. Additionally, the study examines the Mannich reaction of p-nitroacetophenone with different amines and formaldehyde, yielding p-(di)-alkylamino-p-nitropropiophenones, which were further reduced to aminoketones and reacted with phenylhydrazine to form pyrazolines.
10.1016/j.tet.2011.03.025
The study presents a highly selective and sensitive detection system for D-fructose in aqueous solution, utilizing water-soluble conjugated polymer PP-S-BINOL and tetraboronic acid functionalized benzyl viologen ToBV. PP-S-BINOL serves as the optic signal reporter, with its fluorescence modulated by electron transfer to ToBV, which acts as both a quencher and receptor. The system's selectivity for D-fructose is attributed to the stable pyranose ester form of D-fructose with ToBV and the spatial positioning of boronic acids on ToBV. The system exhibits a high selectivity for D-fructose over other D-monosaccharides, with an 85-fold increase in response ratio compared to D-glucose at 10 mM concentrations. It also shows a linear response to low concentrations of D-fructose (<10.0 mM) at pH 7.4, with an 11-fold increase in fluorescence intensity observed upon adding 100 mM D-fructose. This system offers a promising strategy for developing highly selective monosaccharide sensors.