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Synthetic Supramolecular Host for D‐(−)‐Ribose: Ratiometric Fluorescence Response via Multivalent Lectin‐Carbohydrate Interactions

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Easily synthesizable, carbazole‐based organic nanoaggregates have been designed for selective detection of D‐(−)‐ribose at physiological pH. The addition of D‐ribose results in a ratiometric change in fluorescence color from green… Click to show full abstract

Easily synthesizable, carbazole‐based organic nanoaggregates have been designed for selective detection of D‐(−)‐ribose at physiological pH. The addition of D‐ribose results in a ratiometric change in fluorescence color from green to cyan (LOD: ∼12 μM). The mechanistic studies indicate the presence of multipoint noncovalent interactions, such as hydrogen bonding and CH⋅⋅⋅π interactions between D‐ribose and acyl hydrazone and terminal pyridyl units of the probe molecule. However, such multipoint interactions dissociate the preformed self‐assembled nanoclusters and induce change in optical response. The probe molecule was further exploited in analyzing D‐ribose content in biological fluids (diluted human urine and blood serum) and oral supplements. The small standard deviation values (2–3.8 %) with nearly quantitative recovery (93.5–105.5 %) indicate the high accuracy of the presented method. Further, low‐cost portable device based coated paper strips were designed for ‘on‐location’ rapid, detection of D‐ribose even at remote locations.

Keywords: supramolecular host; host ribose; synthetic supramolecular; response; ribose ratiometric; fluorescence

Journal Title: ChemBioChem
Year Published: 2022

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