A dual role of phenylboronic acid as a receptor for carbohydrates as well as a quencher for neighboring pyrene fluorophore |
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Authors: | Lok Nath Neupane Chuda Raj Lohani Jeongho Kim Keun-Hyeung Lee |
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Affiliation: | Department of Chemistry, Inha University, Yonghyun-Dong, Nam-Gu, Incheon 402-751, Republic of Korea |
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Abstract: | A simple amino acid based compound (1) containing a phenyl boronic group and pyrene fluorophore showed an enhanced fluorescence in aqueous solutions at physiological pH through suppression of the photoinduced electron transfer from pyrene to boronic acid on carbohydrate binding. The compound exhibited an interesting fluorescence change depending on pH with decreased emission intensity at acidic pH but enhanced emission intensity at basic pH unlike the fluorescent carbohydrate chemosensors using a PET process with amine and aryl-boronic acid. We have characterized a dual role of phenylboronic acid as a receptor for carbohydrates as well as a quencher for the fluorescence of pyrene fluorophore. |
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Keywords: | Phenylboronic acid Chemosensor Turn on Sugar Carbohydrate |
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