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3-Methoxycarbonyl-5-nitrophenyl Boronic Acid: High Affinity Diol Recognition at Neutral pH

Hormuzd R Mulla, Nicholas J Agard, Amit Basu

Bioorg Med Chem Lett. 2004 Jan 5;14(1):25-7.

PMID: 14684290

Abstract:

Several boronic acids were screened for their ability to bind to diols. 3-methoxycarbonyl-5-nitrophenyl boronic acid bound to both a catechol dye as well as fructose with a comparable affinity to that of an ortho-methylamino substituted boronic acid. This work suggests a greater role for appropriately functionalized electron deficient boronic acids in diol and carbohydrate recognition.

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