Novel derivatives of UDP-glucose: concise synthesis and fluorescent properties?

Organic & Biomolecular Chemistry Pub Date: 2008-06-18 DOI: 10.1039/B805216F

Abstract

A series of novel 5-substituted UDP-glucose derivatives with interesting fluorescent properties and potential applications as sensors for carbohydrate-active enzymes is reported. An efficient synthesis of the target molecules was developed, centred around the Suzuki–Miyaura reaction of (hetero)arylboronic acids with 5-iodo UDP-glucose. Interestingly, the optimised cross-coupling conditions could also be applied successfully to 5-bromo UMP, but not to 5-bromo UDP-glucose.

Graphical abstract: Novel derivatives of UDP-glucose: concise synthesis and fluorescent properties
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