The specificity of carbohydrate transporters towards their substrates poses a significant challenge for the development of molecular probes to monitor sugar uptake in cells for biochemical and biomedical applications. Herein we report a new set of coumarin-based fluorescent sugar conjugates applicable for the analysis of fructose uptake due to their free passage through the fructose-specific transporter GLUT5. The reported probes cover a broad range of the fluorescence spectrum providing essential tools for the evaluation of fructose transport capacity in live cells.
A general
approach to C3 modification of purine scaffold through
various types of cross-coupling reactions has been established. Tuning
substrate electronics and reaction conditions resulted in the development
of highly efficient sp2–sp, sp2–sp2, and sp2–sp3 cross-coupling
conditions for modification of 3-deazaadenine to access C3-modified
adenine and hypoxanthine scaffolds. The optimized methodologies to
access the corresponding 3-deazaadenosine phosphoramidites for solid-phase
DNA synthesis have been demonstrated.
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