Syntheses of <scp>d</scp>-Glucose Derivatives Emitting Blue Fluorescence through Pd-Catalyzed C–N Coupling

Yuji Otsuka, Ayako Sasaki, Tadashi Teshima, Katsuya Yamada, Toshihiro Yamamoto

Organic Letters · 2016 · 22 citations · 18 references

Abstract

Green fluorescence-emitting D-glucose derivatives such as 2-NBDG have been effectively used to monitor D-glucose uptake through glucose transporters GLUTs at the single cell level. By contrast, GLUT-permeable D-glucose derivatives emitting blue fluorescence have been long awaited. A glucose tracer, 2-deoxy-2-(2-oxo-2H-chromen-7-yl)amino-D-glucose (CDG) (1), together with related compounds have been synthesized by Pd-catalyzed C-N coupling. Of these, CDG (1) is a promising blue fluorescence-emitting candidate molecule that may enter into mammalian cells through GLUTs.

References

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