Design, synthesis and photochemical properties of the first examples of iminosugar clusters based on fluorescent cores

Abstract

The synthesis and photophysical properties of the first examples of iminosugar clusters based on a BODIPY or a pyrene core are reported. The tri- and tetravalent systems designed as molecular probes and synthesized by way of Cu(I)-catalysed azide–alkyne cycloadditions are fluorescent analogues of potent pharmacological chaperones/correctors recently reported in the field of Gaucher disease and cystic fibrosis, two rare genetic diseases caused by protein misfolding.

Keywords

• BODIPY
• fluorescent probes
• iminosugars
• 4-methylumbelliferone
• multivalency
• pyrene