Synthesis of perylene bisimide-centered glycodendrimer and its interactions with concanavalin A

A novel glycodendrimer based on 18 peripheral alpha-D-mannoses functionalized perylene bisimide derivative PBI-18-Man was synthesized and its selectively binding interactions for Con A were investigated by CD spectra and turbidity assay, which exhibited strong binding affinity for Con A with the binding constant of 1.3 x 10(8) M-1 (7.2 x 10(6) M-1 for monomeric mannose, valency corrected), 3 orders of magnitude higher affinity than the monovalent mannose ligand. Furthermore, the inhibitory activity for Con A was studied by ELLA experiment, showed 2 times inhibitor activity than the reference compound (alpha-MMP). Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.