Facile Solid-Phase Synthesis of Well-Defined Defect Lysine Dendrimers

An efficient solid-phase
method has been reported to prepare well-defined
lysine defect dendrimers. Using orthogonally protected lysine residues,
pure G2 to G4 lysine defect dendrimers were prepared with 48–95%
yields within 13 h. Remarkably, high-purity products were collected
via precipitation without further purification steps. This method
was applied to prepare a pair of 4-carboxyphenylboronic acid-decorated
defect dendrimers (16 and 17), which possessed
the same number of boronic acids. The binding affinity of 16, in which the ε-amines of G1 lysine are fractured, for glucose
and sorbitol was 4 times that of 17. This investigation
indicated the role of allocation and distribution of peripheries for
the dendrimer’s properties and activity.