Open AccessFacile Solid-Phase Synthesis of Well-Defined Defect Lysine Dendrimers
Author(s) -
Yong Liao,
Yuan-Ting Chan,
Vijayasimha Molakaseema,
Anand Selvaraj,
Huiting Chen,
Yun-Ming Wang,
YeunMun Choo,
Ching Huei Kao
Publication year - 2022
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.2c02708
Subject(s) - dendrimer , lysine , sorbitol , chemistry , precipitation , solid phase synthesis , amino acid , combinatorial chemistry , phase (matter) , polymer chemistry , organic chemistry , biochemistry , peptide , physics , meteorology
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.