Open AccessThe development of a dedicated polymer support for the solid-phase oligosaccharide synthesis
Author(s) -
Matteo Panza,
Dharmendra Neupane,
Keith J. Stine,
Alexei V. Demchenko
Publication year - 2020
Publication title -
chemical communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.837
H-Index - 333
eISSN - 1364-548X
pISSN - 1359-7345
DOI - 10.1039/d0cc03885g
Subject(s) - solid phase synthesis , polystyrene , phase (matter) , polymer , oligosaccharide , chemistry , materials science , nanotechnology , combinatorial chemistry , chemical engineering , organic chemistry , engineering , biochemistry , peptide
Reported herein is the development of a novel polystyrene-based resin that we named PanzaGel. The resin was equipped with diethylene glycol-derived cross-linker with the dedicated application to polymer supported glycan synthesis in mind. After investigating its swelling properties and obtaining encouraging data for its chemical and thermal stability we accessed the amenability of PanzaGel to the HPLC-based platform for the automated synthesis. Comparable glycosylation results to those with traditional supports have been obtained in the synthesis of glycans up to pentasaccharide that was obtained in 30% overall yield. The automated synthesis set-up implemented a common analytical autosampler for delivering all reagents for all steps of the glycan synthesis and cleavage.