Automated Glycan Assembly in a Variable-Bed Flow Reactor Provides Insights into Oligosaccharide–Resin Interactions
Author(s) -
Eric T. Sletten,
José DangladFlores,
Manuel Nuño,
Duncan Guthrie,
Peter H. Seeberger
Publication year - 2020
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.0c01264
Subject(s) - chemistry , glycan , solvation , oligosaccharide , context (archaeology) , coupling (piping) , variable (mathematics) , flow (mathematics) , organic chemistry , molecule , biochemistry , materials science , mechanics , composite material , glycoprotein , paleontology , mathematical analysis , mathematics , biology , physics
A pressure-based variable-bed flow reactor built for peptide synthesis and capable of real-time monitoring of resin swelling was adapted for automated glycan assembly. In the context of the solid-phase synthesis of several oligosaccharides, the coupling efficiencies, resin growth patterns, and saccharide solvation during the synthesis were determined. The presented work provides the first estimation of on-resin oligosaccharide solvation and an alternative technique to UV-vis monitoring.
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