Polymer-supported oligosaccharide synthesis was carried out using an ultrafiltration technique in which the synthesized polymer-bound oligosaccharides were separated from the other reagents by ultrafiltration though membranes with specifically sized pores.
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The development of a dedicated polymer support for the solid-phase oligosaccharide synthesis.
Chem Commun (Camb)
September 2020
Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
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.
View Article and Find Full Text PDFOne-pot protection-glycosylation reactions for synthesis of lipid II analogues.
Chemistry
April 2014
Department of Pharmaceutical Sciences, College of Pharmacy, University of Tennessee Health Science Center, 881 Madison Avenue, Memphis, TN 38163-0001 (USA), Fax: (+1) 901-448-6940.
(2,6-Dichloro-4-methoxyphenyl)(2,4-dichlorophenyl)methyl trichloroacetimidate (3) and its polymer-supported reagent 4 can be successfully applied to a one-pot protection-glycosylation reaction to form the disaccharide derivative 7 d for the synthesis of lipid II analogues. The temporary protecting group or linker at the C-6 position and N-Troc protecting group of 7 d can be cleaved simultaneously through a reductive condition. Overall yields of syntheses of lipid II (1) and neryl-lipid II N(ε)-dansylthiourea are significantly improved by using the described methods.
View Article and Find Full Text PDFHPLC-assisted automated oligosaccharide synthesis.
Org Lett
June 2012
Department of Chemistry and Biochemistry and the Center for Nanoscience, University of Missouri-St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
A standard HPLC was adapted to polymer supported oligosaccharide synthesis. Solution-based reagents are delivered using a software-controlled solvent delivery system. The reaction progress and completion can be monitored in real time using a standard UV detector.
View Article and Find Full Text PDFExploration of the use of an acylsulfonamide safety-catch linker for the polymer-supported synthesis of hyaluronic acid oligosaccharides.
Carbohydr Res
March 2010
Instituto de Investigaciones Químicas, Centro de Investigaciones Científicas Isla de La Cartuja, CSIC -US, Americo Vespucio, 49, 41092 Sevilla, Spain.
The synthesis of hyaluronic acid oligosaccharides on polyethylene glycol (PEG) using an acylsulfonamide linker has been explored. Hyaluronic acid is a challenging synthetic target that usually involves the condensation of highly disarmed glucuronic acid building blocks. Amine-ended PEG monomethyl ether was efficiently functionalized with a hydroxyl-terminated acylsulfonamide linker.
View Article and Find Full Text PDFPolymer-supported oligosaccharide synthesis using ultrafiltration methodology.
Chem Commun (Camb)
September 2007
RIKEN (The Institute of Physical and Chemical Research), Hirosawa, Wako, Saitama, Japan.
Polymer-supported oligosaccharide synthesis was carried out using an ultrafiltration technique in which the synthesized polymer-bound oligosaccharides were separated from the other reagents by ultrafiltration though membranes with specifically sized pores.
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