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Junfeng Zhang, Lu Zou and Todd L. Lowary Synthesis of the Tolerance-Inducing Oligosaccharide Lacto-N-Fucopentaose III Bearing an Activated Linker ChemistryOpen 2

Article first published online: 11 JUL 2013 | DOI: 10.1002/open.201300024

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(Synthetic) route to tolerance: A concise synthetic route to a tolerance- inducing immunomodulatory pentasaccharide, lacto-N-fucopentaose III, and its corresponding human serum albumin conjugate is described. Key transformations include two highly regio- and stereoselective glycosylations, a Birch reduction, and a UV-promoted radical addition of a thiol to an alkene.

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