Synthesis of Bradyrhizose Oligosaccharides Relevant to the Bradyrhizobium O-Antigen.

Angew Chem Int Ed Engl

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.

Published: February 2017

The unique α-(1→7)-bradyrhizoside linkages are constructed for the first time via judicious choice of the glycosylation partners and conditions, thus tetra- and penta-bradyrhizosides relevant to the peculiar O-antigen of Bradyrhizobium are synthesized, which are shown to adopt the defined right-handed helical conformations and to be unable to induce innate immune responses in plants.

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http://dx.doi.org/10.1002/anie.201610680DOI Listing

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