AI Article Synopsis

  • A new method for making Fmoc-serine and Fmoc-threonine glycosides is introduced to help with O-linked glycopeptide synthesis.
  • Lewis acids are used to promote glycoside formation but can also cause unwanted reactions in the products.
  • Using 'minimally competent' Lewis acids like InBr(3) effectively activates the reaction while reducing the unwanted side products from the sugar peracetates.

Article Abstract

A simplified method for the preparation of Fmoc-serine and Fmoc-threonine glycosides for use in O-linked glycopeptide synthesis is described. Lewis acids promote glycoside formation, but also promote undesired reactions of the glycoside products. Use of 'minimally competent' Lewis acids such as InBr(3) promotes the desired activation catalytically, and with greatly reduced side products from sugar peracetates.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3296895PMC
http://dx.doi.org/10.1016/j.carres.2012.01.008DOI Listing

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