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ID: ALA1667854
Journal: Bioorg Med Chem Lett
Title: 6''-Azido-6''-deoxy-UDP-N-acetylglucosamine as a glycosyltransferase substrate.
Authors: Mayer A, Gloster TM, Chou WK, Vocadlo DJ, Tanner ME.
Abstract: 6''-Azido-6''-deoxy-UDP-N-acetylglucosamine (UDP-6Az-GlcNAc) is a potential alternate substrate for N-acetylglucosaminyltransferases. This compound could be used to generate various glycoconjugates bearing an azide functionality that could in turn be subjected to further modification using Staudinger ligation or Huisgen cycloaddition. UDP-6Az-GlcNAc is synthesized from α-benzyl-N-acetylglucosaminoside in seven-steps with an overall yield of 6%. It is demonstrated to serve as a substrate donor for the glycosyl transfer reaction catalyzed by the human UDP-GlcNAc:polypeptidyltransferase (OGT) to the acceptor protein nucleoporin 62 (nup62).
CiteXplore: 21273069