732247-03-9

Upstream product

• 74-88-4 methyl iodide 
• 514792-62-2 3,6-di-O-benzyl-1-O-tert-butyldimethylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 732246-93-4 (tert-butyl)dimethylsilyl 2-deoxy-2-phthalimido-β-D-glucopyranoside 

Downstream Products

• 732247-09-5 2-acetamido-3,6-di-O-benzyl-1-O-tert-butyldimethylsilyl-2-deoxy-4-O-methyl-β-D-glucopyranose 
• 732247-19-7 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-methyl-α-D-glucopyranose 1-dibenzylphosphate 

Relevant academic research and scientific papers

Chemical synthesis of UDP-4-O-methyl-GlcNAc, a potential chain terminator of chitin synthesis

Chitin synthase converts uridine diphosphoryl-N-acetylglucosamine (UDP-GlcNAc) to chitin (poly-β-(1→4)-GlcNAc). During polymerization, elongation occurs at the 4-OH (nonreducing) terminus of the growing chitin chain. Blockage of the 4-OH via incorporation of UDP-N-acetyl-4-O- methylglucosamine (UDP-4-OMe-GlcNAc, 3) can potentially terminate chitin polymerization, and represents a novel strategy for chitin synthase inhibition. The chemical synthesis of 3 and preliminary evaluation of its possible incorporation by chitin synthase are reported herein.