514792-62-2Relevant academic research and scientific papers
Selection of protecting groups and synthesis of a β-1,4-GlcNAc-β- 1,4-GlcN unit
Kawada, Toshinari,Yoneda, Yuko
, p. 1245 - 1250 (2011/10/05)
The synthesis of the disaccharide tert-butyldimethylsilyl (4-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-d-glucopyranosyl)-3, 6-di-O-benzyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, designed as a repeating unit appearing in oligo- and polysaccharides, whi
Chemical synthesis of UDP-4-O-methyl-GlcNAc, a potential chain terminator of chitin synthesis
Chang, Robert,Moquist, Philip,Finney, Nathaniel S.
, p. 1531 - 1536 (2007/10/03)
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.
