652993-95-8

Upstream product

• 108549-23-1 Dibenzyl N,N-diisopropylphosphoramidite 
• 260551-11-9 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-1-hydroxy-D-glycero-D-ido-heptitol 
• 260551-08-4 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-ido-heptonic acid 
• 99701-75-4 (2-azido-3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl) cyanide 
• 652993-93-6 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-ido-heptose 

Relevant academic research and scientific papers

C-glycosidic UDP-GlcNAc analogues as inhibitors of UDP-GlcNAc 2-epimerase

The first step in the biosynthesis of neuraminic acid, the "epimerisation" of UDP-GlcNAc to ManNAc, is catalyzed by UDP-GlcNAc 2-epimerase. In this paper we report the synthesis of the C-glycosidic UDP-GlcNAc analogues 1-5 as substrate-based inhibitors of this enzyme. The focus is on the optimal distance and geometry of the connection between the sugar and the UDP-moiety, which are both important for recognition by UDP-GlcNAc 2-epimerase. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Synthesis of C-Glycosyl Phosphate and Phosphonate, Analogues of N-Acetyl-α-D-Glucosamine 1-Phosphate

Synthesis of α-C-ethylene phosphate and phosphonate as well as α-C-methylene phosphate analogues of N-acetyl-α-D-glucosamine 1-phosphate is reported starting from the common perbenzylated 2-acetamido-2-deoxy-α-C-allyl glucoside. Anomerisation of the corre