399032-16-7Relevant academic research and scientific papers
Chemical synthesis of UDP-Glc-2,3-diNAcA, a key intermediate in cell surface polysaccharide biosynthesis in the human respiratory pathogens B. pertussis and P. aeruginosa
Rejzek, Martin,Kannathasan, Velupillai Sri,Wing, Corin,Preston, Andrew,Westman, Erin L.,Lam, Joseph S.,Naismith, James H.,Maskell, Duncan J.,Field, Robert A.
, p. 1203 - 1210 (2009)
In connection with studies on lipopolysaccharide biosynthesis in respiratory pathogens we had a need to access potential biosynthetic intermediate sugar nucleotides. Herein we report the chemical synthesis of uridine 5′-diphospho 2,3-diacetamido-2,3-dideoxy-α-D-glucuronic acid (UDP-Glc-2,3-diNAcA) (1) from N-acetyl-D-glucosamine in 17 steps and ～9% overall yield. This compound has proved invaluable in the elucidation of biosynthetic pathways leading to the formation of 2,3-diacetamido-2,3-dideoxy-D- mannuronic acid-containing polysaccharides. The Royal Society of Chemistry 2009.
