Synthesis of N‐Acyl‐2‐amino‐2‐deoxy‐[1‐ 14 C]‐glucoses as precursors for the biosynthesis of novel N‐acylneuraminic acids

• Published in: Journal of Labelled Compounds and Radiopharmaceuticals
• Main Authors: Kayser, Holger, Zeitler, Reinhard, Hoppe, Berthold, Reutter, Werner
• Format: Article in Journal/Newspaper
• Language: English
• Published: Wiley 1992
• Subjects: Carbonic acid
• Online Access: http://dx.doi.org/10.1002/jlcr.2580310910; https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fjlcr.2580310910; https://onlinelibrary.wiley.com/doi/full/10.1002/jlcr.2580310910

Abstract N‐Propanoyl‐, N‐butanoyl‐, N‐pentanoyl‐, N‐hexanoyl‐, N‐heptanoyl‐ and N‐crotonoyl‐[1‐ 14 C]‐D‐glucosamine were synthesized from [1‐ 14 C]‐D‐glucosamine and their respective carbonic acid anhydrides as precursors for the biosynthesis of the corresponding N‐acyl neuraminic acids. The N‐acyl‐glucosamines are phosphorylated to their respective phosphate by N‐acetyl‐glucosamine kinase in a rat liver homogenate. These precursors may become valuable tools to investigate the biological role of the N‐acyl side chain of N‐acyl‐glucosamines and N‐acyl neuraminic acids which are components of glycoconjugates.