One-step synthesis of sugar nucleotides under optimized conditions

Abstract

Sugar nucleotides are essential substrates used for synthesizing bioactive oligosaccharides in enzymatic reactions, however, their preparation via chemical and enzyme reactions is challenging. Therefore, we investigated the synthesis of sugar nucleotides under optimal conditions using a facile one-step reaction. Seven sugar nucleotides were synthesized via an optimized one-step reaction in 40–80% yield, exhibiting a preference for 1,2-trans glycoside. Moreover, a gram-scale synthesis of UDP-galactose resulted in a 46% (578 mg) yield.

Graphical Abstract

Keywords:

• 2-Chloro-1,3-dimethylimidazolinium chloride
• one-step reaction
• optimization
• sugar nucleotide

Authors’ contributions

Kota Fujihara: Writing – original draft, Investigation, Data curation, Formal analysis. Hatsuo Yamamura: Supervision, Methodology. Atsushi Miyagawa: Writing – review & editing, Methodology, Supervision, Conceptualization.

Disclosure statement

The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Additional information

Funding

This work was supported by The Naito Research Grant.