Efficient enzymatic synthesis of l-rhamnulose and l-fuculose. Issue 3 (1st February 2016)

• Record Type: Journal Article
• Authors: Wen, Liuqing; Zang, Lanlan; Huang, Kenneth; Li, Shanshan; Wang, Runling; Wang, Peng George
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 26:Issue 3(2016)
• Page Start: 969
• Page End: 972
• Publication Date: 2016-02-01
• Subjects: l-Rhamnulose -- l-Fuculose -- Enzymatic synthesis -- Phosphorylation -- De-phosphorylation; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2015.12.051
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: l -Rhamnulose (6-deoxy-l - arabino -2-hexulose) andl -fuculose (6-deoxy-l - lyxo -2-hexulose) were prepared froml -rhamnose andl -fucose by a two-step strategy. In the first reaction step, isomerization ofl -rhamnose tol -rhamnulose, orl -fucose tol -fuculose was combined with a targeted phosphorylation reaction catalyzed byl -rhamnulose kinase (RhaB). The by-products (ATP and ADP) were selectively removed by silver nitrate precipitation method. In the second step, the phosphate group was hydrolyzed to producel -rhamnulose orl -fuculose with purity exceeding 99% in more than 80% yield (gram scale).