One-step synthesis of sugar nucleotides under optimized conditions

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC Synthetic Communications Pub Date : 2024-08-02 DOI:10.1080/00397911.2024.2380063
Kota Fujihara , Hatsuo Yamamura , Atsushi Miyagawa
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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.

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在优化条件下一步合成糖核苷酸
糖核苷酸是酶促反应中合成生物活性寡糖的重要底物,然而,通过化学和酶促反应制备糖核苷酸具有挑战性。因此,我们研究了在最佳条件下利用简便的一步反应合成糖核苷酸的方法。通过优化的一步反应合成了七种糖核苷酸,产率为 40-80%,其中 1,2-反式糖苷具有优先性。此外,以克为单位合成 UDP-半乳糖的产率为 46%(578 毫克)。
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来源期刊
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
期刊介绍: Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.
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