Santra Abhishek, Li Yanhong, Yu Hai, Slack Teri J, Wang Peng George, Chen Xi
Department of Chemistry, University of California, One shields Avenue, Davis, CA 95616, USA.
Chem Commun (Camb). 2017 Jul 20;53(59):8280-8283. doi: 10.1039/c7cc04090c.
A highly efficient chemoenzymatic method for synthesizing glycosphingolipids using α-Gal pentasaccharyl ceramide as an example is reported here. Enzymatic extension of the chemically synthesized lactosyl sphingosine using efficient sequential one-pot multienzyme (OPME) reactions allowed glycosylation to be carried out in aqueous solutions. Facile C18 cartridge-based quick (<30 minutes) purification protocols were established using minimal amounts of green solvents (CHCN and HO). Simple acylation in the last step led to the formation of the target glycosyl ceramide in 4 steps with an overall yield of 57%.
本文报道了一种以α-半乳糖五糖神经酰胺为例高效化学酶法合成糖鞘脂的方法。使用高效顺序一锅多酶（OPME）反应对化学合成的乳糖基鞘氨醇进行酶促延伸，可在水溶液中进行糖基化反应。使用少量绿色溶剂（乙腈和水）建立了基于C18柱的简便快速（<30分钟）纯化方案。最后一步简单的酰化反应使目标糖基神经酰胺以4步反应合成，总产率为57%。
