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4-二磷酸胞苷-2-C-甲基-D-赤藓糖醇的化学酶法合成:IspE的一种底物。

Chemoenzymatic synthesis of 4-diphosphocytidyl-2-C-methyl-D-erythritol: A substrate for IspE.

作者信息

Narayanasamy Prabagaran, Eoh Hyungjin, Crick Dean C

机构信息

Department of Microbiology, Immunology, and Pathology, College of Veterinary Medicine and Biomedical Sciences. Colorado State University, 1682 Campus Delivery, Fort Collins CO 80523-1682, USA.

出版信息

Tetrahedron Lett. 2008 Jul 21;49(29-30):4461-4463. doi: 10.1016/j.tetlet.2008.05.074.

Abstract

Enantiomerically pure 2-C-methyl-D-erythritol 4-phosphate 1 (MEP) is synthesized from 1,2-O-isopropylidene-α-D-xylofuranose via facile benzylation in good yield. Subsequently, 1 is used for enzymatic synthesis of 4-diphosphocytidyl-2-C-methyl-D-erythritol 2 (CDP-ME) using 4-diphosphocytidyl-2-C-methyl-D-erythritol synthase (IspD). The chemoenzymatically synthesized 2 can be used as substrate for assay of IspE and for high throughput screening to identify IspE inhibitors.

摘要

对映体纯的2-C-甲基-D-赤藓糖醇4-磷酸酯1(MEP)由1,2-O-异丙叉基-α-D-呋喃木糖通过简便的苄基化反应以良好的产率合成。随后,1用于通过4-二磷酸胞苷-2-C-甲基-D-赤藓糖醇合酶(IspD)酶促合成4-二磷酸胞苷-2-C-甲基-D-赤藓糖醇2(CDP-ME)。化学酶法合成的2可用作IspE测定的底物和用于高通量筛选以鉴定IspE抑制剂。

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