通过酶促化学合成尿苷 5'-二磷酸-2-乙酰基-2-脱氧-α-D-葡萄糖作为 UDP-GlcNAc 的 C(2)-碳等排物。
Chemoenzymatic synthesis of uridine 5'-diphospho-2-acetonyl-2-deoxy-alpha-D-glucose as C(2)-carbon isostere of UDP-GlcNAc.
机构信息
Department of Chemistry, The Ohio State University, 484 West 12th Avenue, Columbus, Ohio 43210, USA.
出版信息
J Org Chem. 2010 May 21;75(10):3492-4. doi: 10.1021/jo100385p.
Abstract
2-ketoGlc, which is the C(2)-carbon isostere of GlcNAc, is a novel GlcNAc analogue with a ketone group. The corresponding glycosyltransferase donor substrate, UDP-2-ketoGlc, is necessary for synthesizing 2-ketoGlc-containing molecules and is thus highly important for metabolic polysaccharide remodeling and engineering. We report here the first chemoenzymatic synthesis of UDP-2-ketoGlc using our two-enzyme (NahK and GlmU) system in vitro.
摘要
2-酮葡萄糖（2-ketoGlc）是 GlcNAc 的 C(2)-碳类似物，是一种具有酮基的新型 GlcNAc 类似物。其相应的糖基转移酶供体底物 UDP-2-酮葡萄糖（UDP-2-ketoGlc）对于合成含有 2-酮葡萄糖的分子是必需的，因此对于代谢多糖的重塑和工程非常重要。我们在此报告了首次使用我们的双酶（NahK 和 GlmU）体外系统进行 UDP-2-酮葡萄糖的化学酶合成。
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