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乳糖 - N - 新四糖及其唾液酸化和岩藻糖基化衍生物的顺序一锅多酶(OPME)合成。

Sequential one-pot multienzyme (OPME) synthesis of lacto-N-neotetraose and its sialyl and fucosyl derivatives.

作者信息

Chen Congcong, Zhang Yan, Xue Mengyang, Liu Xian-Wei, Li Yanhong, Chen Xi, Wang Peng George, Wang Fengshan, Cao Hongzhi

机构信息

National Glycoengineering Research Center, School of Pharmaceutical Science, Shandong University, Jinan 250012, China.

出版信息

Chem Commun (Camb). 2015 May 4;51(36):7689-92. doi: 10.1039/c5cc01330e.

DOI:10.1039/c5cc01330e
PMID:25848722
Abstract

Lacto-N-neotetraose and its sialyl and fucosyl derivatives including Lewis x (Le(x)) pentasaccharide, sialyl Lewis x (sLe(x)) hexasaccharide and internally sialylated derivatives were enzymatically synthesized from readily available lactoside, commercially available uridine 5'-diphosphate-glucose (UDP-Glc) and the corresponding monosaccharides using a highly efficient sequential one-pot multienzyme (OPME) strategy. The OPME strategy which combines bacterial glycosyltransferases and sugar nucleotide generation enzymes provides easy access to the biologically important complex oligosaccharides at preparative scale. Moreover, the same OPME strategy can be used for the regioselective introduction of sialic acid to the internal galactose unit of LNnT in a designed glycosylation route by simply changing the glycosylation sequence.

摘要

乳糖 - N - 新四糖及其唾液酸化和岩藻糖基化衍生物,包括路易斯x(Le(x))五糖、唾液酸路易斯x(sLe(x))六糖和内部唾液酸化衍生物,是通过高效的顺序一锅多酶(OPME)策略,由容易获得的乳糖苷、市售的尿苷5'-二磷酸 - 葡萄糖(UDP - Glc)和相应的单糖酶促合成的。结合细菌糖基转移酶和糖核苷酸生成酶的OPME策略能够以制备规模轻松获得具有生物学重要性的复杂寡糖。此外,通过简单改变糖基化序列,相同的OPME策略可用于在设计的糖基化途径中对LNnT的内部半乳糖单元进行唾液酸的区域选择性引入。

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