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

Sequential one-pot multienzyme (OPME) synthesis of lacto-N-neotetraose and its sialyl and fucosyl derivatives
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DOI:
10.1039/c5cc01330e
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发表时间:
2015-01-01
影响因子:
4.9
通讯作者:
Cao, Hongzhi
Cao, Hongzhi
中科院分区:
化学2区
文献类型:
--
作者:
Chen, Congcong;Zhang, Yan;Cao, Hongzhi

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乳-N-新四糖及其唾液酸和岩藻糖基衍生物,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,由容易获得的乳糖苷、市售尿苷 5'-二磷酸-葡萄糖 (UDP-Glc) 酶促合成 和相应的单糖,使用高效的连续一锅多酶(OPME)策略。 OPME 策略结合了细菌糖基转移酶和糖核苷酸生成酶,可以轻松获得制备规模的具有生物学重要意义的复杂寡糖。此外,通过简单地改变糖基化序列,可以使用相同的OPME策略以设计的糖基化路线将唾液酸区域选择性地引入LNnT的内部半乳糖单元。
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 mono-saccharides 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.