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Enzymatic Synthesis of Human Milk Fucosides α1,2‐Fucosyl para‐Lacto‐N‐Hexaose and its Isomeric Derivatives
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2018-07-06 , DOI: 10.1002/adsc.201800518
Jia-Lin Fang,Teng-Wei Tsai,Chin-Yu Liang,Jyun-Yi Li,Ching-Ching Yu

Enzymatic synthesis of para‐lacto‐N‐hexaose and its isomeric structures as well as those α1,2‐fucosylated variants naturally occurring in human milk oligosaccharide (HMOs) was achieved using a sequential one‐pot enzymatic system. Three glycosylation routes comprising bacterial glycosyltransferases and corresponding sugar‐nucleotide‐generating enzymes were developed to facilitate efficient production of extended type‐1 and type‐2 N‐acetyllactosamine (LacNAc) backbones and hybrid chains. Further fucosylation efficiency of two α1,2‐fucosyltransferases on both type‐1 and type‐2 chains of the hexasaccharide was investigated to achieve practical synthesis of the fucosylated glycans. The availability of structurally defined HMOs offers a practical approach for investigating future biological applications.

中文翻译:

酶法合成人乳岩藻糖苷α1,2-岩藻糖基对乳糖-N-己糖及其异构体衍生物

的酶促合成-lacto- Ñ -hexaose及其异构结构以及那些α1,2岩藻糖化的变体在人乳寡糖(HMO的)天然存在的使用顺序一锅酶体系达到了。已开发出包括细菌糖基转移酶和相应的糖核苷酸生成酶的三种糖基化途径,以促进高效生产扩展的1型和2型 -乙酰基乳糖胺(LacNAc)骨架和杂合链。研究了两个α1,2-岩藻糖基转移酶在六糖的1型和2型链上的进一步岩藻糖基化效率,以实现岩藻糖基化聚糖的实际合成。结构明确的HMO的可用性为研究未来的生物应用提供了一种实用的方法。
更新日期:2018-07-06
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