Enzymatic synthesis of tumor-associated carbohydrate antigen Globo-H hexasaccharide

Enzymatic synthesis of tumor-associated carbohydrate antigen Globo-H hexasaccharide
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DOI:
10.1021/ol703121h
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发表时间:
2008-03-06
期刊:
影响因子:
5.2
通讯作者:
Xia, Chengfeng
Xia, Chengfeng
中科院分区:
化学1区
文献类型:
--
作者:
Su, Doris M.;Eguchi, Hironobu;Xia, Chengfeng

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我们报道了一种重要的肿瘤相关糖抗原Globo-H六糖的酶促合成。以Lac-OBn作为初始受体开始,该方法采用三种糖基转移酶:LgtC,α 1,4-半乳糖基转移酶; LgtD,双功能β 1,3-半乳糖基/β 1,3-N-乙酰半乳糖胺转移酶;和WbsJ,α 1,2-岩藻糖基转移酶。此外,两种差向异构酶GalE和WbgU也用于从其相应的廉价C4差向异构体产生更昂贵的糖核苷酸UDP-Gal和UDP-GalNAc。本研究代表Globo-H抗原的简易酶促合成。
We report the enzymatic synthesis of an important tumor-associated carbohydrate antigen, Globo-H hexasaccharide. Starting with Lac-OBn as the initial acceptor, this approach employs three glycosyltransferases: LgtC, an alpha 1,4-galactosyltransferase; LgtD, a bifunctional beta 1,3-galactosyl/beta 1,3-N-acetylgalactosaminyltransferase; and WbsJ, an alpha 1,2-fucosyltransferase. In addition, two epimerases, GalE and WbgU, were also employed for the generation of more expensive sugar nucleotides, UDP-Gal and UDP-GalNAc, from their corresponding inexpensive C4 epimers. This study represents a facile enzymatic synthesis of the Globo-H antigen.