一种用于不对称分支 N-聚糖的酶促策略。
An enzymatic strategy to asymmetrically branched N-glycans.
作者信息
Calderon Angie D, Zhou Jun, Guan Wanyi, Wu Zhigang, Guo Yuxi, Bai Jing, Li Qing, Wang Peng George, Fang Junqiang, Li Lei
机构信息
Department of Chemistry and Center for Diagnostics & Therapeutics, Georgia State University, Atlanta, GA 30303, USA.
出版信息
Org Biomol Chem. 2017 Sep 13;15(35):7258-7262. doi: 10.1039/c7ob01765k.
Abstract
An enzymatic strategy was developed to generate asymmetrically branched N-glycans from natural sources by using a panel of glycosidases and glycosyltransferases. Briefly, LacZ β-galactosidase was employed to selectively trim symmetrically branched N-glycans isolated from bovine fetuin. The yielding structures were then converted to asymmetrically branched core structures by robust glycosyltransferase for further extension.
摘要
开发了一种酶促策略，通过使用一组糖苷酶和糖基转移酶从天然来源生成不对称分支的N-聚糖。简而言之，使用乳糖酶β-半乳糖苷酶选择性地修剪从牛胎球蛋白中分离出的对称分支N-聚糖。然后通过强大的糖基转移酶将产生的结构转化为不对称分支的核心结构，以进行进一步扩展。
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J Am Chem Soc. 2017 Jan 18;139(2):1011-1018. doi: 10.1021/jacs.6b12080. Epub 2017 Jan 6.
2
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Chemistry. 2016 Dec 23;22(52):18742-18746. doi: 10.1002/chem.201604999. Epub 2016 Nov 22.
3
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6
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