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糖苷的酶促合成:从天然糖苷到稀有糖苷

Enzymatic synthesis of glycosides: from natural - and -glycosides to rare - and -glycosides.

作者信息

Ati Jihen, Lafite Pierre, Daniellou Richard

机构信息

ICOA UMR CNRS 7311, University of Orléans, rue de Chartres, BP 6759, 45067 Orléans cedex 2, France.

出版信息

Beilstein J Org Chem. 2017 Sep 5;13:1857-1865. doi: 10.3762/bjoc.13.180. eCollection 2017.

DOI:10.3762/bjoc.13.180
PMID:29062404
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5629408/
Abstract

Carbohydrate related enzymes, like glycosyltransferases and glycoside hydrolases, are nowadays more easily accessible and are thought to represent powerful and greener alternatives to conventional chemical glycosylation procedures. The knowledge of their corresponding mechanisms has already allowed the development of efficient biocatalysed syntheses of complex -glycosides. These enzymes can also now be applied to the formation of rare or unnatural glycosidic linkages.

摘要

与碳水化合物相关的酶,如糖基转移酶和糖苷水解酶,如今更容易获得,并且被认为是传统化学糖基化方法的强大且更环保的替代方法。对其相应机制的了解已经使得能够开发出高效的生物催化合成复杂糖苷的方法。这些酶现在也可用于形成稀有或非天然的糖苷键。

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Biochimie. 2017 Jun;137:190-196. doi: 10.1016/j.biochi.2017.03.020. Epub 2017 Apr 4.
2
Total synthesis of mycobacterial arabinogalactan containing 92 monosaccharide units.结核分枝杆菌阿拉伯半乳聚糖的全合成,包含 92 个单糖单元。
Nat Commun. 2017 Mar 16;8:14851. doi: 10.1038/ncomms14851.
3
Global and Site-Specific Analysis Revealing Unexpected and Extensive Protein S-GlcNAcylation in Human Cells.
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Microb Cell Fact. 2024 May 8;23(1):133. doi: 10.1186/s12934-024-02395-0.
4
Biosynthetic pathway of prescription bergenin from and .来自[具体来源1]和[具体来源2]的处方岩白菜素的生物合成途径。
Front Plant Sci. 2024 Jan 4;14:1259347. doi: 10.3389/fpls.2023.1259347. eCollection 2023.
5
Acceptors and Effectors Alter Substrate Inhibition Kinetics of a Plant Glucosyltransferase NbUGT72AY1 and Its Mutants.接受体和效应子改变植物葡萄糖基转移酶 NbUGT72AY1 及其突变体的底物抑制动力学。
Int J Mol Sci. 2023 May 31;24(11):9542. doi: 10.3390/ijms24119542.
6
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Int J Mol Sci. 2022 Nov 6;23(21):13595. doi: 10.3390/ijms232113595.
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4
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5
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7
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9
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