Synthesis of non-natural carbohydrates from glycerol and aldehydes in a one-pot four-enzyme cascade reaction

被引：46

作者：

Babich, Lara ^{[1
]}

van Hemert, Lieke J. C. ^{[2
]}

Bury, Aleksandra ^{[1
]}

Hartog, Aloysius F. ^{[1
]}

Falcicchio, Pierpaolo ^{[3
]}

van der Oost, John ^{[3
]}

van Herk, Teunie ^{[1
]}

Wever, Ron ^{[1
]}

Rutjes, Floris P. J. T. ^{[2
]}

机构：

[1] Univ Amsterdam, JH vant Hoff Inst Mol Sci, NL-1098 XH Amsterdam, Netherlands

[2] Radboud Univ Nijmegen, Inst Mol & Mat, NL-6525 AJ Nijmegem, Netherlands

[3] Wageningen Univ, Microbiol Lab, NL-6703 CT Wageningen, Netherlands

来源：

GREEN CHEMISTRY | 2011年 / 13卷 / 10期

关键词：

BACTERIAL ACID-PHOSPHATASES; DIHYDROXYACETONE PHOSPHATE; ORGANIC-SYNTHESIS; ALDOL REACTIONS; CHEMISTRY; ENZYME; PHOSPHORYLATION; INHIBITORS; CATALYSIS; FAGOMINE;

D O I：

10.1039/c1gc15429j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple procedure has been developed for the synthesis of enantio-and diastereomerically pure carbohydrate analogues from glycerol and a variety of aldehydes in one pot using a four-enzyme cascade reaction. As a proof of concept of the usefulness of this enzymatic catalytic cascade the naturally occurring azasugar D-fagomine was synthesized. This work highlights the potential value of using enzymes in cascade reactions to selectively form complex products that by previous traditional organic chemistry could only be obtained via repeated isolation and purification of intermediates.

引用

页码：2895 / 2900

页数：6

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