Phosphonic derivatives of carbohydrates: chemoenzymatic synthesis

被引：13

作者：

Guanti, G

Banfi, L

Zannetti, MT

机构：

[1] Dipartimento Chim & Chim Ind, I-16146 Genoa, Italy

[2] CNR, Ctr Studio Chim Composti Cicloalifatici & Aromat, I-16146 Genoa, Italy

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 17期

关键词：

phosphonic acids and derivatives; enzyme reactions; aldol reactions; carbohydrate mimetics;

D O I：

10.1016/S0040-4039(00)00326-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of homologous racemic beta-hydroxyaldehydes bearing a phosphonate group in the omega-position were synthesised and allowed to react with dihydroxyacetone phosphate (DHAP) via an enzymatic aldol addition catalysed by fructose 1,6-bisphosphate aldolase (FruA). After enzymatic dephosphorylation, a set of unnatural omega-phosphonic deoxysugars was obtained. (C) 2000 Elsevier Science Ltd. All rights reserved.

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页码：3181 / 3185

页数：5

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