Fessner W D, Sinerius G
Department of Organic Chemistry and Biochemistry, University of Freiburg, Germany.
Bioorg Med Chem. 1994 Jul;2(7):639-45. doi: 10.1016/0968-0896(94)85012-7.
An efficient technique is presented which integrates cofactor dependent enzymic phosphorylation and dehydrogenation into a single, closed-loop system by employing phosphoenolpyruvate as the sacrificial reagent for sequential ATP and NAD+ recycling steps. Exemplary applications are developed for the synthesis of 6-phosphogluconate from glucose, and that of dihydroxyacetone phosphate from glycerol. The latter system is combined with exergonic diastereoselective aldol additions for the one-flask synthesis of a ketosugar (D-sorbose), thiosugar (L-threo-5-thiopentulose), or a sugar acid (L-threo-pent-4-ulosonic acid) starting from a mixture of glycerol and simple aldehydes.
本文提出了一种高效技术，该技术通过使用磷酸烯醇式丙酮酸作为牺牲试剂，用于连续的ATP和NAD⁺循环步骤，将依赖辅因子的酶促磷酸化和脱氢整合到一个单一的闭环系统中。开发了从葡萄糖合成6-磷酸葡萄糖酸以及从甘油合成磷酸二羟丙酮的示例性应用。后一个系统与放能非对映选择性醛醇加成反应相结合，用于从甘油和简单醛的混合物开始的单瓶合成酮糖（D-山梨糖）、硫糖（L-苏式-5-硫代戊酮糖）或糖酸（L-苏式-戊-4-酮糖酸）。
