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首页> 外文期刊>Journal of Biotechnology >Towards catalyst compartimentation in combined chemo- and biocatalytic processes: Immobilization of alcohol dehydrogenases for the diastereoselective reduction of a beta-hydroxy ketone obtained from an organocatalytic aldol reaction
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Towards catalyst compartimentation in combined chemo- and biocatalytic processes: Immobilization of alcohol dehydrogenases for the diastereoselective reduction of a beta-hydroxy ketone obtained from an organocatalytic aldol reaction

机译：在化学和生物催化联合工艺中实现催化剂室：固定化醇脱氢酶以非对映选择性还原从有机催化醛醇缩合反应获得的β-羟基酮

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摘要

The alcohol dehydrogenases (ADHs) from Lactobacillus kefir and Rhodococcus sp., which earlier turned out to be suitable for a chemoenzymatic one-pot synthesis with organocatalysts, were immobilized with their cofactors on a commercially available superabsorber based on a literature known protocol. The use of the immobilized ADH from L. kefir in the reduction of acetophenone as a model substrate led to high conversion (>95%) in the first reaction cycle, followed by a slight decrease of conversion in the second reaction cycle. A comparable result was obtained when no cofactor was added although a water rich reaction media was used. The immobilized ADHs also turned out to be suitable catalysts for the diastereoselective reduction of an organocatalytically prepared enantiomerically enriched aldol adduct, leading to high conversion, diastereomeric ratio and enantioselectivity for the resulting 1,3-diols. However, at a lower catalyst and cofactor amount being still sufficient for biotransformations with "free" enzymes the immobilized ADH only showed high conversion and >99% ee for the first reaction cycle whereas a strong decrease of conversion was observed already in the second reaction cycle, thus indicating a significant leaching effect of catalyst and/or cofactor.
机译：根据文献已知的方案，得克萨斯乳杆菌和红球菌属的醇脱氢酶（ADHs）较早时被证明适用于用有机催化剂进行化学酶法一锅合成，并与它们的辅因子一起固定在市售的超吸收剂上。将来自开菲尔乳杆菌的固定化ADH用于还原苯乙酮作为模型底物的使用在第一反应循环中导致高转化率（> 95％），随后在第二反应循环中转化率略有下降。尽管使用了富水反应介质，但没有添加辅因子时，可获得可比的结果。固定化的ADHs也证明是用于非对映选择性还原有机催化制备的对映体富集的醛醇缩合醛加合物的合适催化剂，导致得到的1，3-二醇的高转化率，非对映异构体比率和对映选择性。但是，在较低的催化剂和辅助因子量仍足以与“游离”酶进行生物转化的情况下，固定化的ADH在第一个反应周期中仅显示出高转化率和> 99％ee，而在第二个反应周期中已观察到转化率大幅下降，因此表明催化剂和/或辅因子的显着浸出效果。

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