Enantioselective Conversions of the Racemic C3-Alcohol Synthons, Glycidol (2, 3-Epoxy-1-propanol), and Solketal (2, 2-Dimethyl-4-(hydroxymethyl)-1, 3-dioxolane) by Quinohaemoprotein Alcohol Dehydrogenases and Bacteria Containing Such Enzymes
Enantioselective Conversions of the Racemic C3-Alcohol Synthons, Glycidol (2, 3-Epoxy-1-propanol), and Solketal (2, 2-Dimethyl-4-(hydroxymethyl)-1, 3-dioxolane) by Quinohaemoprotein Alcohol Dehydrogenases and Bacteria Containing Such Enzymes
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奎宁血红蛋白醇脱氢酶和细菌对外消旋 C3-醇合成物、缩水甘油 (2, 3-环氧-1-丙醇) 和 Solketal (2, 2-二甲基-4-(羟甲基)-1, 3-二氧戊环) 进行对映选择性转化
DOI：
10.1271/bbb.58.1028
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发表时间：
1994
期刊：
影响因子：
--
通讯作者：
J. Duine
中科院分区：
文献类型：
--
作者：
A. Geerlof;J. V. Tol;J. Jongejan;J. Duine
对几种纯化的或市售的不同种类的醇氧化还原酶进行了测试，以测试它们转化外消旋甘油基c3 -合成物甘二醇（2,3-环氧-1-丙醇）和索酮（2,2-二甲基-4-（羟甲基）-1,3-二氧索烷）的能力，具有足够的活性和对映选择性。藜蛋白醇脱氢酶（含有血红素c和吡咯喹啉醌（PQQ）作为辅助因子的酶）似乎非常适合这种用途。纯化酶的细菌具有相同的对映体偏好，并且具有有效的呼吸链来对这些脱氢酶进行再氧化。然而，在某些情况下，整个细胞的对映体比例(E)低于纯酶。这些细菌中也存在依赖nadd的醇脱氢酶，但它们的存在可能无法解释较低的比例，因为它们几乎不氧化c3合成子。因此，似乎不同的运动机制导致了……
Several purified or commercially available alcohol oxidoreductases of different kinds were tested for their ability to convert the racemic, glycerol-based C3-synthons glycidol (2,3-epoxy-1-propanol) and solketal (2,2-dimethyl-4-(hydroxymethyl)-1,3-dioxolane), with adequate activity and enantioselectivity. Quinohaemo-protein alcohol dehydrogenases (enzymes containing haem c as well as pyrroloquinoline quinone (PQQ) as cofactors) appeared to be excellently suited for such use. The bacteria from which the enzymes were purified had the same enantiomer preference and had an efficient respiratory chain for reoxidation of these dehydrogenases. In some cases, however, whole cells gave a lower enantiomer ratio (E) than the pure enzyme. NAD-dependent alcohol dehydrogenases also are present in these bacteria, but their presence may not explain the lower ratio because they oxidized the C3-synthons little if at all. It seems, therefore, that different kinetic mechanisms are responsible for the discrepancy between the ...