Biocatalytic Nitration of Phenols in Microemulsions at Elevated Temperatures Using Enzymes Stabilized on Magnetic Beads
Biocatalytic Nitration of Phenols in Microemulsions at Elevated Temperatures Using Enzymes Stabilized on Magnetic Beads
复制标题
使用磁珠上稳定的酶在高温下生物催化硝化微乳液中的酚
DOI：
10.1002/cctc.202300119
复制
发表时间：
2023
期刊：
影响因子：
4.5
通讯作者：
Rusling, James F.
中科院分区：
文献类型：
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作者：
Kankanamage, Rumasha N. T.;Ahiadu, Ben K.;He, Jie;Rusling, James F.
在有机合成中，酶作为催化剂可以提供很高的区域和立体选择性，这是化学催化剂所不能做到的。当酶被隔离在薄膜中时，用铁血红素酶进行生物催化已被证明是有效的。增加的一个功能是提高了稳定性。例如，在二氧化硅纳米粒子上化学交联的多赖氨酸薄膜中的过氧化物酶在90 °C下稳定9 小时或更长时间，并可用于高达90 °C的生物催化。我们在这里展示了对于一系列对取代苯酚，可以使用生物催化磁珠在聚赖氨酸膜中交联辣根过氧化物酶选择性地合成单个硝基苯酚产品。硝基酚类化合物是重要的合成中间体，在药物中也很重要。对于一系列对位取代苯酚，在75 °C时，生物催化硝化反应的平均转化率是25 °C时的1.8倍；对于转化率为50 %的苯酚，在25 °C下反应1 小时，硝化产率为75 °C时的2倍。
Enzymes as catalysts in organic syntheses can provide high regio‐ and stereo‐selectivity, which is often not possible with chemical catalysts. Biocatalysis with iron heme enzymes has proven efficient when the enzyme is sequestered in thin films. An added feature is improved stability. For example, peroxidases chemically crosslinked in poly‐lysine in films on silica nanoparticles were stable for 9 hrs or more at 90 °C, and were used for biocatalysis up to 90 °C. We show here for a series ofpara‐substituted phenols, single nitro‐phenol products can be selectively synthesized using biocatalytic magnetic beads coated with horseradish peroxidase (HRP) crosslinked in polylysine films. Nitrophenols moieties are important as synthetic intermediates and in drugs. For a series ofpara‐substituted phenols, biocatalytic nitration gave average turnover numbers 1.8‐fold larger at 75 °C than at 25 °C. For phenols giving <50 % conversion after 1 hr at 25 °C, twice the nitration yield was achieved in 1 hr at 75 °C. Results indicate that this approach should be valuable as a general tool for biocatalytic chemical synthesis.
DOI：
--
发表时间：
2013
期刊：
影响因子：
--
作者：
E. García;A. Alpízar;R. Fajardo;D. Córdova;L. Pérez;S. Martínez
通讯作者：
S. Martínez