Cell‐free in vitro reduction of carboxylates to aldehydes: With crude enzyme preparations to a key pharmaceutical building block,Biotechnology Journal

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Cell‐free in vitro reduction of carboxylates to aldehydes: With crude enzyme preparations to a key pharmaceutical building block
Biotechnology Journal ( IF 3.2 ) Pub Date : 2020-11-27 , DOI: 10.1002/biot.202000315
Anna Schwarz ₁ , Sebastian Hecko ₂ , Florian Rudroff ₂ , Jeffrey T. Kohrt ₃ , Roger M. Howard ₃ , Margit Winkler _{1,

4}

Affiliation

The scarcity of practical methods for aldehyde synthesis in chemistry necessitates the development of mild, selective procedures. Carboxylic acid reductases catalyze aldehyde formation from stable carboxylic acid precursors in an aqueous solution. Carboxylic acid reductases were employed to catalyze aldehyde formation in a cell‐free system with activation energy and reducing equivalents provided through auxiliary proteins for ATP and NADPH recycling. In situ product removal was used to suppress over‐reduction due to background enzyme activities, and an N‐protected 4‐formyl‐piperidine pharma synthon was prepared in 61% isolated yield. This is the first report of preparative aldehyde synthesis with carboxylic acid reductases employing crude, commercially available enzyme preparations.

中文翻译：

无细胞体外将羧酸盐还原为醛类：使用粗酶制剂制备关键药物

化学中醛合成的实用方法的匮乏，需要开发温和的，选择性的方法。羧酸还原酶催化水溶液中稳定的羧酸前体形成醛。羧酸还原酶用于在无细胞系统中以活化能催化醛形成，并通过辅助蛋白质提供的还原当量等价物进行ATP和NADPH循环利用。原位产物去除被用来抑制由于背景酶活性而导致的过度还原，并且制备了N保护的4-甲酰基-哌啶药物合成子，分离产率为61％。这是使用粗的可商购的酶制剂与羧酸还原酶合成醛的制备醛的首次报道。

更新日期：2020-11-27

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