Light‐Driven Enzymatic Decarboxylation of Dicarboxylic Acids,ChemistryOpen

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Light‐Driven Enzymatic Decarboxylation of Dicarboxylic Acids
ChemistryOpen ( IF 2.5 ) Pub Date : 2021-05-04 , DOI: 10.1002/open.202100039
Yong-Yi Zeng ₁ , Lan Liu _{1,

2} , Bi-Shuang Chen _{1,

3} , Wuyuan Zhang _{4,

5}

Affiliation

Photodecarboxylase from Chlorella variabillis (CvFAP) is one of the three known light‐activated enzymes that catalyzes the decarboxylation of fatty acids into the corresponding C1‐shortened alkanes. Although the substrate scope of CvFAP has been altered by protein engineering and decoy molecules, it is still limited to mono‐fatty acids. Our studies demonstrate for the first time that long chain dicarboxylic acids can be converted by CvFAP. Notably, the conversion of dicarboxylic acids to alkanes still represents a chemically very challenging reaction. Herein, the light‐driven enzymatic decarboxylation of dicarboxylic acids to the corresponding (C2‐shortened) alkanes using CvFAP is described. A series of dicarboxylic acids is decarboxylated into alkanes in good yields by means of this approach, even for the preparative scales. Reaction pathway studies show that mono‐fatty acids are formed as the intermediate products before the final release of C2‐shortened alkanes. In addition, the thermostability, storage stability, and recyclability of CvFAP for decarboxylation of dicarboxylic acids are well evaluated. These results represent an advancement over the current state‐of‐the‐art.

中文翻译：

二羧酸的光驱动酶促脱羧

来自小球藻的光脱羧酶 ( Cv FAP) 是三种已知的光激活酶之一，可催化脂肪酸脱羧成相应的 C1 缩短烷烃。尽管Cv FAP 的底物范围已被蛋白质工程和诱饵分子改变，但它仍然仅限于单脂肪酸。我们的研究首次证明长链二羧酸可以通过Cv FAP 转化。值得注意的是，二羧酸转化为烷烃仍然是化学上非常具有挑战性的反应。本文描述了使用Cv FAP 将二羧酸光驱动酶促脱羧成相应的（C2 缩短的）烷烃。通过这种方法，一系列二羧酸脱羧成烷烃，即使对于制备规模也是如此。反应途径研究表明，单脂肪酸是在最终释放 C2 短链烷烃之前形成的中间产物。此外， Cv FAP 用于二羧酸脱羧的热稳定性、储存稳定性和可回收性也得到了很好的评估。这些结果代表了对当前最先进技术的进步。

更新日期：2021-05-04

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