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ChemistryOpen ; 10(5): 553-559, 2021 05.
Artigo em Inglês | MEDLINE | ID: mdl-33945237

RESUMO

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.


Assuntos
Carboxiliases/metabolismo , Chlorella/enzimologia , Ácidos Dicarboxílicos/química , Alcanos/química , Biocatálise , Plásticos Biodegradáveis/química , Domínio Catalítico , Descarboxilação , Ácidos Graxos/química , Luz , Simulação de Acoplamento Molecular , Processos Fotoquímicos , Ligação Proteica , Engenharia de Proteínas , Relação Estrutura-Atividade
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