Abstract
ω-Aminododecanoic acid is considered as one of the potential monomers of Nylon 12, a high-performance member of the bioplastic family. The biosynthesis of ω-aminododecanoic acid from renewable sources is an attractive process in the polymer industry. Here, we constructed three artificial self-sufficient P450s (ArtssP450s) using CYP153A13 from Alcanivorax borkumensis and cytochrome P450 reductase (CPR) domains of natural self-sufficient P450s (CYP102A1, CYP102A5, and 102D1). Among them, artificial self-sufficient P450 (CYP153A13BM3CPR) with CYP102A1 CPR showed the highest catalytically activity for dodecanoic acid (DDA) substrate. This form of ArtssP450 was further co-expressed with ω-TA from Silicobacter pomeroyi and AlkJ from Pseudomonas putida GPo1. This single-cell system was used for the biotransformation of dodecanoic acid (DDA) to ω-aminododecanoic acid (ω-AmDDA), wherein we could successfully biosynthesize 1.48 mM ω-AmDDA from 10 mM DDA substrate in a one-pot reaction. The productivity achieved in the present study was five times higher than that achieved in our previously reported multistep biosynthesis method (0.3 mM).
Highlights
Production of biochemicals from vegetable oil derivatives (e.g., free fatty acids (FFAs)) have drawn great attention as an alternative means to develop sustainable and green production processes, known as biorefinery [1,2,3,4]
It was reported that dodecanoic acid (DDA) can be efficiently transformed to ω-amino dodecanoic acid (ω-AmDDA) by utilizing different enzymes like Cytochrome P450 monooxygenases, alcohol dehydrogenases (AlkJ), alkane hydroxylase
Nylon 12 is industrially produced from the monomer ω-laurolactam
Summary
Production of biochemicals from vegetable oil derivatives (e.g., free fatty acids (FFAs)) have drawn great attention as an alternative means to develop sustainable and green production processes, known as biorefinery [1,2,3,4]. Fatty acids and fatty acid derivatives are employed for the production of various polymer intermediates and precursors with broad commercial and pharmaceutical implications, including cosmetics, adhesives, lubricants, surfactants, coatings, biofuels, and anticancer agents [5,6,7]. It was reported that dodecanoic acid (DDA) can be efficiently transformed to ω-amino dodecanoic acid (ω-AmDDA) by utilizing different enzymes like Cytochrome P450 monooxygenases, alcohol dehydrogenases (AlkJ), alkane hydroxylase. Ω-AmDDA is a very important monomer for the synthesis of Nylon 12, along with other aliphatic polyamides. Owing to its extraordinary heat-, abrasion-, chemical-, UV-, and scratch-resistance capabilities, Nylon 12 is frequently used as a coating agent on fuel and braking systems in most passenger cars [9,10]. Nylon 12 is industrially produced from the monomer ω-laurolactam
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