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Biosynthesis of the Nylon 12 Monomer, ω-Aminododecanoic Acid With Novel CYP153A, AlkJ, and ω-TA Enzymes

Biosynthesis of the Nylon 12 Monomer, ω-Aminododecanoic Acid With Novel CYP153A, AlkJ, and ω-TA Enzymes

Md Murshidul Ahsan, Hyunwoo Jeon, Saravanan P Nadarajan, Taeowan Chung, Hee-Wang Yoo, Byung-Gee Kim, Mahesh D Patil, Hyungdon Yun

Biotechnol J. 2018 Apr;13(4):e1700562.

PMID: 29247604

Abstract:

Bioplastics are derived from renewable biomass sources, such as vegetable oils, cellulose, and starches. An important and high-performance member of the bioplastic family is Nylon 12. The biosynthesis of ω-amino dodecanoic acid (ω-AmDDA), the monomer of Nylon 12 from vegetable oil derivatives is considered as an alternative to petroleum-based monomer synthesis. In this study, for the production of ω-AmDDA from dodecanoic acid (DDA), the cascade of novel P450 (CYP153A), alcohol dehydrogenase (AlkJ), and ω-transaminase (ω-TA) is developed. The regioselective ω-hydroxylation of 1 mM DDA with near complete conversion (>99%) is achieved using a whole-cell biocatalyst co-expressing CYP153A, ferredoxin reductase and ferredoxin. When the consecutive biotransformation of ω-hydroxy dodecanoic acid (ω-OHDDA) is carried out using a whole-cell biocatalyst co-expressing AlkJ and ω-TA, 1.8 mM ω-OHDDA is converted into ω-AmDDA with 87% conversion in 3 h. Finally, when a one-pot reaction is carried out with 2 mM DDA using both whole-cell systems, 0.6 mM ω-AmDDA is produced after a 5 h reaction. The results demonstrated the scope of the potential cascade reaction of novel CYP153A, AlkJ, and ω-TA for the production of industrially important bioplastic monomers, amino fatty acids, from FFAs.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP24937164	Nylon 12		24937-16-4	Price

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