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Metabolic engineering of Escherichia coli for polyamides monomer δ-valerolactam production from feedstock lysine

  • Biotechnological products and process engineering
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Abstract

Nylon 5 and nylon 6,5 are recently explored as new commercial polyamides, of which the monomer includes δ-valerolactam. In this study, a novel catalytic activity of lysine 2-monooxygenase (DavB) was explored to produce δ-valerolactam from l-pipecolic acid (L-PA), functioning as oxidative decarboxylase on a cyclic compound. Recombinant Escherichia coli BS01 strain expressing DavB from Pseudomonas putida could synthesize δ-valerolactam from l-pipecolic acid with a concentration of 90.3 mg/L. Through the co-expression of recombinant apoptosis-inducing protein (rAIP) from Scomber japonicus, glucose dehydrogenase (GDH) from Bacillus subtilis, Δ1-piperideine-2-carboxylae reductase (DpkA) from P. putida and lysine permease (LysP) from E. coli with DavB, δ-valerolactam was produced with the highest concentration of 242 mg/L. α-Dioxygenases (αDox) from Oryza sativa could act as a similar catalyst on l-pipecolic acid. A novel δ-valerolactam synthesis pathway was constructed entirely via microbial conversion from feedstock lysine in this study. Our system has great potential in the development of a bio-nylon production process.

Key points

• DavB performs as an oxidative decarboxylase on L-PA with substrate promiscuity.

• Strain with rAIP, GDH, DpkA, LysP, and DavB coexpression could produce δ-valerolactam.

• This is the first time to obtain valerolactam entirely via biosynthesis from lysine.

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Funding

This study was supported by the National Natural Science Foundation of China (grant no. 21978027), the Fundamental Research Funds for the Central Universities (project no. 106112017CDJXFLX0014, 2018CDQYHG0010), the Instrument Developing Project of the Chinese Academy of Sciences (grant no. YJKYYQ20170023), the Science and Technology Service Network Initiative of the Chinese Academy of Sciences (grant no. KFJ-STS-ZDTP-065), and the Drug Innovation Major Project (grant no. 2018ZX09711001-006-003).

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Author notes

  1. Yanqin Xu, Dan Zhou, Ruoshi Luo, Xizhi Yang, Baosheng Wang, Weifeng Shen and Dan Wang contributed equally to this work.

Authors and Affiliations

  1. Department of Chemical Engineering, School of Chemistry and Chemical Engineering, Key Laboratory of Chemical Process for Clean Energy and Resource Utilization, Chongqing University, Chongqing, 401331, People’s Republic of China

    Yanqin Xu, Dan Zhou, Ruoshi Luo, Xizhi Yang, Baosheng Wang, Weifeng Shen & Dan Wang

  2. Department of Biological Systems Engineering, Washington State University, Pullman, WA, 99164-6120, USA

    Xiaochao Xiong

  3. Key Laboratory of Systems Microbial Biotechnology, Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences, Tianjin, 300308, People’s Republic of China

    Qinhong Wang

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  1. Yanqin Xu
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Contributions

WD and WQ conceived and designed research. XY and WB conducted experiments. ZD and LR contributed new reagents or analytical tools. XY, XX, and SW analyzed data. XY and WD wrote the manuscript. All authors read and approved the manuscript.

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Correspondence to Dan Wang or Qinhong Wang.

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Xu, Y., Zhou, D., Luo, R. et al. Metabolic engineering of Escherichia coli for polyamides monomer δ-valerolactam production from feedstock lysine. Appl Microbiol Biotechnol 104, 9965–9977 (2020). https://doi.org/10.1007/s00253-020-10939-8

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  • DOI: https://doi.org/10.1007/s00253-020-10939-8

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