Application of an Acyl-CoA Ligase from Streptomyces aizunensis for Lactam Biosynthesis

Zhang, Jingwei; Barajas, Jesus F.; Burdu, Mehmet; Wang, George; Baidoo, Edward E.; Keasling, Jay D.

doi:10.1021/acssynbio.6b00372

Title: Application of an Acyl-CoA Ligase from Streptomyces aizunensis for Lactam Biosynthesis

Journal Article · Mon Apr 17 00:00:00 EDT 2017 · ACS Synthetic Biology

DOI:https://doi.org/10.1021/acssynbio.6b00372· OSTI ID:1379853

Zhang, Jingwei ^[1]; Barajas, Jesus F. ^[2]; Burdu, Mehmet ^[2]; Wang, George ^[2]; Baidoo, Edward E. ^[2];

^[3]

Univ. of California, Berkeley, CA (United States); Joint BioEnergy Inst. (JBEI), Emeryville, CA (United States)
Joint BioEnergy Inst. (JBEI), Emeryville, CA (United States)
Univ. of California, Berkeley, CA (United States); Joint BioEnergy Inst. (JBEI), Emeryville, CA (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States); Technical Univ. of Denmark, Horsholm (Denmark)

ε-Caprolactam and δ-valerolactam are important commodity chemicals used in the manufacture of nylons, with millions of tons produced annually. Biological production of these highly valued chemicals has been limited due to a lack of enzymes that cyclize ω-amino fatty acid precursors to corresponding lactams under ambient conditions. In this study, we demonstrated production of these chemicals using ORF26, an acyl-CoA ligase involved in the biosynthesis of ECO-02301 in Streptomyces aizunensis. This enzyme has a broad substrate spectrum and can cyclize 4-aminobutyric acid into γ-butyrolactam, 5-aminovaleric acid into δ-valerolactam and 6-aminocaproic acid into ε-caprolactam. Recombinant E. coli expressing ORF26 produced valerolactam and caprolactam when 5-aminovaleric acid and 6-aminocaproic acid were added to the culture medium. Upon coexpressing ORF26 with a metabolic pathway that produced 5-aminovaleric acid from lysine, we were able to demonstrate production of δ-valerolactam from lysine.

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Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Biological and Environmental Research (BER); National Science Foundation (NSF)

Grant/Contract Number:: AC02-05CH11231; EEC 0540879

OSTI ID:: 1379853

Journal Information:: ACS Synthetic Biology, Vol. 6, Issue 5; ISSN 2161-5063

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 46 works

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Enhanced 5-aminovalerate production in Escherichia coli from l -lysine with ethanol and hydrogen peroxide addition: Enhanced 5-aminovalerate production in Escherichia coli from l -lysine Cheng, Jie; Zhang, Yining; Huang, Meihua Journal of Chemical Technology & Biotechnology, Vol. 93, Issue 12 https://doi.org/10.1002/jctb.5708	journal	June 2018
Recent advances in metabolic engineering of Corynebacterium glutamicum as a potential platform microorganism for biorefinery: Corynebacterium glutamicum strains as industrial microorganisms for biorefinery Baritugo, Kei-Anne G.; Kim, Hee Taek; David, Yokimiko C. Biofuels, Bioproducts and Biorefining, Vol. 12, Issue 5 https://doi.org/10.1002/bbb.1895	journal	June 2018
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Expanding lysine industry: industrial biomanufacturing of lysine and its derivatives Cheng, Jie; Chen, Peng; Song, Andong Journal of Industrial Microbiology & Biotechnology, Vol. 45, Issue 8 https://doi.org/10.1007/s10295-018-2030-8	journal	April 2018
Efficient whole-cell catalysis for 5-aminovalerate production from L-lysine by using engineered Escherichia coli with ethanol pretreatment Cheng, Jie; Luo, Qing; Duan, Huaichuan Scientific Reports, Vol. 10, Issue 1 https://doi.org/10.1038/s41598-020-57752-x	journal	January 2020
A comprehensive metabolic map for production of bio-based chemicals Lee, Sang Yup; Kim, Hyun Uk; Chae, Tong Un Nature Catalysis, Vol. 2, Issue 1 https://doi.org/10.1038/s41929-018-0212-4	journal	January 2019
A synthetic microbial biosensor for high-throughput screening of lactam biocatalysts Yeom, Soo-Jin; Kim, Moonjeong; Kwon, Kil Koang Nature Communications, Vol. 9, Issue 1 https://doi.org/10.1038/s41467-018-07488-0	journal	November 2018
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