Retrobiosynthesis of unnatural lactams via reprogrammed polyketide synthase

Lee, Namil; Schmidt, Matthias; Li, Chenyi; Filbin, Connor J.; Klass, Sarah; Yaguchi, Allison; Fear, Anna Lisa; Backman, Tyler W. H.; Abel, Brooks A.; Kim, Young-Mo; Kim, Woojoo E.; Johnson, Christopher W.; Chen, Yan; Gin, Jennifer W.; Petzold, Christopher J.; Baidoo, Edward E. K.; Gao, Yuqian; Burnet, Meagan C.; Babnigg, Gyorgy; Laible, Philip D.; Singer, Christine A.; Michener, William E.; Salvachúa, Davinia; Martin, Hector Garcia; Haushalter, Robert W.; Keasling, Jay D.

doi:10.1038/s41929-025-01325-6

Retrobiosynthesis of unnatural lactams via reprogrammed polyketide synthase

Journal Article · Thu Apr 17 20:00:00 EDT 2025 · Nature Catalysis

DOI:https://doi.org/10.1038/s41929-025-01325-6· OSTI ID:2564343

^[1]; Schmidt, Matthias ^[2]; ^[1]; ^[3]; Klass, Sarah ^[4]; Yaguchi, Allison ^[5]; Fear, Anna Lisa ^[6]; ^[6]; ^[3]; ^[7]; Kim, Woojoo E. ^[6]; ^[5]; ^[8]; Gin, Jennifer W. ^[6]; Petzold, Christopher J. ^[8]; Baidoo, Edward E. K. ^[8]; Gao, Yuqian ^[7]; Burnet, Meagan C. ^[7]; ^[9]; ^[9] more »

University of California, Berkeley, CA (United States); Joint BioEnergy Institute (JBEI), Emeryville, CA (United States); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
Joint BioEnergy Institute (JBEI), Emeryville, CA (United States); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States); RWTH Aachen University (Germany)
University of California, Berkeley, CA (United States)
Joint BioEnergy Institute (JBEI), Emeryville, CA (United States); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States); University of California, Berkeley, CA (United States)
National Renewable Energy Laboratory (NREL), Golden, CO (United States); USDOE Agile BioFoundry, Emeryville, CA (United States)
Joint BioEnergy Institute (JBEI), Emeryville, CA (United States); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
USDOE Agile BioFoundry, Emeryville, CA (United States); Pacific Northwest National Laboratory (PNNL), Richland, WA (United States)
Joint BioEnergy Institute (JBEI), Emeryville, CA (United States); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States); USDOE Agile BioFoundry, Emeryville, CA (United States)
USDOE Agile BioFoundry, Emeryville, CA (United States); Argonne National Laboratory (ANL), Argonne, IL (United States)
National Renewable Energy Laboratory (NREL), Golden, CO (United States)
Joint BioEnergy Institute (JBEI), Emeryville, CA (United States); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States); USDOE Agile BioFoundry, Emeryville, CA (United States); BCAM – Basque Center for Applied Mathematics, Bilbao (Spain)
University of California, Berkeley, CA (United States); Joint BioEnergy Institute (JBEI), Emeryville, CA (United States); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States); Technical University of Denmark, Lyngby (Denmark)

Engineered polyketide synthases (PKSs) have great potential as biocatalysts. These unnatural enzymes are capable of synthesizing molecules that are either not amenable to biosynthesis or are extremely challenging to access chemically. PKSs can thus be a powerful platform to expand the chemical landscape beyond the limits of conventional metabolic engineering. Here we employ a retrobiosynthesis approach to design and construct PKSs to produce δ-valerolactam (VL) and three enantiopure α-substituted VL analogues that have no known biosynthetic route. We introduce the engineered PKSs and pathways for various malonyl-CoA derivatives into Pseudomonas putida and use proteomics, metabolomics and culture condition optimization to improve the production of our target compounds. These α-substituted VLs are polymerized into polyamides (nylon-5) or converted into their N-acryloyl derivatives. RAFT polymerization produces bio-derived polymers with potential biomedical applications. Overall, this interdisciplinary effort highlights the versatility and effectiveness of a PKS-based retrobiosynthesis approach in exploring and developing innovative biomaterials.

View Accepted Manuscript (DOE)

Research Organization:: National Renewable Energy Laboratory (NREL), Golden, CO (United States)

Sponsoring Organization:: USDOE Office of Energy Efficiency and Renewable Energy (EERE), Office of Sustainable Transportation. Bioenergy Technologies Office (BETO); USDOE Office of Science (SC), Biological and Environmental Research (BER). Biological Systems Science (BSS); Spanish Ministry of Science and Innovation (MICINN)

Grant/Contract Number:: AC05-76RL01830; AC02-05CH11231; EE0008926; AC36-08GO28308

OSTI ID:: 2564343

Alternate ID(s):: OSTI ID: 2567031
OSTI ID: 2574045
OSTI ID: 3013905

Report Number(s):: NREL/JA--2800-89531; MainAdminId:76090; UUID:0d2ca3ed-5253-4e17-b4fe-abab41e84bff; MainId:90310

Journal Information:: Nature Catalysis, Journal Name: Nature Catalysis Journal Issue: 4 Vol. 8; ISSN 2520-1158

Publisher:: Springer NatureCopyright Statement

Country of Publication:: United States

Language:: English

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Retrobiosynthesis of unnatural lactams via reprogrammed polyketide synthase

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