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An orthogonal metabolic framework for one-carbon utilization

  • 1.

    Nielsen, J. & Keasling, J. D. Engineering cellular metabolism. Cell 164, 1185–1197 (2016).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 2.

    Csete, M. & Doyle, J. Bow ties, metabolism and disease. Trends Biotechnol. 22, 446–450 (2004).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 3.

    Bar-Even, A., Noor, E. & Milo, R. A survey of carbon fixation pathways through a quantitative lens. J. Exp. Bot. 63, 2325–2342 (2012).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 4.

    Kalyuzhnaya, M. G., Puri, A. W. & Lidstrom, M. E. Metabolic engineering in methanotrophic bacteria. Metab. Eng. 29, 142–152 (2015).

    CAS 

    Google Scholar 

  • 5.

    Bogorad, I. W. et al. Building carbon–carbon bonds using a biocatalytic methanol condensation cycle. Proc. Natl Acad. Sci. USA 111, 15928–15933 (2014).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 6.

    Siegel, J. B. et al. Computational protein design enables a novel one-carbon assimilation pathway. Proc. Natl Acad. Sci. USA 112, 3704–3709 (2015).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 7.

    Schwander, T., Schada von Borzyskowski, L., Burgener, S., Cortina, N. S. & Erb, T. J. A synthetic pathway for the fixation of carbon dioxide in vitro. Science 354, 900–904 (2016).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 8.

    Lu, X. et al. Constructing a synthetic pathway for acetyl-coenzyme A from one-carbon through enzyme design. Nat. Commun. 10, 1378 (2019).

    PubMed 
    PubMed Central 

    Google Scholar 

  • 9.

    Kim, S. et al. Growth of E. coli on formate and methanol via the reductive glycine pathway. Nat. Chem. Biol. 16, 538–545 (2020).

    CAS 

    Google Scholar 

  • 10.

    Clomburg, J. M., Crumbley, A. M. & Gonzalez, R. Industrial biomanufacturing: the future of chemical production. Science 355, aag0804 (2017).

    Google Scholar 

  • 11.

    Liu, C. C., Jewett, M. C., Chin, J. W. & Voigt, C. A. Toward an orthogonal central dogma. Nat. Chem. Biol. 14, 103–106 (2018).

    PubMed 
    PubMed Central 

    Google Scholar 

  • 12.

    Pandit, A. V., Srinivasan, S. & Mahadevan, R. Redesigning metabolism based on orthogonality principles. Nat. Commun. 8, 1–11 (2017).

    Google Scholar 

  • 13.

    Costello, A. & Badran, A. H. Synthetic biological circuits within an orthogonal central dogma. Trends Biotechnol. https://doi.org/10.1016/j.tibtech.2020.05.013 (2020).

  • 14.

    Natarajan, A. et al. Engineering orthogonal human O-linked glycoprotein biosynthesis in bacteria. Nat. Chem. Biol. 16, 1062–1070 (2020).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 15.

    Black, W. B. et al. Engineering a nicotinamide mononucleotide redox cofactor system for biocatalysis. Nat. Chem. Biol. 16, 87–94 (2020).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 16.

    Chou, A., Clomburg, J. M., Qian, S. & Gonzalez, R. 2-Hydroxyacyl-CoA lyase catalyzes acyloin condensation for one-carbon bioconversion. Nat. Chem. Biol. 15, 900–906 (2019).

    CAS 

    Google Scholar 

  • 17.

    Burgener, S., Cortina, N. S. & Erb, T. J. Oxalyl-CoA decarboxylase enables nucleophilic one-carbon extension of aldehydes to chiral α-hydroxy acids. Angew. Chem. Int. Ed. Engl. https://doi.org/10.1002/anie.201915155 (2020).

  • 18.

    Müller, J. E. N. et al. Engineering Escherichia coli for methanol conversion. Metab. Eng. 28, 190–201 (2015).

    PubMed 
    PubMed Central 

    Google Scholar 

  • 19.

    Wu, T. Y. et al. Characterization and evolution of an activator-independent methanol dehydrogenase from Cupriavidus necator N-1. Appl. Microbiol. Biotechnol. 100, 4969–4983 (2016).

    CAS 

    Google Scholar 

  • 20.

    Whitaker, W. B. et al. Engineering the biological conversion of methanol to specialty chemicals in Escherichia coli. Metab. Eng. 39, 49–59 (2017).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 21.

    Jonsson, S., Ricagno, S., Lindqvist, Y. & Richards, N. G. J. Kinetic and mechanistic characterization of the formyl-CoA transferase from Oxalobacter formigenes. J. Biol. Chem. 279, 36003–36012 (2004).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 22.

    Sly, W. W. S. & Stadtman, E. R. Formate metabolism II. Enzymatic synthesis of formyl phosphate and formyl coenzyme a in Clostridium cylindrosporum. J. Biol. Chem. 238, 2639–2647 (1963).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 23.

    Singh, R. K. et al. Insights into cell-free conversion of CO2 to chemicals by a multienzyme cascade reaction. ACS Catal. 8, 11085–11093 (2018).

    CAS 

    Google Scholar 

  • 24.

    Schuchmann, K. & Muller, V. Direct and reversible hydrogenation of CO2 to formate by a bacterial carbon dioxide reductase. Science 342, 1382–1385 (2013).

    CAS 

    Google Scholar 

  • 25.

    Roger, M., Brown, F., Gabrielli, W. & Sargent, F. Efficient hydrogen-dependent carbon dioxide reduction by Escherichia coli. Curr. Biol. 28, 140–145 (2018).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 26.

    Sirajuddin, S. & Rosenzweig, A. C. Enzymatic oxidation of methane. Biochemistry 54, 2283–2294 (2015).

    CAS 

    Google Scholar 

  • 27.

    Felnagle, E. A., Chaubey, A., Noey, E. L., Houk, K. N. & Liao, J. C. Engineering synthetic recursive pathways to generate non-natural small molecules. Nat. Chem. Biol. 8, 518–526 (2012).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 28.

    Kim, J., Hetzel, M., Boiangiu, C. D. & Buckel, W. Dehydration of (R)-2-hydroxyacyl-CoA to enoyl-CoA in the fermentation of α-amino acids by anaerobic bacteria. FEMS Microbiol. Rev. 28, 455–468 (2004).

    CAS 

    Google Scholar 

  • 29.

    Kandasamy, V. et al. Engineering Escherichia coli with acrylate pathway genes for propionic acid synthesis and its impact on mixed-acid fermentation. Appl. Microbiol. Biotechnol. 97, 1191–1200 (2013).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 30.

    Clomburg, J. M., Vick, J. E., Blankschien, M. D., Rodríguez-Moyá, M. & Gonzalez, R. A synthetic biology approach to engineer a functional reversal of the β-oxidation cycle. ACS Synth. Biol. 1, 541–554 (2012).

    CAS 

    Google Scholar 

  • 31.

    Vick, J. E. et al. Escherichia coli enoyl-acyl carrier protein reductase (FabI) supports efficient operation of a functional reversal of the β-oxidation cycle. Appl. Environ. Microbiol. 81, 1406–1416 (2014).

    Google Scholar 

  • 32.

    Cheong, S., Clomburg, J. M. & Gonzalez, R. Energy-and carbon-efficient synthesis of functionalized small molecules in bacteria using non-decarboxylative Claisen condensation reactions. Nat. Biotechnol. 34, 556–561 (2016).

    CAS 

    Google Scholar 

  • 33.

    Buckel, W. et al. Enzyme catalyzed radical dehydrations of hydroxy acids. Biochim. Biophys. Acta 1824, 1278–1290 (2012).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 34.

    Obradors, N., Cabiscol, E., Aguilar, J. & Ros, J. Site-directed mutagenesis studies of the metal-binding center of the iron-dependent propanediol oxidoreductase from Escherichia coli. Eur. J. Biochem. 258, 207–213 (1998).

    CAS 

    Google Scholar 

  • 35.

    Tobimatsu, T. et al. Heterologous expression, purification, and properties of diol dehydratase, an adenosylcobalamin-dependent enzyme of Klebsiella oxytoca. Arch. Biochem. Biophys. 347, 132–140 (1997).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 36.

    Jain, R., Sun, X., Yuan, Q. & Yan, Y. Systematically engineering Escherichia coli for enhanced production of 1,2-propanediol and 1-propanol. ACS Synth. Biol. 4, 746–756 (2015).

    CAS 

    Google Scholar 

  • 37.

    Wang, J. et al. Rational engineering of diol dehydratase enables 1,4-butanediol biosynthesis from xylose. Metab. Eng. 40, 148–156 (2017).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 38.

    Lennen, R. M. & Pfleger, B. F. Engineering Escherichia coli to synthesize free fatty acids. Trends Biotechnol. 30, 659–667 (2012).

    CAS 

    Google Scholar 

  • 39.

    Dellomonaco, C., Clomburg, J. M., Miller, E. N. & Gonzalez, R. Engineered reversal of the β-oxidation cycle for the synthesis of fuels and chemicals. Nature 476, 355–359 (2011).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 40.

    Kunjapur, A. M. & Prather, K. L. J. Microbial engineering for aldehyde synthesis. Appl. Environ. Microbiol. 81, 1892–1901 (2015).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 41.

    Noor, E. et al. Pathway thermodynamics highlights kinetic obstacles in central metabolism. PLoS Comput. Biol. 10, e1003483 (2014).

    PubMed 
    PubMed Central 

    Google Scholar 

  • 42.

    Mitsui, R., Omori, M., Kitazawa, H. & Tanaka, M. Formaldehyde-limited cultivation of a newly isolated methylotrophic bacterium, Methylobacterium sp. MF1: enzymatic analysis related to C1 metabolism. J. Biosci. Bioeng. 99, 18–22 (2005).

    CAS 

    Google Scholar 

  • 43.

    Meyer, F. et al. Methanol-essential growth of Escherichia coli. Nat. Commun. 9, 1508 (2018).

    PubMed 
    PubMed Central 

    Google Scholar 

  • 44.

    Bang, J. & Lee, S. Y. Assimilation of formic acid and CO2 by engineered Escherichia coli equipped with reconstructed one-carbon assimilation pathways. Proc. Natl Acad. Sci. USA 115, E9271–E9279 (2018).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 45.

    De Graef, M. R., Alexeeva, S., Snoep, J. L. & Teixeira De Mattos, M. J. The steady-state internal redox state (NADH/NAD) reflects the external redox state and is correlated with catabolic adaptation in Escherichia coli. J. Bacteriol. 181, 2351–2357 (1999).

    PubMed 
    PubMed Central 

    Google Scholar 

  • 46.

    Berríos-Rivera, S. J., Bennett, G. N. & San, K. Y. The effect of increasing NADH availability on the redistribution of metabolic fluxes in Escherichia coli chemostat cultures. Metab. Eng. 4, 230–237 (2002).

    Google Scholar 

  • 47.

    San, K. Y. et al. Metabolic engineering through cofactor manipulation and its effects on metabolic flux redistribution in Escherichia coli. Metab. Eng. 4, 182–192 (2002).

    CAS 

    Google Scholar 

  • 48.

    Dudley, Q. M., Anderson, K. C. & Jewett, M. C. Cell-free mixing of Escherichia coli crude extracts to prototype and rationally engineer high-titer mevalonate synthesis. ACS Synth. Biol. 5, 1578–1588 (2016).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 49.

    Rodriguez, G. M. & Atsumi, S. Toward aldehyde and alkane production by removing aldehyde reductase activity in Escherichia coli. Metab. Eng. 25, 227–237 (2014).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 50.

    Caballero, E., Baldomá, L., Ros, J., Boronat, A. & Aguilar, J. Identification of lactaldehyde dehydrogenase and glycolaldehyde dehydrogenase as functions of the same protein in Escherichia coli. J. Biol. Chem. 258, 7788–7792 (1983).

    CAS 

    Google Scholar 

  • 51.

    Nattermann, M. et al. Engineering a highly efficient carboligase for synthetic one-carbon metabolism. ACS Catal. https://doi.org/10.1021/acscatal.1c01237 (2021).

  • 52.

    Monk, J. M. et al. iML1515, a knowledgebase that computes Escherichia coli traits. Nat. Biotechnol. 35, 904–908 (2017).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 53.

    Mak, W. S. et al. Integrative genomic mining for enzyme function to enable engineering of a non-natural biosynthetic pathway. Nat. Commun. 6, 10005 (2015).

    CAS 

    Google Scholar 

  • 54.

    Yishai, O., Bouzon, M., Döring, V. & Bar-Even, A. In vivo assimilation of one-carbon via a synthetic reductive glycine pathway in Escherichia coli. ACS Synth. Biol. 7, 2023–2028 (2018).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 55.

    Schada von Borzyskowski, L. et al. Marine proteobacteria metabolize glycolate via the β-hydroxyaspartate cycle. Nature 575, 500–504 (2019).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 56.

    Yamane, T. & Hirano, S. Semi-batch culture of microorganisms with constant feed of substrate: a mathematical simulation. J. Ferment. Technol. 55, 156–165 (1977).

    CAS 

    Google Scholar 

  • 57.

    Rudroff, F. Whole-cell based synthetic enzyme cascades—light and shadow of a promising technology. Curr. Opin. Chem. Biol. 49, 84–90 (2019).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 58.

    Burg, J. M. et al. Large-scale bioprocess competitiveness: the potential of dynamic metabolic control in two-stage fermentations. Curr. Opin. Chem. Eng. 14, 121–136 (2016).

    Google Scholar 

  • 59.

    Dinh, C. V. & Prather, K. L. Layered and multi-input autonomous dynamic control strategies for metabolic engineering. Curr. Opin. Biotechnol. 65, 156–162 (2020).

    CAS 

    Google Scholar 

  • 60.

    Shen, X., Wang, J., Li, C., Yuan, Q. & Yan, Y. Dynamic gene expression engineering as a tool in pathway engineering. Curr. Opin. Biotechnol. 59, 122–129 (2019).

    CAS 

    Google Scholar 

  • 61.

    Kim, S. & Gonzalez, R. Selective production of decanoic acid from iterative reversal of β-oxidation pathway. Biotechnol. Bioeng. 115, 1311–1320 (2018).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 62.

    Hernández Lozada, N. J. et al. Highly active C8-acyl-ACP thioesterase variant isolated by a synthetic selection strategy. ACS Synth. Biol. 7, 2205–2215 (2018).

    PubMed 
    PubMed Central 

    Google Scholar 

  • 63.

    Yan, Q. & Pfleger, B. F. Revisiting metabolic engineering strategies for microbial synthesis of oleochemicals. Metab. Eng. 58, 35–46 (2020).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • 64.

    Rohwerder, T., Rohde, M., Jehmlich, N. & Purswani, J. Actinobacterial degradation of 2-hydroxyisobutyric acid proceeds via acetone and Formyl-CoA by employing a thiamine-dependent lyase reaction. Front. Microbiol 11, 00691 (2020).

    Google Scholar 

  • 65.

    Caspi, R. et al. The MetaCyc database of metabolic pathways and enzymes and the BioCyc collection of pathway/genome databases. Nucleic Acids Res. 42, D459–D471 (2014).

    CAS 

    Google Scholar 

  • 66.

    Hannum, G. et al. Creation and analysis of biochemical constraint-based models using the COBRA Toolbox v.3.0. Nat. Protoc. 2, 727–738 (2019).

    Google Scholar 

  • 67.

    Sambrook, J., Fritsch, E. F., Maniatis, T. & Russell, D. W. Molecular Cloning: A Laboratory Manual (Cold Spring Harbor Laboratory Press, 2001).

  • 68.

    Neidhardt, F. C., Bloch, P. L. & Smith, D. F. Culture medium for enterobacteria. J. Bacteriol. 119, 736–747 (1974).

    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

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