Funneling aromatic products of chemically depolymerized lignin into 2-pyrone-4-6-dicarboxylic acid with Novosphingobium aromaticivorans
Abstract
Lignin is an aromatic heteropolymer found in plant biomass. Depolymerization of lignin, either through biological or chemical means, invariably produces heterogenous mixtures of low molecular weight aromatic compounds. Microbes that can metabolize lignin-derived aromatics have evolved pathways that funnel these heterogeneous mixtures into a few common intermediates before opening the aromatic ring. In this work, we engineered Novosphingobium aromaticivorans DSM12444, via targeted gene deletions, to use its native funneling pathways to simultaneously convert plant-derived aromatic compounds containing syringyl (S), guaiacyl (G), and p-hydroxyphenyl (H) aromatic units into 2-pyrone-4,6-dicarboxylic acid (PDC), a potential polyester precursor. In batch cultures containing defined media, the engineered strain converted several of these depolymerization products, including S-diketone and G-diketone (non-natural compounds specifically produced by chemical depolymerization), into PDC with yields ranging from 22% to 100%. In batch cultures containing a heterogeneous mixture of aromatic monomers derived from chemical depolymerization of poplar lignin, 59% of the measured aromatic compounds were converted to PDC. Overall, our results show that N. aromaticivorans has ideal characteristics for its use as a microbial platform for funneling heterogeneous mixtures of lignin depolymerization products into PDC or other commodity chemicals.
- Authors:
-
- Department of Civil and Environmental Engineering, University of Wisconsin-Madison, Madison, USA, DOE Great Lakes Bioenergy Research Center
- DOE Great Lakes Bioenergy Research Center, Madison, USA, Wisconsin Energy Institute, University of Wisconsin-Madison
- DOE Great Lakes Bioenergy Research Center, Madison, USA, Department of Chemistry, University of Wisconsin-Madison
- Publication Date:
- Research Org.:
- Univ. of Wisconsin, Madison, WI (United States); Great Lakes Bioenergy Research Center (GLBRC), Madison, WI (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Biological and Environmental Research (BER); Chilean National Commission for Scientific and Technological Research (CONICYT)
- OSTI Identifier:
- 1496891
- Alternate Identifier(s):
- OSTI ID: 1609265
- Grant/Contract Number:
- BER DE-FC02-07ER64494; SC0018409; FC02-07ER64494
- Resource Type:
- Published Article
- Journal Name:
- Green Chemistry
- Additional Journal Information:
- Journal Name: Green Chemistry Journal Volume: 21 Journal Issue: 6; Journal ID: ISSN 1463-9262
- Publisher:
- Royal Society of Chemistry (RSC)
- Country of Publication:
- United Kingdom
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Chemistry; Science & Technology - Other Topics
Citation Formats
Perez, Jose M., Kontur, Wayne S., Alherech, Manar, Coplien, Jason, Karlen, Steven D., Stahl, Shannon S., Donohue, Timothy J., and Noguera, Daniel R. Funneling aromatic products of chemically depolymerized lignin into 2-pyrone-4-6-dicarboxylic acid with Novosphingobium aromaticivorans. United Kingdom: N. p., 2019.
Web. doi:10.1039/C8GC03504K.
Perez, Jose M., Kontur, Wayne S., Alherech, Manar, Coplien, Jason, Karlen, Steven D., Stahl, Shannon S., Donohue, Timothy J., & Noguera, Daniel R. Funneling aromatic products of chemically depolymerized lignin into 2-pyrone-4-6-dicarboxylic acid with Novosphingobium aromaticivorans. United Kingdom. https://doi.org/10.1039/C8GC03504K
Perez, Jose M., Kontur, Wayne S., Alherech, Manar, Coplien, Jason, Karlen, Steven D., Stahl, Shannon S., Donohue, Timothy J., and Noguera, Daniel R. Mon .
"Funneling aromatic products of chemically depolymerized lignin into 2-pyrone-4-6-dicarboxylic acid with Novosphingobium aromaticivorans". United Kingdom. https://doi.org/10.1039/C8GC03504K.
@article{osti_1496891,
title = {Funneling aromatic products of chemically depolymerized lignin into 2-pyrone-4-6-dicarboxylic acid with Novosphingobium aromaticivorans},
author = {Perez, Jose M. and Kontur, Wayne S. and Alherech, Manar and Coplien, Jason and Karlen, Steven D. and Stahl, Shannon S. and Donohue, Timothy J. and Noguera, Daniel R.},
abstractNote = {Lignin is an aromatic heteropolymer found in plant biomass. Depolymerization of lignin, either through biological or chemical means, invariably produces heterogenous mixtures of low molecular weight aromatic compounds. Microbes that can metabolize lignin-derived aromatics have evolved pathways that funnel these heterogeneous mixtures into a few common intermediates before opening the aromatic ring. In this work, we engineered Novosphingobium aromaticivorans DSM12444, via targeted gene deletions, to use its native funneling pathways to simultaneously convert plant-derived aromatic compounds containing syringyl (S), guaiacyl (G), and p-hydroxyphenyl (H) aromatic units into 2-pyrone-4,6-dicarboxylic acid (PDC), a potential polyester precursor. In batch cultures containing defined media, the engineered strain converted several of these depolymerization products, including S-diketone and G-diketone (non-natural compounds specifically produced by chemical depolymerization), into PDC with yields ranging from 22% to 100%. In batch cultures containing a heterogeneous mixture of aromatic monomers derived from chemical depolymerization of poplar lignin, 59% of the measured aromatic compounds were converted to PDC. Overall, our results show that N. aromaticivorans has ideal characteristics for its use as a microbial platform for funneling heterogeneous mixtures of lignin depolymerization products into PDC or other commodity chemicals.},
doi = {10.1039/C8GC03504K},
journal = {Green Chemistry},
number = 6,
volume = 21,
place = {United Kingdom},
year = {Mon Mar 18 00:00:00 EDT 2019},
month = {Mon Mar 18 00:00:00 EDT 2019}
}
https://doi.org/10.1039/C8GC03504K
Web of Science
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