Utilization of Lignocellulosic Biomass via Novel Sustainable Process

Shikinaka, Kazuhiro; Otsuka, Yuichiro; Nakamura, Masaya; Masai, Eiji; Katayama, Yoshihiro

doi:10.5650/jos.ess18075

Cited by 28 publications

(17 citation statements)

References 76 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…We have previously tested PDC production from plant-derived phenolics by N. aromaticivorans ( 9 ), because this native pathway intermediate is a potential building block for bio-based plastic and epoxy adhesives ( 35 ). We showed that strain 12444PDC, which contains mutations that block the conversion of PDC and CHMOD to OMA, could transform S, G, and H phenolics to PDC but exhibited lower PDC yields from S phenolics than from G or H phenolics ( 9 ).…”

Section: Discussionmentioning

confidence: 99%

Redundancy in Aromatic O -Demethylation and Ring-Opening Reactions in Novosphingobium aromaticivorans and Their Impact in the Metabolism of Plant-Derived Phenolics

Perez

Kontur

Gehl

et al. 2021

Appl Environ Microbiol

View full text Add to dashboard Cite

Lignin is a plant heteropolymer composed of phenolic subunits. Because of its heterogeneity and recalcitrance, the development of efficient methods for its valorization still remains an open challenge. One approach to utilize lignin is its chemical deconstruction into mixtures of monomeric phenolic compounds followed by biological funneling into a single product. Novosphingobium aromaticivorans DSM12444 has been previously engineered to produce 2-pyrone-4,6-dicarboxylic acid (PDC) from depolymerized lignin by simultaneously metabolizing multiple aromatics through convergent routes involving the intermediates 3-methoxygallic acid (3-MGA) and protocatechuic acid (PCA). We investigated enzymes predicted to be responsible for O-demethylation and oxidative aromatic ring opening, two critical reactions involved in the metabolism of phenolics compounds by N. aromaticivorans. The results showed the involvement of DesA in O-demethylation of syringic and vanillic acids, LigM in O-demethylation of vanillic acid and 3-MGA, and a new O-demethylase, DmtS, in the conversion of 3-MGA into gallic acid (GA). In addition, we found that LigAB was the main aromatic ring opening dioxygenase involved in 3-MGA, PCA, and GA metabolism, and that a previously uncharacterized dioxygenase, LigAB2, had high activity with GA. Our results indicate a metabolic route not previously identified in N. aromaticivorans that involves O-demethylation of 3-MGA to GA. We predict this pathway channels ∼15% of the carbon flow from syringic acid, with the rest following ring opening of 3-MGA. The new knowledge obtained in this study allowed for the creation of an improved engineered strain for the funneling of aromatic compounds that exhibits stoichiometric conversion of syringic acid into PDC. IMPORTANCE For lignocellulosic biorefineries to effectively contribute to reduction of fossil fuel use, they need to become efficient at producing chemicals from all major components of plant biomass. Making products from lignin will require engineering microorganisms to funnel multiple phenolic compounds to the chemicals of interest, and N. aromaticivorans is a promising chassis for this technology. The ability of N. aromaticivorans to efficiently and simultaneously degrade many phenolic compounds may be linked to having functionally redundant aromatic degradation pathways and enzymes with broad substrate specificity. A detailed knowledge of aromatic degradation pathways is thus essential to identify genetic engineering targets to maximize product yields. Furthermore, knowledge of enzyme substrate specificity is critical to redirect flow of carbon to desired pathways. This study described an uncharacterized pathway in N. aromaticivorans and the enzymes that participate in this pathway, allowing the engineering of an improved strain for production of PDC from lignin.

show abstract

Section: Discussionmentioning

confidence: 99%

Redundancy in Aromatic O -Demethylation and Ring-Opening Reactions in Novosphingobium aromaticivorans and Their Impact in the Metabolism of Plant-Derived Phenolics

Perez

Kontur

Gehl

et al. 2021

Appl Environ Microbiol

View full text Add to dashboard Cite

show abstract

“…Products derived from metabolic intermediates in the upper aromatic catabolic pathways of bacteria like N. aromaticivorans DSM12444 should yield higher carbon recovery than products derived from lower pathways, where more carbon may have already been lost during degradation. We selected PDC as the target product for this study because, in addition to its proven potential as a polyester precursor, 26 it is the earliest compound in which the degradation pathways for S, G, and H aromatic compounds were predicted to converge in defined N. aromaticivorans mutants (Fig. 1).…”

Section: Discussionmentioning

confidence: 99%

“…17,18 Here we report on the impact of gene deletions in the central aromatic catabolic pathways of Novosphingobium aromaticivorans DSM12444, an organism known to degrade aromatic compounds 24 and to break down interlinkages in lignin, 25 that allow it to funnel a large diversity of plant-derived phenolics into PDC, a potential bioplastic and epoxy adhesives precursor. 26 A complete genome sequence is available for this α-proteobacterium (GenBank NC_007794.1), and the organism is amenable to genetic and genomic techniques needed to test the role of individual genes in aromatic metabolism, and model, engineer, or improve its pathways. 25 Specifically, we show that by using a defined set of mutations, N. aromaticivorans can be engineered to simultaneously produce PDC from all three major types of plant-derived phenolic compounds (S, G, and H).…”

Section: Introductionmentioning

confidence: 99%

Funneling aromatic products of chemically depolymerized lignin into 2-pyrone-4-6-dicarboxylic acid withNovosphingobium aromaticivorans

et al. 2019

View full text Add to dashboard Cite

show abstract

“…In the SYK-6 catabolic pathway of HPV and HPS, 2-pyrone-4,6-dicarboxylate (PDC; a promising platform chemical for functional polyamides, polyesters, and polyurethanes) is generated as an intermediate metabolite ( Fig. 1) Hishida et al, 2009;Masai et al, 1999;Michinobu et al, 2009;Shikinaka et al, 2018). To date, PDC production from protocatechuate (Otsuka et al, 2006), and vanillin, vanillate, and syringaldehyde obtained from kraft lignin, Japanese cedar, and birch has been achieved using engineered strains of Pseudomonas putida PpY1100.…”

Section: Introductionmentioning

confidence: 99%

Discovery of novel enzyme genes involved in the conversion of an arylglycerol-β-aryl ether metabolite and their use in generating a metabolic pathway for lignin valorization

Higuchi

Kato

Tsubota

et al. 2019

Metabolic Engineering

Self Cite

View full text Add to dashboard Cite

We identified and characterized two novel genes encoding an acetyl-CoA-dependent β-keto acid cleavage enzyme specific for the metabolites of arylglycerol-β-aryl ether [vanilloyl acetic acid/3-(4-hydroxy-3,5-dimethoxyphenyl)-3-oxopropanoic acid] and a vanilloyl-CoA/syringoyl-CoA thioesterase from Sphingobium sp. strain SYK-6. We designed a metabolic pathway to convert β-hydroxypropiovanillone to a platform chemical, 2-pyrone-4,6-dicarboxylate. We proposed a novel lignin valorization strategy by combining a chemical process that produces β-hydroxypropiovanillone/β-hydroxypropiosyringone from lignin with microbial catabolic functions.

show abstract

Utilization of Lignocellulosic Biomass via Novel Sustainable Process

Cited by 28 publications

References 76 publications

Redundancy in Aromatic O -Demethylation and Ring-Opening Reactions in Novosphingobium aromaticivorans and Their Impact in the Metabolism of Plant-Derived Phenolics

Redundancy in Aromatic O -Demethylation and Ring-Opening Reactions in Novosphingobium aromaticivorans and Their Impact in the Metabolism of Plant-Derived Phenolics

Funneling aromatic products of chemically depolymerized lignin into 2-pyrone-4-6-dicarboxylic acid withNovosphingobium aromaticivorans

Discovery of novel enzyme genes involved in the conversion of an arylglycerol-β-aryl ether metabolite and their use in generating a metabolic pathway for lignin valorization

Contact Info

Product

Resources

About