Innovative Chemicals and Materials from Bacterial Aromatic Catabolic Pathways

Johnson, Christopher W.; Salvachúa, Davinia; Rorrer, Nicholas A.; Black, Brenna A.; Vardon, Derek R.; John, Peter C. St.; Cleveland, Nicholas S.; Dominick, Graham; Elmore, Joshua R.; Grundl, Nicholas J.; Khanna, Payal; Martinez, Chelsea R.; Michener, William E.; Peterson, Darren J.; Ramirez, Kelsey J.; Singh, Priyanka; VanderWall, Todd A.; Wilson, A. Nolan; Yi, Xiunan; Biddy, Mary J.; Bomble, Yannick J.; Guss, Adam M.; Beckham, Gregg T.

doi:10.1016/j.joule.2019.05.011

Cited by 160 publications

(161 citation statements)

References 54 publications

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“…[ 146 ] Aromatic compounds derived from lignin could offer chemical functionality as intermediates of bacterial aromatic degradation pathway. [ 147 ] Similarly, using TPA, which is aromatic compound formed from depolymerization of PET wastes, as a substrate would probably be advantageous for the production of various value‐added compounds via aromatic catabolism based on catechol or protocatechuic acid. Recently, recombinant E. coli harboring TPA degradation pathway could biologically convert TPA, derived from hydrolysis of waste PET, into value‐added biochemicals such as 2‐pyrone‐4,6‐dicarboxylic acid, vanillic acid, gallic acid, pyrogallol, catechol, and muconic acid by using single or concerted reactions such as hydroxylation, decarboxylation, oxidative ring cleavage, and/or methylation.…”

Section: Resource Circularity Of Biopolymers In Plastic Waste Refineriesmentioning

confidence: 99%

Recent Advances in Sustainable Plastic Upcycling and Biopolymers

Sohn

Kim

Baritugo

et al. 2020

Biotechnology Journal

116

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Advances in scientific technology in the early twentieth century have facilitated the development of synthetic plastics that are lightweight, rigid, and can be easily molded into a desirable shape without changing their material properties. Thus, plastics become ubiquitous and indispensable materials that are used in various manufacturing sectors, including clothing, automotive, medical, and electronic industries. However, strong physical durability and chemical stability of synthetic plastics, most of which are produced from fossil fuels, hinder their complete degradation when they are improperly discarded after use. In addition, accumulated plastic wastes without degradation have caused severe environmental problems, such as microplastics pollution and plastic islands. Thus, the usage and production of plastics is not free from environmental pollution or resource depletion. In order to lessen the impact of climate change and reduce plastic pollution, it is necessary to understand and address the current plastic life cycles. In this review, "sustainable biopolymers" are suggested as a promising solution to the current plastic crisis. The desired properties of sustainable biopolymers and bio-based and bio/chemical hybrid technologies for the development of sustainable biopolymers are mainly discussed.

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Section: Resource Circularity Of Biopolymers In Plastic Waste Refineriesmentioning

confidence: 99%

Recent Advances in Sustainable Plastic Upcycling and Biopolymers

Sohn

Kim

Baritugo

et al. 2020

Biotechnology Journal

116

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“…ISTKB was shown to use 4-HBA for growth and production of polyhydroxyalkanoate biopolyesters [20]. Other examples include the biological funneling of 4-HBA into valuable catabolic pathway intermediates such as muconic acid, 2-pyrone-4,6-dicarboxylic acid, beta-ketoadipic acid, and isocinchomeronic acid using engineered strains of Novosphingobium aromaticivorans and Pseudomonas putida [21][22][23].…”

Section: -Hydroxybenzoic Acidmentioning

confidence: 99%

Strategies for the production of biochemicals in bioenergy crops

Lin

Eudes

2020

Biotechnol Biofuels

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Industrial crops are grown to produce goods for manufacturing. Rather than food and feed, they supply raw materials for making biofuels, pharmaceuticals, and specialty chemicals, as well as feedstocks for fabricating fiber, biopolymer, and construction materials. Therefore, such crops offer the potential to reduce our dependency on petrochemicals that currently serve as building blocks for manufacturing the majority of our industrial and consumer products. In this review, we are providing examples of metabolites synthesized in plants that can be used as bio-based platform chemicals for partial replacement of their petroleum-derived counterparts. Plant metabolic engineering approaches aiming at increasing the content of these metabolites in biomass are presented. In particular, we emphasize on recent advances in the manipulation of the shikimate and isoprenoid biosynthetic pathways, both of which being the source of multiple valuable compounds. Implementing and optimizing engineered metabolic pathways for accumulation of coproducts in bioenergy crops may represent a valuable option for enhancing the commercial value of biomass and attaining sustainable lignocellulosic biorefineries.

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“…Indeed, a recent techno-economic analysis (TEA) accounting for both fixed and variable costs concluded that a fully biological route to adipic acid from glucose would result in an adipic acid price point of $1.36/kg, while fully chemical and hybrid biological and chemical routes would result in price points of $1.56/kg and $1.48/kg 10 . A separate TEA showed that switching feedstock from glucose to lignin monomers reduced adipic acid minimum selling price by 50% due to increased productivity and decreased feedstock cost 12 . Taken together, lignin is a more desirable feedstock than sugars for adipic acid production.…”

Section: Introductionmentioning

confidence: 99%

“…showed that switching feedstock from glucose to lignin monomers reduced adipic acid minimum selling price by 50% due to increased productivity and decreased feedstock cost 12 . Taken together, lignin is a more desirable feedstock than sugars for adipic acid production.…”

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confidence: 99%

Fully biological production of adipic acid analogs from branched catechols

Kruyer

Wauldron

Bommarius

et al. 2020

Sci Rep

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Microbial production of adipic acid from lignin-derived monomers, such as catechol, is a greener alternative to the petrochemical-based process. Here, we produced adipic acid from catechol using catechol 1,2-dioxygenase (CatA) and a muconic acid reductase (MAR) in Escherichia coli. As the reaction progressed, the pH of the media dropped from 7 to 4-5 and the muconic acid isomerized from the cis,cis (ccMA) to the cis,trans (ctMA) isomer. Feeding experiments suggested that cells preferentially uptook ctMA and that MAR efficiently reduced all muconic isomers to adipic acid. intrigued by the substrate promiscuity of MAR, we probed its utility to produce branched chiral diacids. Using branched catechols likely found in pretreated lignin, we found that while MAR fully reduced 2-methyl-muconic acid to 2-methyl-adipic acid, MAR reduced only one double bond in 3-substituted muconic acids. In the future, MAR's substrate promiscuity could be leveraged to produce chiral-branched adipic acid analogs to generate branched, nylon-like polymers with reduced crystallinity. Abbreviations CatA Catechol-1,2-dioxygenase MAR Muconic acid reductase ccMA cis,cis-Muconic acid ctMA cis,trans-Muconic acid ttMA trans,trans-Muconic acid Adipic acid is used in the production of nylon 6,6, a polyamide present in carpets, textiles and molded plastics. In 2016, the global production of adipic acid was ~ 3.3 million tons per year, with all adipic acid being produced from petroleum 1. This process generated nearly 10% of global nitrogen oxide emissions 2. Renewable production of adipic acid provides a greener alternative, and can be initiated from a variety of feedstocks, including simple sugars and lignin-derived aromatics 1. Independent of the feedstock used, today, the renewable production of adipic acid is a semi-biological process, combining bioproduction of muconic acid followed by its chemical hydrogenation to adipic acid 3,4. For example, Pseudomonas putida has been engineered to convert pretreated lignin to cis,cis-muconic acid (ccMA) at 100% yield from detectable monomers 5. Escherichia coli has a maximum theoretical yield of 83% from glucose through the shikimate pathway 1 , but experimentally a top yield of 22% has been achieved 6. Purification of ccMA from the fermentation broth requires four unit operations to achieve the required purity (99.8%) at 81.4% yield 7. Reduction of ccMA to adipic acid is performed using platinum, rhodium or palladium catalysts, with catalyst cost around $0.30 per kg of adipic acid 7-9 , ~ 19% of the current market value of adipic acid from petroleum 10. Direct production of adipic acid from glucose through a reverse adipate degradation pathway has been achieved, but has a lower maximum theoretical yield (67%) 11. The fully biological production of adipic acid would eliminate (1) the need for a chemical reactor, (2) the catalyst cost, and (3) the cost of purifying muconic acid prior to chemical hydrogenation. Indeed, a recent techno-economic analysis (TEA) accounting for both fixed and variable costs conclud...

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Innovative Chemicals and Materials from Bacterial Aromatic Catabolic Pathways

Cited by 160 publications

References 54 publications

Recent Advances in Sustainable Plastic Upcycling and Biopolymers

Recent Advances in Sustainable Plastic Upcycling and Biopolymers

Strategies for the production of biochemicals in bioenergy crops

Fully biological production of adipic acid analogs from branched catechols

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