Biological production of adipic acid from renewable substrates: Current and future methods

Deng, Yu; Ma, Lizhou; Mao, Yin

doi:10.1016/j.bej.2015.08.015

Cited by 83 publications

(62 citation statements)

References 88 publications

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“…Recently emerging papers and reviews emphasize the strong scientific and commercial interest to develop a biological replacement for fossil fuel based adipic acid , Polen et al, 2013, Van Duuren & Wittmann, 2014, Xie et al, 2014, Deng et al, 2016. Basically, there are three approaches that can be distinguished: (i) direct production of adipic acid, (ii) production of the unsaturated adipic acid precursor cis,cis-muconic acid ( Figure 1) and (iii) production of D-glucaric acid.…”

Section: The Polymer Precursor Adipic Acid and Potential Precursorsmentioning

confidence: 99%

“…Basically, there are three approaches that can be distinguished: (i) direct production of adipic acid, (ii) production of the unsaturated adipic acid precursor cis,cis-muconic acid ( Figure 1) and (iii) production of D-glucaric acid. Muconic and glucaric acid be converted to adipic acid via chemo-catalytic hydrogenation, which can only be conducted under high pressure of H 2 in a Platinum catalysed reaction (Polen et al, 2013, Deng et al, 2016. Nevertheless for the conversion of cis,cis-muconic acid (ccMA) to adipic acid an efficient conversion yield of 97% [mol adipate /mol ccMA ] has been reported (Niu et al, 2002).…”

Section: The Polymer Precursor Adipic Acid and Potential Precursorsmentioning

confidence: 99%

“…Recently the complete pathway outgoing from glucose until ccMA was established (Sengupta et al, 2015). A different approach to sustainable ccMA production proceeds outgoing from ligninderived species (Deng et al, 2016). Here a ccMA titer of 13.5 g/L was obtained with a yield of 74%.…”

Section: Bio-based Production Of Adipic Acid and Potential Precursorsmentioning

confidence: 99%

“…Exceptions are the early work of the Frost lab on muconic acid production from glucose in E. coli (Draths & Frost, 1994, Frost & Draths, 1997, Niu et al, 2002 and routes via salicylate and from lignin-derived species (Deng et al, 2016) as well as the production of adipic acid with Thermobifida fusca (Deng & Mao, 2015). The higher muconic acid titers indicate the presence of some kind of active transport mechanism.…”

Section: Evaluation Of Different Scenarios For Product Exportmentioning

confidence: 99%

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Engineering yeast shikimate pathway towards production of aromatics: rational design of a chassis cell using systems and synthetic biology

Averesch¹

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Aromatic building blocks are amongst the most important bulk feedstocks in the chemical industry. As these compounds are commonly derived from petrochemistry, obtaining them is becoming more and more a matter of costs and sustainability. Biochemistry gives rise to a wealth of compounds that can potentially replace current petroleum-based chemicals or be used for novel materials. The aromatic compounds para-aminobenzoic acid (pABA) and para-hydroxybenzoic acid (pHBA) and the aromatics derived compound cis,cismuconic acid (ccMA) can be precursors for, but are not limited to, terephthalic or/and adipic acid. These are essential feedstocks for the production of PET and nylon. The three compounds can be derived from the shikimate pathway, an anabolic pathway leading to the biosynthesis of aromatic amino acids, present in certain prokaryotes and eukaryotes, including fungi. By combination of metabolic modelling with genetic engineering, a microbial production system based on the yeast Saccharomyces cerevisiae can be designed, which effectively channels flux into the target compounds.In order to develop a competitive bio-based process, yields, titers and rates need to be maximized. While productivity or rates in a process can be altered using genetic engineering, carbon yield, and pathway feasibility are stoichiometrically and thermodynamically predetermined. Both limitations need to be considered when designing a microbial production system. For formation of adipic acid and precursors many bio-based routes exists. More rational than just picking one for in vivo studies rather all available biochemical pathways were examined in silico using metabolic modelling. To compare theoretical yields and reaction thermodynamics an interface that allowed network-embedded thermodynamic analysis of elementary flux modes was developed. This allowed distinguishing between thermodynamically feasible and infeasible flux distributions. Feasible maximum theoretical product carbon yields were substantially different in E. coli and S. cerevisiae metabolic models and ranged from 32% to 92%. Further, many pathways appeared to be restricted by a thermodynamic equilibrium lying on the substrate side, some even infeasible.The only routes that deliver significant product yields and were thermodynamically favoured were shikimate pathway based. Being currently of strong scientific interest, recent implementations of these pathways in E. coli and S. cerevisiae were evaluated and strain construction strategies optimized, using the concept of constrained minimal cut-sets.Especially in S. cerevisiae a single non-obvious knock-out target allowed coupling of growth to product formation; in particular, the deletion of the pyruvate kinase reaction resulted in a minimum yield constraint of 28%.Though unique to shikimate pathway, this strategy is transferrable to other products which are derived from chorismate and also involve the formation of pyruvate as a by-product. This applies to pHBA. With further optimizations, the strategy was applied in...

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Section: The Polymer Precursor Adipic Acid and Potential Precursorsmentioning

confidence: 99%

Section: The Polymer Precursor Adipic Acid and Potential Precursorsmentioning

confidence: 99%

Section: Bio-based Production Of Adipic Acid and Potential Precursorsmentioning

confidence: 99%

Section: Evaluation Of Different Scenarios For Product Exportmentioning

confidence: 99%

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Engineering yeast shikimate pathway towards production of aromatics: rational design of a chassis cell using systems and synthetic biology

Averesch¹

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“…Plants mostly accumulate fatty acids with a chain length ≥12. Production of DCAs ≥C6 has been achieved from glucose and glycerol as feedstock, but this has so far resulted in rather low product titers 19,20 .…”

Section: 41mentioning

confidence: 99%

Production of medium-chain, a, omega-bifunctional monomers from fatty acids and n-alkanes

Nuland¹

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Microbial Technology in Bioplastic Production and Engineering

Francis¹,

Parayil²

2022

Handbook of Bioplastics and Biocomposites Engineering Applications

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Biological production of adipic acid from renewable substrates: Current and future methods

Cited by 83 publications

References 88 publications

Engineering yeast shikimate pathway towards production of aromatics: rational design of a chassis cell using systems and synthetic biology

Engineering yeast shikimate pathway towards production of aromatics: rational design of a chassis cell using systems and synthetic biology

Production of medium-chain, a, omega-bifunctional monomers from fatty acids and n-alkanes

Microbial Technology in Bioplastic Production and Engineering

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