Research Progress on the Construction of Artificial Pathways for the Biosynthesis of Adipic Acid by Engineered Microbes

Adipic acid is an important bulk chemical used in the nylon industry, as well as in food, plasticizers and pharmaceutical fields. It is thus considered one of the most important 12 platform chemicals. The current production of adipic acid relies on non-renewable petrochemical resources and emits large amounts of greenhouse gases. The bio-production of adipic acid from renewable resources via engineered microorganisms is regarded as a green and potential method to replace chemical conversion, and has attracted attention all over the world. Herein we review the current status of research on several artificial pathways for the biosynthesis of adipic acid, especially the reverse degradation pathway, which is a full biosynthetic method and has achieved the highest titer of adipic acid so far. Other artificial pathways including the fatty acid degradation pathway, the muconic acid conversion pathway, the polyketide pathway, the α-ketopimelate pathway and the lysine degradation pathway are also discussed. In addition, the challenges in the bio-production of adipic acid via these artificial pathways are analyzed and the prospects are presented with the intention of providing some significant points for the promotion of adipic acid biosynthesis.

[1]  O. Modoi,et al.  Environmental Protection and Social Entrepreneurship Activities: The Vision of the Young People , 2021, Environmental Sciences Proceedings.

[2]  Yu Deng,et al.  Engineering the Reductive TCA Pathway to Dynamically Regulate the Biosynthesis of Adipic Acid in Escherichia coli. , 2021, ACS synthetic biology.

[3]  Yu Deng,et al.  Biosynthesis of adipic acid in metabolically engineered Saccharomyces cerevisiae , 2020, Journal of microbiology.

[4]  Sisun Choi,et al.  Recent Advances in Microbial Production of cis,cis-Muconic Acid , 2020, Biomolecules.

[5]  Yu Deng,et al.  Biosynthesis of adipic acid by a highly efficient induction-free system in Escherichia coli. , 2020, Journal of biotechnology.

[6]  Young-Min Kim,et al.  Production of adipic acid by short- and long-chain fatty acid acyl-CoA oxidase engineered in yeast Candida tropicalis , 2019, Bioprocess and Biosystems Engineering.

[7]  L. Deng,et al.  Engineering acetyl-CoA metabolic shortcut for eco-friendly production of polyketides triacetic acid lactone in Yarrowia lipolytica. , 2019, Metabolic engineering.

[8]  L. Olsson,et al.  Biobased adipic acid - The challenge of developing the production host. , 2018, Biotechnology advances.

[9]  T. Tan,et al.  Genetic manipulation of Escherichia coli central carbon metabolism for efficient production of fumaric acid. , 2018, Bioresource technology.

[10]  Qipeng Yuan,et al.  Biosynthesis of adipic acid via microaerobic hydrogenation of cis,cis-muconic acid by oxygen-sensitive enoate reductase. , 2018, Journal of biotechnology.

[11]  Jingwen Zhou,et al.  Metabolic engineering of Escherichia coli for producing adipic acid through the reverse adipate-degradation pathway. , 2018, Metabolic engineering.

[12]  L. Olsson,et al.  In silico and in vitro studies of the reduction of unsaturated α,β bonds of trans-2-hexenedioic acid and 6-amino-trans-2-hexenoic acid – Important steps towards biobased production of adipic acid , 2018, PloS one.

[13]  R. Mahadevan,et al.  Biocatalytic production of adipic acid from glucose using engineered Saccharomyces cerevisiae , 2018, Metabolic engineering communications.

[14]  Mathias Janssen,et al.  Prospective life cycle assessment of bio-based adipic acid production from forest residues , 2017 .

[15]  M. Bott,et al.  Improved production of adipate with Escherichia coli by reversal of β-oxidation , 2016, Applied Microbiology and Biotechnology.

[16]  Ramon Gonzalez,et al.  Energy- and carbon-efficient synthesis of functionalized small molecules in bacteria using non-decarboxylative Claisen condensation reactions , 2016, Nature Biotechnology.

[17]  Jay D Keasling,et al.  Engineering a Polyketide Synthase for In Vitro Production of Adipic Acid. , 2016, ACS synthetic biology.

[18]  H. Noorman,et al.  Metabolic Engineering toward Sustainable Production of Nylon-6. , 2016, ACS synthetic biology.

[19]  K. Kim,et al.  Engineering Escherichia coli for the production of adipic acid through the reversed β-oxidation pathway , 2015 .

[20]  Y. Deng,et al.  Production of adipic acid by the native‐occurring pathway in Thermobifida fusca B6 , 2015, Journal of applied microbiology.

[21]  Xiao-Xia Xia,et al.  Direct biosynthesis of adipic acid from a synthetic pathway in recombinant Escherichia coli. , 2014, Biotechnology and bioengineering.

[22]  Jay D Keasling,et al.  In vitro analysis of carboxyacyl substrate tolerance in the loading and first extension modules of borrelidin polyketide synthase. , 2014, Biochemistry.

[23]  Changrong Yan,et al.  ‘White revolution’ to ‘white pollution’—agricultural plastic film mulch in China , 2014 .

[24]  Sven K. Weber,et al.  Modern Applications of High Throughput R&D in Heterogeneous Catalysis , 2014 .

[25]  M. Bott,et al.  Toward biotechnological production of adipic acid and precursors from biorenewables. , 2013, Journal of biotechnology.

[26]  Cui Xiao-ming Market status and development prospect of adiopic acid at home and abroad , 2013 .

[27]  S. Picataggio,et al.  Bio-based adipic acid from renewable oils , 2012 .

[28]  Christoph Wittmann,et al.  Systems and synthetic metabolic engineering for amino acid production - the heartbeat of industrial strain development. , 2012, Current opinion in biotechnology.

[29]  C. Wittmann,et al.  Bio-based production of chemicals, materials and fuels -Corynebacterium glutamicum as versatile cell factory. , 2012, Current opinion in biotechnology.

[30]  Peng Xu,et al.  ePathBrick: a synthetic biology platform for engineering metabolic pathways in E. coli. , 2012, ACS synthetic biology.

[31]  S. Nayak,et al.  Biodegradable Nanocomposites of Poly(butylene adipate-co-terephthalate) (PBAT) and Organically Modified Layered Silicates , 2012, Journal of Polymers and the Environment.

[32]  Kwang Myung Cho,et al.  Extending carbon chain length of 1-butanol pathway for 1-hexanol synthesis from glucose by engineered Escherichia coli. , 2011, Journal of the American Chemical Society.

[33]  C. Wittmann,et al.  From zero to hero--design-based systems metabolic engineering of Corynebacterium glutamicum for L-lysine production. , 2011, Metabolic engineering.

[34]  Chaitan Khosla,et al.  Structures and mechanisms of polyketide synthases. , 2009, The Journal of organic chemistry.

[35]  Simona Bronco,et al.  Thermal degradation of poly(lactic acid) (PLA) and poly(butylene adipate-co-terephthalate) (PBAT) and their blends upon melt processing , 2009 .

[36]  Eduardo Díaz,et al.  Characterization of the last step of the aerobic phenylacetic acid degradation pathway. , 2007, Microbiology.

[37]  Angelo Vaccari,et al.  Development of new catalysts for N2O-decomposition from adipic acid plant , 2007 .

[38]  Christine J. Martin,et al.  Biosynthesis of the angiogenesis inhibitor borrelidin by Streptomyces parvulus Tü4055: cluster analysis and assignment of functions. , 2004, Chemistry & biology.

[39]  J. Nielsen,et al.  Metabolic network analysis of an adipoyl-7-ADCA-producing strain of Penicillium chrysogenum: elucidation of adipate degradation. , 2002, Metabolic engineering.

[40]  J. W. Frost,et al.  Benzene‐Free Synthesis of Adipic Acid , 2002, Biotechnology progress.

[41]  Noyori,et al.  A "Green" route to adipic acid: direct oxidation of cyclohexenes with 30 percent hydrogen peroxide , 1998, Science.

[42]  R. White,et al.  Alpha-keto acid chain elongation reactions involved in the biosynthesis of coenzyme B (7-mercaptoheptanoyl threonine phosphate) in methanogenic Archaea. , 1998, Biochemistry.

[43]  J. W. Frost,et al.  Biocatalytic syntheses of aromatics from D-glucose: renewable microbial sources of aromatic compounds. , 1995, Annual review of microbiology.

[44]  J. W. Frost,et al.  Environmentally compatible synthesis of adipic acid from D-glucose , 1994 .

[45]  J. Mielenz,et al.  Determination of Candida tropicalis acyl coenzyme A oxidase isozyme function by sequential gene disruption , 1991, Molecular and Cellular Biology.

[46]  J B McAlpine,et al.  Modular organization of genes required for complex polyketide biosynthesis. , 1991, Science.