Abstract
Aromatic compounds are an important class of chemicals with different industrial applications. They are usually produced by chemical synthesis from petroleum-derived feedstocks, such as toluene, xylene and benzene. However, we are now facing threats from the excessive use of fossil fuels causing environmental problems such as global warming. Furthermore, fossil resources are not infinite, and will ultimately be depleted. To cope with these problems, the sustainable production of aromatic chemicals from renewable non-food biomass is urgent. With this in mind, the search for alternative methodologies to produce aromatic compounds using low-cost and environmentally friendly processes is becoming more and more important. Microorganisms are able to produce aromatic and aromatic-derivative compounds from sugar-based carbon sources. Metabolic engineering strategies as well as bioprocess optimization enable the development of microbial cell factories capable of efficiently producing aromatic compounds. This review presents current breakthroughs in microbial production of specialty aromatic and aromatic-derivative products, providing an overview on the general strategies and methodologies applied to build microbial cell factories for the production of these compounds. We present and describe some of the current challenges and gaps that must be overcome in order to render the biotechnological production of specialty aromatic and aromatic-derivative attractive and economically feasible at industrial scale.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Ahmed E, Arshad M, Zakriyya Khan M et al (2017) Secondary metabolites and their multidimensional prospective in plant life. J Pharmacogn Phytochem 205:205–214
Atanasov AG, Waltenberger B, Eva-Maria Pferschy-Wenzig TL et al (2015) Discovery and resupply of pharmacologically active plant- derived natural products: a review. Biotechnol Adv 33:1582–1614. https://doi.org/10.1016/j.biotechadv.2015.08.001
Averesch NJH, Krömer JO (2018) Metabolic engineering of the shikimate pathway for production of aromatics and derived compounds—present and future strain construction strategies. Front Bioeng Biotechnol. https://doi.org/10.3389/fbioe.2018.00032
Baerends R, Simon E, Meyer J, Vazquez C (2014) A method for producing modified resveratrol. Evolva SA; US Patent No. 20160215306A1.
Bang HB, Choi IH, Jang JH, Jeong KJ (2021) Engineering of Escherichia coli for the economic production L-phenylalanine in Large-Scale Bioreactor. Biotechnol Bioprocess Eng 26:468–475. https://doi.org/10.1007/s12257-020-0313-1
Beata Ż, Niemczyk E, Lipok J (2019) Metabolic relation of cyanobacteria to aromatic compounds. Appl Microbiol Biotechnol 103:1167–1178
Becker JVW, Armstrong GO, Van Der Merwe MJ et al (2003) Metabolic engineering of Saccharomyces cerevisiae for the synthesis of the wine-related antioxidant resveratrol. FEMS Yeast Res 4:79–85. https://doi.org/10.1016/S1567-1356(03)00157-0
Beekwilder J, Wolswinkel R, Jonker H et al (2006) Production of resveratrol in recombinant microorganisms. Appl Environ Microbiol 72:5670–5672. https://doi.org/10.1128/AEM.00609-06
Bhan N, Xu P, Khalidi O, Koffas MAG (2013) Redirecting carbon flux into malonyl-CoA to improve resveratrol titers: proof of concept for genetic interventions predicted by OptForce computational framework. Chem Eng Sci 103:109–114. https://doi.org/10.1016/j.ces.2012.10.009
Bongaerts J, Krämer M, Müller U et al (2001) Metabolic engineering for microbial production of aromatic amino acids and derived compounds. Metab Eng 3:289–300. https://doi.org/10.1006/mben.2001.0196
Braga A, Faria N (2020) Bioprocess optimization for the production of aromatic compounds with metabolically engineered hosts: recent developments and future challenges. Front Bioeng Biotechnol. https://doi.org/10.3389/fbioe.2020.00096
Braga A, Ferreira P, Oliveira J et al (2018a) Heterologous production of resveratrol in bacterial hosts: current status and perspectives. World J Microbiol Biotechnol 34:122. https://doi.org/10.1007/s11274-018-2506-8
Braga A, Oliveira J, Silva R et al (2018b) Impact of the cultivation strategy on resveratrol production from glucose in engineered Corynebacterium glutamicum. J Biotechnol 265:70–75. https://doi.org/10.1016/j.jbiotec.2017.11.006
Braga A, Silva M, Oliveira J et al (2018c) An adsorptive bioprocess for production and recovery of resveratrol with Corynebacterium glutamicum. J Chem Technol Biotechnol. https://doi.org/10.1002/jctb.5538
Burschowsky D, Thorbjørnsrud HV, Heim JB et al (2018) Inter-enzyme allosteric regulation of chorismate mutase in Corynebacterium glutamicum: structural basis of feedback activation by Trp. Biochemistry 57:557–573. https://doi.org/10.1021/acs.biochem.7b01018
Camacho-Zaragoza JM, Hernández-Chávez G, Moreno-Avitia F et al (2016) Engineering of a microbial coculture of Escherichia coli strains for the biosynthesis of resveratrol. Microb Cell Fact 15:163. https://doi.org/10.1186/s12934-016-0562-z
Cao M, Gao M, Suastegui M et al (2019) Building microbial factories for the production of aromatic amino acid pathway derivatives: From commodity chemicals to plant-sourced natural products. Metab Eng. https://doi.org/10.1016/j.ymben.2019.08.008
Cao W, Ma W, Wang X et al (2016) Enhanced pinocembrin production in Escherichia coli by regulating cinnamic acid metabolism. Sci Rep 6:1–9. https://doi.org/10.1038/srep32640
Chen L, Chen M, Ma C, Zeng AP (2018) Discovery of feed-forward regulation in L-tryptophan biosynthesis and its use in metabolic engineering of E. coli for efficient tryptophan bioproduction. Metab Eng 47:434–444. https://doi.org/10.1016/j.ymben.2018.05.001
Chen M, Chen L, Zeng AP (2019) CRISPR/Cas9-facilitated engineering with growth-coupled and sensor-guided in vivo screening of enzyme variants for a more efficient chorismate pathway in E coli.. Metab Eng Commun 9:e00094. https://doi.org/10.1016/j.mec.2019.e00094
Choi O, Wu C-Z, Kang SY et al (2011) Biosynthesis of plant-specific phenylpropanoids by construction of an artificial biosynthetic pathway in Escherichia coli. J Ind Microbiol Biotechnol 38:1657–1665. https://doi.org/10.1007/s10295-011-0954-3
Choi SS, Seo SY, Park SO et al (2019) Cell factory design and culture process optimization for dehydroshikimate biosynthesis in Escherichia coli. Front Bioeng Biotechnol. https://doi.org/10.3389/fbioe.2019.00241
Deloache WC, Russ ZN, Narcross L et al (2015) An enzyme-coupled biosensor enables (S)-reticuline production in yeast from glucose. Nat Chem Biol 11:465–471. https://doi.org/10.1038/nchembio.1816
Dias FMS, Gomez JGC, Silva LF (2017) Exploring the microbial production of aromatic fine chemicals to overcome the barriers of traditional methods. Adv Appl Sci Res 8:94–109. https://doi.org/10.1038/nmeth.1297.Probing
Donnez D, Jeandet P, Clément C, Courot E (2009) Bioproduction of resveratrol and stilbene derivatives by plant cells and microorganisms. Trends Biotechnol 27:706–713. https://doi.org/10.1016/j.tibtech.2009.09.005
Dudnik A, Almeida AF, Andrade R et al (2018) BacHBerry: BACterial Hosts for production of bioactive phenolics from bERRY fruits. Phytochem Rev 17:291–326. https://doi.org/10.1007/s11101-017-9532-2
Dyk TKV, Templeton LJ, Cantera KA, et al (2004) Characterization of the Escherichia coli AaeAB efflux pump : a metabolic relief valve ? 186: 7196–7204. https://doi.org/10.1128/JB.186.21.7196
Eudes A, Juminaga D, Baidoo EEK et al (2013) Production of hydroxycinnamoyl anthranilates from glucose in Escherichia coli. Microb Cell Fact 12:1–10. https://doi.org/10.1186/1475-2859-12-62
Facchini PJ, St-pierre B (2005) Synthesis and trafficking of alkaloid biosynthetic enzymes. Curr Opin Plant Biol 8:657–666. https://doi.org/10.1016/j.pbi.2005.09.008
Fossati E, Ekins A, Narcross L et al (2014) Reconstitution of a 10-gene pathway for synthesis of the plant alkaloid dihydrosanguinarine in Saccharomyces cerevisiae. Nat Commun 5:1–11. https://doi.org/10.1038/ncomms4283
Fossati E, Narcross L, Ekins A et al (2015) Synthesis of morphinan alkaloids in Saccharomyces cerevisiae. PLoS ONE 10:1–15. https://doi.org/10.1371/journal.pone.0124459
Galanie S, Thodey K, Trenchard IJ, et al (2015) Complete biosynthesis of opioids in yeast. Science 349:1095–1100
Gallage NJ, Møller BL (2015) Vanillin-bioconversion and bioengineering of the most popular plant flavor and its de novo biosynthesis in the vanilla orchid. Mol Plant 8:40–57
Gaspar P, Dudnik A, Neves AR, Föster J (2016) Engineering Lactococcus lactis for stilbene production. In: Abstract from 28th international conference on polyphenols 2016. Vienna, Austria
Gosset G (2009) Production of aromatic compounds in bacteria. Curr Opin Biotechnol 20:651–658. https://doi.org/10.1016/j.copbio.2009.09.012
Guo D, Kong S, Sun Y et al (2021) Development of an artificial biosynthetic pathway for biosynthesis of (S)-reticuline based on HpaBC in engineered Escherichia coli. Biotechnol Bioeng. https://doi.org/10.1002/bit.27924
Han J, Wu Y, Zhou Y, Li S (2021) Engineering Saccharomyces cerevisiae to produce plant benzylisoquinoline alkaloids. aBIOTECH 2:264–275. https://doi.org/10.1007/s42994-021-00055-0
Hansen EH, Møller BL, Kock GR et al (2009) De novo biosynthesis of Vanillin in fission yeast (Schizosaccharomyces pombe) and baker’s yeast (Saccharomyces cerevisiae). Appl Environ Microbiol 75:2765–2774. https://doi.org/10.1128/AEM.02681-08
Hawkins K (2009) Metabolic engineering of Saccharomyces cerevisiae for the production of benzylisoquinoline alkaloids. PhD Thesis, California Institute of Technology.
Hawkins KM, Smolke CD (2008) Production of benzylisoquinoline alkaloids in Saccharomyces cerevisiae. Nat Chem Biol 4:564–573. https://doi.org/10.1038/nchembio.105
Hazelwood LA, Daran J, Van MAJA et al (2008) The ehrlich pathway for fusel alcohol production: a century of research on Saccharomyces cerevisiae metabolism. Appl Env Microbiol 74:2259–2266. https://doi.org/10.1128/AEM.02625-07
Herrmann KM (1995) The shikimate pathway: early steps in the biosynthesis of aromatic compounds. Plant Cell 7:907. https://doi.org/10.2307/3870046
Hong J, Im D, Oh M-K (2020) Investigating E. coli coculture for resveratrol production with 13C metabolic flux analysis. J Agric Food Chem 68:3466–3473. https://doi.org/10.1021/acs.jafc.9b07628
Huang Z, Dostal L, Rosazza JPN (1993) Microbial transformations of ferulic acid by Saccharomyces cerevisiae and Pseudomonas fluorescens. Appl Environ Microbiol 59:2244–2250
Huang LL, Xue Z, Zhu QQ (2006) Method for the production of resveratrol in a recombinant oleaginous microorganism. U.S. Patent No 7,772,444.
Huang Q, Lin Y, Yan Y (2013) Caffeic acid production enhancement by engineering a phenylalanine over-producing Escherichia coli strain. Biotechnol Bioeng 110:3188–3196. https://doi.org/10.1002/bit.24988
Huccetogullari D, Luo ZW, Lee SY (2019) Metabolic engineering of microorganisms for production of aromatic compounds. Microb Cell Fact 18:41. https://doi.org/10.1186/s12934-019-1090-4
Ilari A, Franceschini S, Bonamore A et al (2009) Structural basis of enzymatic ( S )-norcoclaurine biosynthesis. J Biol Chem 284:897–904. https://doi.org/10.1074/jbc.M803738200
Ioannidou SM, Pateraki C, Ladakis D et al (2020) Sustainable production of bio-based chemicals and polymers via integrated biomass refining and bioprocessing in a circular bioeconomy context. Bioresour Technol 307:123093. https://doi.org/10.1016/j.biortech.2020.123093
Jakočiūnas T, Klitgaard AK, Romero-Suarez D, et al (2019) Versatile polyketide biosynthesis platform for production of aromatic compounds in yeast. J bioRxiv. https://doi.org/10.1101/618751
Kallscheuer N, Vogt M, Stenzel A et al (2016) Construction of a Corynebacterium glutamicum platform strain for the production of stilbenes and (2S)-flavanones. Metab Eng 38:47–55. https://doi.org/10.1016/j.ymben.2016.06.003
Kallscheuer N, Vogt M, Marienhagen J (2017) A novel synthetic pathway enables microbial production of polyphenols independent from the endogenous aromatic amino acid metabolism. ACS Synth Biol 6:410–415. https://doi.org/10.1021/acssynbio.6b00291
Katsuyama Y, Funa N, Horinouchi S (2007) Precursor-directed biosynthesis of stilbene methyl ethers in Escherichia coli. Biotechnol J 2:1286–1293. https://doi.org/10.1002/biot.200700098
Katz M, Durhuus T, Smits HP, FÖrster J (2011) Production of metabolites. WO2011147818 (A2)
Kaur B, Chakraborty D (2013) Biotechnological and molecular approaches for vanillin production: a review. Appl Biochem Biotechnol 169:1353–1372
Kim J, Nakagawa A, Yamazaki Y et al (2014) Improvement of Reticuline Productivity from Dopamine by Using Engineered Escherichia coli. Biosci Biotechnol Biochem 77:2166–2168. https://doi.org/10.1271/bbb.130552
Kim B, Binkley R, Kim HU, Lee SY (2018) Metabolic engineering of Escherichia coli for the enhanced production of l-tyrosine. Biotechnol Bioeng 115:2554–2564. https://doi.org/10.1002/bit.26797
Kiselev KV (2011) Perspectives for production and application of resveratrol. Appl Microbiol Biotechnol 90:417–425. https://doi.org/10.1007/s00253-011-3184-8
Krömer JO, Ferreira RG, Petrides D, Kohlheb N (2020) Economic process evaluation and environmental life-cycle assessment of bio-aromatics production. Front Bioeng Biotechnol 8:1–9. https://doi.org/10.3389/fbioe.2020.00403
Lee J, Wendisch V (2017) Biotechnological production of aromatic compounds of the extended shikimate pathway from renewable biomass. J Biotechnol 257:211–221. https://doi.org/10.1016/j.jbiotec.2016.11.016
Li K, Frost JW (1998) Synthesis of vanillin from glucose. J Am Chem Soc 120:10545–10546. https://doi.org/10.1021/ja9817747
Li M, Kildegaard KR, Chen Y et al (2015) De novo production of resveratrol from glucose or ethanol by engineered Saccharomyces cerevisiae. Metab Eng 32:1–11. https://doi.org/10.1016/j.ymben.2015.08.007
Li Y, Li S, Thodey K et al (2018) Complete biosynthesis of noscapine and halogenated alkaloids in yeast. PNAS. https://doi.org/10.1073/pnas.1721469115
Li M, Hou F, Wu T et al (2020a) Recent advances of metabolic engineering strategies in natural isoprenoid production using cell factories. Nat Prod Rep 37:80–99. https://doi.org/10.1039/c9np00016j
Li M, Liu C, Yang J et al (2020b) Common problems associated with the microbial productions of aromatic compounds and corresponding metabolic engineering strategies. Biotechnol Adv 41:107548. https://doi.org/10.1016/j.biotechadv.2020.107548
Lim CG, Fowler ZL, Hueller T et al (2011) High-yield resveratrol production in engineered Escherichia coli. Appl Environ Microbiol 77:3451–3460. https://doi.org/10.1128/AEM.02186-10
Liu SP, Liu RX, Xiao MR et al (2014a) A systems level engineered E. coli capable of efficiently producing L-phenylalanine. Process Biochem 49:751–757. https://doi.org/10.1016/j.procbio.2014.01.001
Liu X, Lin J, Hu H (2014b) Metabolic engineering of Escherichia coli to enhance shikimic acid production from sorbitol. World J Microbiol Biotechnol 30:2543–2550. https://doi.org/10.1007/s11274-014-1679-z
Liu Y, Xu Y, Ding D et al (2018) Genetic engineering of Escherichia coli to improve L-phenylalanine production. BMC Biotechnol 18:1–12. https://doi.org/10.1186/s12896-018-0418-1
Liu L, Bilal M, Luo H et al (2019) Metabolic engineering and fermentation process strategies for L-tryptophan production by Escherichia coli. Processes. https://doi.org/10.3390/pr7040213
Lucas-Abellán C, Fortea I, López-Nicolás JM, Núñez-Delicado E (2007) Cyclodextrins as resveratrol carrier system. Food Chem 104:39–44. https://doi.org/10.1016/j.foodchem.2006.10.068
Luziatelli F, Brunetti L, Ficca AG, Ruzzi M (2019) Maximizing the efficiency of vanillin production by biocatalyst enhancement and process optimization. Front Bioeng Biotechnol. https://doi.org/10.3389/fbioe.2019.00279
Matsumura E, Nakagawa A, Tomabechi Y et al (2017) Laboratory-scale production of (S)-reticuline, an important intermediate of benzylisoquinoline alkaloids, using a bacterial-based method. Biosci Biotechnol Biochem 8451:1–7. https://doi.org/10.1080/09168451.2016.1243985
Matsumura E, Nakagawa A, Tomabechi Y et al (2018) Microbial production of novel sulphated alkaloids for drug discovery. Sci Rep 8:1–10. https://doi.org/10.1038/s41598-018-26306-7
Milke L, Aschenbrenner J, Marienhagen J, Kallscheuer N (2018) Production of plant-derived polyphenols in microorganisms: current state and perspectives. Appl Microbiol Biotechnol. https://doi.org/10.1007/s00253-018-8747-5
Milke L, Ferreira P, Kallscheuer N et al (2019) Modulation of the central carbon metabolism of Corynebacterium glutamicum improves malonyl-CoA availability and increases plant polyphenol synthesis. Biotechnol Bioeng 116:1380–1391. https://doi.org/10.1002/bit.26939
Minami H, Kim JS, Ikezawa N et al (2008) Microbial production of plant benzylisoquinoline alkaloid. Proc Natl Acad Sci 105:7393–7398. https://doi.org/10.1007/BF00261660
Muheim A, Müller B, Münch T, Wetli M (2001) Microbiological process for producing vanillin. U.S. Patent No 6,235,507
Nakagawa A, Minami H, Kim J-S et al (2011) A bacterial platform for fermentative production of plant alkaloids Akira. Nat Commun 2:326–328. https://doi.org/10.1038/ncomms1327
Nakagawa A, Minami H, Kim JS et al (2012) Bench-top fermentative production of plant benzylisoquinoline alkaloids using a bacterial platform. Bioeng Bugs 3:49–53. https://doi.org/10.4161/bbug.3.1.18446
Nakagawa A, Matsumura E, Koyanagi T et al (2016) Total biosynthesis of opiates by stepwise fermentation using engineered Escherichia coli. Nat Commun 6:1–8. https://doi.org/10.1038/ncomms10390
Nakagawa A, Nakamura S, Matsumura E et al (2021) Selection of the optimal tyrosine hydroxylation enzyme for (S)-reticuline production in Escherichia coli. Appl Microbiol Biotechnol 105:5433–5447. https://doi.org/10.1007/s00253-021-11401-z
Ni J, Tao F, Du H, Xu P (2015) Mimicking a natural pathway for de novo biosynthesis: natural vanillin production from accessible carbon sources. Sci Rep 5:13670. https://doi.org/10.1038/srep13670
Nicolaou KC (2013) The emergence of the structure of the molecule and the art of its synthesis. Angew Chemie Int Ed 52:131–146. https://doi.org/10.1002/anie.201207081
Nielsen J, Keasling JD (2016) Engineering cellular metabolism. Cell 164:1185–1197. https://doi.org/10.1016/j.cell.2016.02.004
Nielsen J, Archer J, Essack M et al (2017) Building a bio-based industry in the middle east through harnessing the potential of the Red Sea biodiversity. Appl Microbiol Biotechnol 101:4837–4851. https://doi.org/10.1007/s00253-017-8310-9
Noda S, Kondo A (2017) Recent advances in microbial production of aromatic chemicals and derivatives. Trends Biotechnol 35:785–796. https://doi.org/10.1016/j.tibtech.2017.05.006
Noda S, Shirai T, Oyama S, Kondo A (2016) Metabolic design of a platform Escherichia coli strain producing various chorismate derivatives. Metab Eng 33:119–129. https://doi.org/10.1016/j.ymben.2015.11.007
Paddon CJ, Westfall PJ, Pitera DJ et al (2013) High-level semi-synthetic production of the potent antimalarial artemisinin. Nature 496:528. https://doi.org/10.1038/nature12051
Pandey RP, Parajuli P, Koffas MAG, Sohng JK (2016) Microbial production of natural and non-natural flavonoids: pathway engineering, directed evolution and systems/synthetic biology. Biotechnol Adv 34:634–662. https://doi.org/10.1016/j.biotechadv.2016.02.012
Papagianni M (2012) Recent advances in engineering the central carbon metabolism of industrially important bacteria. Microb Cell Fact 11:1–13. https://doi.org/10.1186/1475-2859-11-50
Park SY, Yang D, Ha SH, Lee SY (2017) Metabolic engineering of microorganisms for the production of natural compounds. Adv Biosyst 1700190:1700190. https://doi.org/10.1002/adbi.201700190
Park JY, Lim JH, Ahn JH, Kim BG (2021) Biosynthesis of resveratrol using metabolically engineered Escherichia coli. Appl Biol Chem. https://doi.org/10.1186/s13765-021-00595-5
Patnaik R, Zolandz RR, Green DA, Kraynie DF (2008) L-tyrosine production by recombinant Escherichia coli: Fermentation optimization and recovery. Biotechnol Bioeng 99:741–752. https://doi.org/10.1002/bit.21765
Priefert H, Rabenhorst J, Steinbüchel A (2001) Biotechnological production of vanillin. Appl Microbiol Biotechnol 56:296–314
Priya VK, Sarkar S, Sinha S (2014) Evolution of tryptophan biosynthetic pathway in microbial genomes: a comparative genetic study. Syst Synth Biol 8:59–72. https://doi.org/10.1007/s11693-013-9127-1
Pyne ME, Kevvai K, Grewal PS et al (2020) A yeast platform for high-level synthesis of tetrahydroisoquinoline alkaloids. Nat Commun 11:1–10. https://doi.org/10.1038/s41467-020-17172-x
Quideau S, Deffieux D, Douat-Casassus C, Pouységu L (2011) Plant polyphenols: Chemical properties, biological activities, and synthesis. Angew Chemie - Int Ed 50:586–621. https://doi.org/10.1002/anie.201000044
Reinisalo M, Kårlund A, Koskela A et al (2015) Polyphenol stilbenes: molecular mechanisms of defence against oxidative stress and aging-related diseases. Oxid Med Cell Longev. https://doi.org/10.1155/2015/340520
Sadler JC, Wallace S (2021) Microbial synthesis of vanillin from waste poly(ethylene terephthalate). Green Chem 23:4665–4672. https://doi.org/10.1039/d1gc00931a
Sáez-Sáez J, Wang G, Marella ER et al (2020) Engineering the oleaginous yeast Yarrowia lipolytica for high-level resveratrol production. Metab Eng 62:51–61. https://doi.org/10.1016/j.ymben.2020.08.009
Sariaslani FS (2007) Development of a combined biological and chemical process for production of industrial aromatics from renewable resources. Annu Rev Microbiol 61:51–69. https://doi.org/10.1146/annurev.micro.61.080706.093248
Shen YP, Niu FX, Yan ZB et al (2020) Recent advances in metabolically engineered microorganisms for the production of aromatic chemicals derived from aromatic amino acids. Front Bioeng Biotechnol. https://doi.org/10.3389/fbioe.2020.00407
Shrestha A, Pandey RP, Pokhrel AR et al (2018) Modular pathway engineering for resveratrol and piceatannol production in engineered Escherichia coli. Appl Microbiol Biotechnol 102:9691–9706. https://doi.org/10.1007/s00253-018-9323-8
Suástegui M, Shao Z (2016) Yeast factories for the production of aromatic compounds: from building blocks to plant secondary metabolites. J Ind Microbiol Biotechnol 43:1611–1624. https://doi.org/10.1007/s10295-016-1824-9
Sydor T, Schaffer S, Boles E (2010) Considerable increase in resveratrol production by recombinant industrial yeast strains with use of rich medium. Appl Environ Microbiol 76:3361–3363. https://doi.org/10.1128/AEM.02796-09
Oksana S, Marian B, Mahendra R, Bo SH (2012) Plant phenolic compounds for food, pharmaceutical and cosmetics production. J Med Plants Res 6:2526–2539. https://doi.org/10.5897/JMPR11.1695
Tang Y, Lee TS, Khosla C (2004) Engineered biosynthesis of regioselectively modified aromatic polyketides using bimodular polyketide synthases. PLoS Biol 2:227–238. https://doi.org/10.1371/journal.pbio.0020031
Thodey K, Galanie S, Smolke CD (2014) A microbial biomanufacturing platform for natural and semi- synthetic opiates. Nat Chem Biol 10:837–844. https://doi.org/10.1038/nchembio.1613.A
Thompson B, Machas M, Nielsen DR (2015) Creating pathways towards aromatic building blocks and fine chemicals. Curr Opin Biotechnol 36:1–7. https://doi.org/10.1016/j.copbio.2015.07.004
Trantas E, Panopoulos N, Ververidis F (2009) Metabolic engineering of the complete pathway leading to heterologous biosynthesis of various flavonoids and stilbenoids in Saccharomyces cerevisiae. Metab Eng 11:355–366. https://doi.org/10.1016/j.ymben.2009.07.004
Trenchard IJ, Smolke CD (2015) Engineering strategies for the fermentative production of plant alkaloids in yeast. Metab Eng 30:96–104. https://doi.org/10.1016/j.ymben.2015.05.001
Trenchard IJ, Siddiqui MS, Thodey K, Smolke CD (2015) De novo production of the key branch point benzylisoquinoline alkaloid reticuline in yeast. Metab Eng 31:74–83. https://doi.org/10.1016/j.ymben.2015.06.010
Trošt K, Golc-Wondra A, Prošek M (2009) Degradation of polyphenolic antioxidants in blueberry nectar aseptically filled in PET. Acta Chim Slov 56:494–502
Tzin V, Galili G, Aharoni A (2012) Shikimate Pathway and Aromatic Amino Acid Biosynthesis. In: eLS. John Wiley & Sons, Ltd, Chichester. https://doi.org/10.1002/9780470015902.a0001315.pub2
van Summeren-Wesenhagen PV, Marienhagen J (2015) Metabolic engineering of Escherichia coli for the synthesis of the plant polyphenol pinosylvin. Appl Environ Microbiol 81:840–849. https://doi.org/10.1128/AEM.02966-14
Vanilla (2014) A sustainable production route. In: Evolva A/S. www.evolva/products/vanilla
Viswanathan M, Kim SK, Berdichevsky A, Guarente L (2005) A role for SIR-2.1 regulation of ER stress response genes in determining C. elegans life span. Dev Cell 9:605–615. https://doi.org/10.1016/j.devcel.2005.09.017
Wang Y, Yu O (2012) Synthetic scaffolds increased resveratrol biosynthesis in engineered yeast cells. J Biotechnol 157:258–260. https://doi.org/10.1016/j.jbiotec.2011.11.003
Wang Y, Halls C, Zhang J et al (2011) Stepwise increase of resveratrol biosynthesis in yeast Saccharomyces cerevisiae by metabolic engineering. Metab Eng 13:455–463. https://doi.org/10.1016/j.ymben.2011.04.005
Wang J, Shen X, Rey J et al (2018) Recent advances in microbial production of aromatic natural products and their derivatives. Appl Microbiol Biotechnol 102:47–61. https://doi.org/10.1007/s00253-017-8599-4
Watts KT, Lee PC, Schmidt-Dannert C (2006) Biosynthesis of plant-specific stilbene polyketides in metabolically engineered Escherichia coli. BMC Biotechnol 6:1–12. https://doi.org/10.1186/1472-6750-6-22
Wendisch VF (2020) Metabolic engineering advances and prospects for amino acid production. Metab Eng 58:17–34. https://doi.org/10.1016/j.ymben.2019.03.008
Wu J, Liu P, Fan Y et al (2013) Multivariate modular metabolic engineering of Escherichia coli to produce resveratrol from l-tyrosine. J Biotechnol 167:404–411. https://doi.org/10.1016/j.jbiotec.2013.07.030
Wu J, Zhou P, Zhang X, Dong M (2017) Efficient de novo synthesis of resveratrol by metabolically engineered Escherichia coli. J Ind Microbiol Biotechnol 44:1083–1095. https://doi.org/10.1007/s10295-017-1937-9
Wu WB, Guo XL, Zhang ML et al (2018a) Enhancement of l-phenylalanine production in Escherichia coli by heterologous expression of Vitreoscilla hemoglobin. Biotechnol Appl Biochem 65:476–483. https://doi.org/10.1002/bab.1605
Wu K, Kast P, Krengel U (2018b) Inter-enzyme allosteric regulation of chorismate mutase in Corynebacterium glutamicum: structural basis of feedback activation by Trp. Biochemistry. https://doi.org/10.1021/acs.biochem.7b01018
Yamada Y, Urui M, Oki H et al (2021) Transport engineering for improving the production and secretion of valuable alkaloids in Escherichia coli. Metab Eng Commun 13:e00184. https://doi.org/10.1016/j.mec.2021.e00184
Yang Y, Lin Y, Li L et al (2015) Regulating malonyl-CoA metabolism via synthetic antisense RNAs for enhanced biosynthesis of natural products. Metab Eng 29:217–226. https://doi.org/10.1016/j.ymben.2015.03.018
Yuan SF, Yi X, Johnston TG, Alper HS (2020) De novo resveratrol production through modular engineering of an Escherichia coli-Saccharomyces cerevisiae co-culture. Microb Cell Fact 19:1–12. https://doi.org/10.1186/s12934-020-01401-5
Zha W, Rubin-Pitel SB, Shao Z, Zhao H (2009) Improving cellular malonyl-CoA level in Escherichia coli via metabolic engineering. Metab Eng 11:192–198. https://doi.org/10.1016/j.ymben.2009.01.005
Zhang H, Stephanopoulos G (2013) Engineering E. coli for caffeic acid biosynthesis from renewable sugars. Appl Microbiol Biotechnol 97:3333–3341. https://doi.org/10.1007/s00253-012-4544-8
Zhang Y, Li SZ, Li J et al (2006) Using unnatural protein fusions to engineer resveratrol biosynthesis in yeast and mammalian cells. J Am Chem Soc 128:13030–13031. https://doi.org/10.1021/ja0622094
Zhang E, Guo X, Meng Z et al (2015) Construction, expression, and characterization of Arabidopsis thaliana 4CL and Arachis hypogaea RS fusion gene 4CL::RS in Escherichia coli. World J Microbiol Biotechnol 31:1379–1385. https://doi.org/10.1007/s11274-015-1889-z
Zhang HW, Lv C, Zhang LJ et al (2021) Application of omics- and multi-omics-based techniques for natural product target discovery. Biomed Pharmacother 141:111833. https://doi.org/10.1016/j.biopha.2021.111833
Zhao L-Q, Sun Z-H, Zheng P, Zhu L-L (2005) Biotransformation of Isoeugenol to vanillin by a novel strain of Bacillus fusiformis. Biotechnol Lett 27:1505–1509. https://doi.org/10.1007/s10529-005-1466-x
Zhou S, Liu P, Chen J et al (2016) Characterization of mutants of a tyrosine ammonia-lyase from Rhodotorula glutinis. Appl Microbiol Biotechnol 100:10443–10452. https://doi.org/10.1007/s00253-016-7672-8
Funding
This review is support by Portuguese Foundation for Science and Technology (FCT) under the scope of the strategic funding of UIDB/04469/2020 unit.
Author information
Authors and Affiliations
Contributions
AB had the idea for the article, performed the literature research and write the original draft of the manuscript. NF performed the literature research and revised the manuscript. All authors read and approve the final manuscript.
Corresponding author
Ethics declarations
Conflict of interest
The authors have no relevant financial or non-financial interests to disclose.
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
About this article
Cite this article
Braga, A., Faria, N. Biotechnological production of specialty aromatic and aromatic-derivative compounds. World J Microbiol Biotechnol 38, 80 (2022). https://doi.org/10.1007/s11274-022-03263-y
Received:
Accepted:
Published:
DOI: https://doi.org/10.1007/s11274-022-03263-y