High cell‐density cultivation of phenolic acid decarboxylase‐expressing <i>Escherichia coli</i> and 4‐vinylguaiacol bioproduction from ferulic acid by whole‐cell catalysis

Chen, Yuheng; Li, Lulu; Long, Liangkun; Ding, Shaojun

doi:10.1002/jctb.5590

Cited by 18 publications

(18 citation statements)

References 33 publications

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“…The interesting component ρ-vinyl guaiacol was indicated with the highest content in QY-thyme oil (23.55%), followed by that of YL-thyme oil (3.97%). Vinyl guaiacol appeared as colorless or canary yellow liquid that mostly found in the volatile from corn alcohol fermentation and it is a high value-added product widely used in cosmetic, pharmaceutical and chemical industries 27 . Additionally, JB-thyme oil displayed the highest content of terpinen-4-ol (10.56%) while 4.96% in YL-thyme oil.…”

Section: Resultsmentioning

confidence: 99%

Chemical composition and anti-oxidant potential on essential oils of Thymus quinquecostatus Celak. from Loess Plateau in China, regulating Nrf2/Keap1 signaling pathway in zebrafish

Wang

et al. 2020

Sci Rep

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Chemical profile and antioxidant potency of essential oils (EOs) of Thymus quinquecostatus celak. (thyme oils) obtained from Loess Plateau in China had been studied. 130 constituents of thyme oils were determined using gas chromatography-mass spectrometry (GC-MS) and carvacrol ethyl ether was firstly reported as a new natural product, which has been used as a synthetic flavoring substance with no safety concern. The thyme oils showed the anti-oxidant activity using 2,2 diphenyl-1-picrylhydrazyl (DPPH), 2,2′-azino-bis-(3-ethylbenzothiazoline-6-sulfonate) (ABTS), ferric reducing antioxidant power (FRAP) and thiobarbituric acid reactive substances (TBARS) and conferred protection against oxidative stress in zebrafish. In addition, a class of carvacrol analogues was found to develop as potential natural antioxidant products of thyme oils from Loess Plateau by the correlation analysis. YL-thyme oil performed the best antioxidant activity in this research, which could be recommended as preferred sources of thyme oils. Furthermore, YL-thyme oil exhibited a potent antioxidant capacity by reactive oxygen species (ROS) scavenging, enhancing the endogenous antioxidant system, inhibiting lipid peroxidation and activation of Keap1/Nrf2 pathway in zebrafish. Oxidative stress is a phenomenon associated with pathogenetic mechanisms of several diseases including atherosclerosis, neurodegenerative diseases, cancer, diabetes mellitus, inflammatory diseases, as well as psychological diseases or aging processes. It is defined as an imbalance between production of free radicals and reactive metabolites, so-called oxidants or ROS 1. Most of ROS such as superoxide anion (O 2−), hydroxyl radical (OH •), hydrogen peroxide (H 2 O 2) and organic peroxides, are generated in the cells by mitochondrial respiratory chain 2. Excessive ROS can damage cell functionality as they can harm cellular lipids, proteins and DNA 3. The organism contains a complex and carefully balanced cascade of antioxidant enzymes, of which the superoxide dismutase (SOD) and catalase (CAT) are regarded as the first line of the antioxidative enzyme system against ROS such as superoxide and H 2 O 2 generated during oxidative stress 4. The kelch-like ECH-associated protein 1/nuclear factor E2-related factor 2 (Keap1/Nrf2) signaling pathway plays a central role in protecting the body from oxidative damage. The Nrf2 transcription factor is tightly regulated by the repressor protein, Keap1, in the cytoplasm. Under oxidative stress, Nrf2 is released from the Nrf2/

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Section: Resultsmentioning

confidence: 99%

Chemical composition and anti-oxidant potential on essential oils of Thymus quinquecostatus Celak. from Loess Plateau in China, regulating Nrf2/Keap1 signaling pathway in zebrafish

Wang

et al. 2020

Sci Rep

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“…Triplicate samples were withdrawn at intervals (10 min), and the reaction was terminated by adding 50 µL of 50% trichloroacetic acid. Bioconversion of different substrates with higher initial concentrations by BLPAD autodisplayed E. coli cells carrying a pET22b-pelblpad vector was carried out in a biphasic reaction system, which consisted of 10 mL of toluene and 10 mL of Na 2 HPO 4 -citric acid buffer containing different initial concentrations of substrates and E. coli cells (2 OD 600 in final), at 200 rpm and 37 • C for 1 h [35]. Whole-cell catalysis by using E. coli cells overexpressing intracellular BLPAD protein or containing a blank plasmid as described previously [26] was also performed in the same reaction conditions.…”

Section: Bioconversion Of Ferulic Acid By Whole-cell Catalysis Of Expmentioning

confidence: 99%

Functional Autodisplay of Phenolic Acid Decarboxylase using a GDSL Autotransporter on Escherichia coli for Efficient Catalysis of 4-Hydroxycinnamic Acids to Vinylphenol Derivatives

Long

et al. 2019

Catalysts

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Bioproduction of vinylphenol derivatives, such as 4-vinylguaiacol (4-VG) and 4-vinylphenol (4-VP), from 4-hydroxycinnamic acids, such as ferulic acid (FA) and p-coumaric acid (pCA), employing whole cells expressing phenolic acid decarboxylases (PAD) as a biocatalyst has attracted much attention in recent years. However, the accumulation of 4-VG or 4-VP in the cell may cause high cytotoxicity to Escherichia coli (E. coli) and consequently cell death during the process. In this study, we firstly report the functional display of a phenolic acid decarboxylase (BLPAD) from Bacillus licheniformis using a GDSL autotransporter from Pseudomonas putida on the cell surface of E. coli. Expression and localization of BLPAD on E. coli were verified by SDS-PAGE and protease accessibility. The PelB signal peptide is more effective in guiding the translocation of BLPAD on the cell surface than the native signal peptide of GDSL, and the cell surface displaying BLPAD activity reached 19.72 U/OD600. The cell surface displaying BLPAD showed good reusability and retained 63% of residual activity after 7 cycles of repeated use. In contrast, the residual activity of the intracellular expressing cells was approximately 11% after 3 cycles of reuse. The molar bioconversion yields of 72.6% and 80.4% were achieved at the concentration of 300 mM of FA and pCA in a biphasic toluene/Na2HPO4–citric acid buffer system, respectively. Its good reusability and efficient catalysis suggested that the cell surface displaying BLPAD can be used as a whole-cell biocatalyst for efficient production of 4-VG and 4-VP.

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“…Hu et al (2015) used an organic-solvent-tolerant phenolic acid decarboxylase (BLPAD) cloned from Bacillus licheniformis to convert 500 mM FA to 354.5 mM (58.3 g/L) 4-VG at a molar conversion yield of 70.9% in an organic–aqueous biphasic system. Based on this research, Chen et al (2018) employed a fed-batch process to achieve high cell density cultivation of recombinant Escherichia coli expressing phenolic acid decarboxylase and realized large-scale 4-VG bioproduction in a 5 L bioreactor using a biphasic emulsion system with a substrate feeding strategy. The activity of the BLPAD in the recombinant E. coli reached up to 531 U/mL, and the final concentration of 4-VG increased to 865.2 mM (129.9 g/L), corresponding to a molar conversion yield of 85.6%.…”

Section: Introductionmentioning

confidence: 99%

Bioproduction of High-Concentration 4-Vinylguaiacol Using Whole-Cell Catalysis Harboring an Organic Solvent-Tolerant Phenolic Acid Decarboxylase From Bacillus atrophaeus

Long

Ding

2019

Front. Microbiol.

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The compound 4-vinyl guaiacol (4-VG) is highly valued and widely applied in the pharmaceutical, cosmetic, and food industries. The bioproduction of 4-VG from ferulic acid (FA) by non-oxidative decarboxylation using phenolic acid decarboxylases is promising but has been hampered by low conversion yields and final product concentrations due to the toxicities of 4-VG and FA. In the current study, a new phenolic acid decarboxylase (BaPAD) was characterized from Bacillus atrophaeus . The BaPAD possessed excellent catalytic activity and stability in various organic solvents. Whole Escherichia coli cells harboring intracellular BaPAD exhibited greater tolerances to FA and 4-VG than those of free BaPAD. A highly efficient aqueous-organic biphasic system was established using 1-octanol as the optimal organic phase for whole-cell catalysis. In this system, a very high concentration (1580 mM, 237.3 g/L) of 4-VG was achieved in a 2 L working volume bioreactor, and the molar conversion yield and productivity reached 98.9% and 18.3 g/L/h in 13 h, respectively.

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High cell‐density cultivation of phenolic acid decarboxylase‐expressing Escherichia coli and 4‐vinylguaiacol bioproduction from ferulic acid by whole‐cell catalysis

Cited by 18 publications

References 33 publications

Chemical composition and anti-oxidant potential on essential oils of Thymus quinquecostatus Celak. from Loess Plateau in China, regulating Nrf2/Keap1 signaling pathway in zebrafish

Chemical composition and anti-oxidant potential on essential oils of Thymus quinquecostatus Celak. from Loess Plateau in China, regulating Nrf2/Keap1 signaling pathway in zebrafish

Functional Autodisplay of Phenolic Acid Decarboxylase using a GDSL Autotransporter on Escherichia coli for Efficient Catalysis of 4-Hydroxycinnamic Acids to Vinylphenol Derivatives

Bioproduction of High-Concentration 4-Vinylguaiacol Using Whole-Cell Catalysis Harboring an Organic Solvent-Tolerant Phenolic Acid Decarboxylase From Bacillus atrophaeus

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